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Check prices for these dates

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23 Oct - 24 Oct
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24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
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30 Oct - 1 Nov

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Our top choices for Chester hotels

A cozy living room with a stone fireplace, a leather sofa set, a wooden coffee table, and a patterned rug.
A bedroom with a bed, a bedside table, a lamp, a mirror, a dresser, a window, and a ceiling fan.
A variety of dishes including a steak, muffins, and a dessert with fruit.
A two-story building with a central entrance, a balcony with railings, and a sign indicating it is a lodging and fine dining establishment.

1. Fullerton Inn

Fullerton Inn
Chester Depot
United States
Tim
AU$200
includes taxes & fees
10 Nov - 11 Nov
Fullerton Inn
A red barn with a white door and shutters, surrounded by a garden with various plants and flowers.
A conference room with a long wooden table, multiple chairs, and a large window providing natural light.
A bedroom with a bed, a fireplace, a window, a dresser, and a clock on the wall.
A living room with two sofas, a fireplace, and a wooden floor.

2. Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
Chester
United States
John
AU$324
includes taxes & fees
18 Nov - 19 Nov
Stone Hearth Inn and Eatery
A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.
A spacious, well-lit kitchen area with modern appliances, a central island with bar stools, and a chandelier.
An indoor swimming pool with clear water, lounge chairs, and a stone fireplace.
A hotel room with a bed, a sitting area, a bathroom with a bathtub, and a large mirror.

3. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
United States
Bryan
AU$238
includes taxes & fees
1 Nov - 2 Nov
Best Western Springfield Hotel
A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.
A Christmas tree decorated with lights, ornaments, and a bow.
A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.
A bar area with a sign reading "MAGIC" and "featured Vermont beers".

4. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
United States
Lynne
AU$152
includes taxes & fees
27 Oct - 28 Oct
The Upper Pass Lodge at Magic Mountain
A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.
A sign for Castle Hill Spa surrounded by lush greenery and a well-maintained lawn.
An indoor swimming pool with four chairs and a hot tub.
A spacious lobby with a fireplace, leather seating, and a chandelier.

5. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
Cavendish
United States
Cristian
AU$258
includes taxes & fees
23 Nov - 24 Nov
Pointe at Castle Hill Resort
A calm lake reflecting a forest with autumn foliage.
A house with a balcony and a garden with red flowers.
A snow-covered cabin with a large window, surrounded by trees and a mountain in the background.
A modern house with a pool, surrounded by lush greenery and mountains in the background.

6. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
Londonderry
United States
Abigail
AU$215
includes taxes & fees
4 Nov - 5 Nov
Blue Gentian Lodge at Magic Mountain
A large, multi-story building with a symmetrical facade, multiple chimneys, and a well-maintained garden with evergreen trees.
An outdoor event space with tables set for dining, surrounded by a covered area with a transparent roof.
A bedroom with a large bed, a bedside table, a lamp, and a view of the outdoors through a sliding door.
A rustic dining area with wooden beams, tables, chairs, and a fireplace.

7. The Inn at Weathersfield

The Inn at Weathersfield
Perkinsville
United States
Dorrie
AU$391
includes taxes & fees
5 Nov - 6 Nov
The Inn at Weathersfield
A cozy room with a fireplace, green sofas, a pool table, and a lamp.
A bedroom with a wooden floor, a bed with a white bedspread, a nightstand with a lamp, a dresser, and a television on the dresser.
A deck with white railings overlooking a forested area and a mountain in the distance.
A wooden interior with a dining table set for four, a wooden cabinet with glass doors, and a kitchen area with a refrigerator and cabinets.

8. Bromley View Inn

Bromley View Inn
Bondville
United States
BARBARA
AU$133
includes taxes & fees
22 Nov - 23 Nov
Bromley View Inn
A multi-story hotel with a central courtyard and a reflective water feature.
A group of people gathered around a fire pit in a snowy outdoor setting with a large building in the background.
A bar area with stools, a counter, and a large window offering a view of a snowy landscape.
A living room with a fireplace, a sofa, a coffee table, and a television.

9. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Brownsville
United States
Sara
AU$239
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
A cozy room with a sofa, armchair, and round table, decorated with leaf-patterned artwork and a lamp.
A multi-story hotel with balconies, a ski slope in the background, and a clear blue sky.
A bar area with wooden ceiling, shelves with bottles, and a bar counter.
A hotel room with a bed, a chair, a table, and a view of mountains through a large window.

10. Sun Lodge near Manchester VT, Ascend Collection Hotel

Sun Lodge near Manchester VT, Ascend Collection Hotel
Bromley Mountain
United States
Lynn
AU$162
includes taxes & fees
13 Nov - 14 Nov
Sun Lodge near Manchester VT, Ascend Collection Hotel
A hotel room with two beds, a wooden headboard, bedside lamps, and a window with curtains.
A hotel room with a desk, chair, television, refrigerator, and a dresser.
A building with a 'Public Welcome' sign, a vending machine, and a hanging flower basket.
A reception desk with a check-in counter, a framed picture above it, and a potted plant to the right.

11. Claremont Motor Lodge

Claremont Motor Lodge
Claremont
United States
Marguerite
AU$171
includes taxes & fees
2 Nov - 3 Nov
Claremont Motor Lodge
A bedroom with a fireplace, two beds, a chair, and a nightstand.
A living room with a fireplace, a sofa, a coffee table, and a view through a sliding glass door.
A living room with a fireplace, a sofa, a coffee table, and a chair.
A large, two-story house with a central entrance, surrounded by trees and a mountain backdrop.

12. The Manchester View

The Manchester View
Manchester Center
United States
Jan
AU$159
includes taxes & fees
3 Nov - 4 Nov
The Manchester View
A large two-story house with a front porch and a well-maintained lawn.
A rustic interior with wooden beams, a fireplace, and a chandelier.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.

13. The Landgrove

The Landgrove
Londonderry
United States
Alan
AU$254
includes taxes & fees
26 Oct - 27 Oct
The Landgrove
A bay window seating area with a round table, a potted plant, and a garland with pine cones and lights.
A restaurant with a stone wall bar area, wooden tables, and chairs.
A living room with a fireplace, two armchairs, a TV mounted above the fireplace, and a desk with a mirror and lamp.
A room with a red sofa, armchairs, a coffee table, and a fireplace. There is a window with a view of trees and a chandelier.

14. The Hartness House

The Hartness House
Springfield
United States
Zhenchun
AU$316
includes taxes & fees
19 Nov - 20 Nov
The Hartness House
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.
A modern kitchen with a wooden dining table, stainless steel appliances, and a view of the outdoors through the window.
A hotel room with two beds, a desk, and a chair. The room has a wooden floor and red walls with framed pictures.
A red car parked at a charging station in front of a building with a 'OPEN' sign.

15. Sleep Woodstock Motel

Sleep Woodstock Motel
Woodstock
Canada
Dave
AU$189
includes taxes & fees
19 Nov - 20 Nov
Sleep Woodstock Motel
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.
A motel with a parking lot, a covered walkway, and a staircase leading to the entrance.
A hotel room with two beds, a desk, and a TV.
A two-story white house with a front porch and a garage, surrounded by lush greenery.

16. The Putney Inn

The Putney Inn
Putney
United States
Anita
AU$124
includes taxes & fees
23 Nov - 24 Nov
The Putney Inn
A hotel with multiple buildings, a covered outdoor area, and a snowy landscape.
A hotel with a swimming pool area, including two hot tubs and lounge chairs.
A balcony with a stone wall and wooden railing overlooking a grassy area with a building in the background.
A golf course with rolling hills, trees, and a distant mountain range.

17. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
Jackson Gore Base Area
United States
Adriana
AU$319
includes taxes & fees
18 Nov - 19 Nov
Jackson Gore Village, A Vail Resorts Property
A cozy living room with a fireplace, leather furniture, and a coffee table with a puzzle.
A wooden interior with a pool, benches, and a clock.
A cozy room with a large bed, a fireplace, and a brick wall.
A metal bucket with a spoon, two wine glasses, and a checkered cloth on a brick ledge by a pool.

18. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
Claremont
United States
Anna
AU$200
includes taxes & fees
1 Nov - 2 Nov
The Common Man Inn & Restaurant
A modern bedroom with two beds, wooden headboards, a bench, a small table, and a large window with a view of greenery.
A person performing yoga on a wooden deck overlooking a river with trees in the background.
A store interior with shelves stocked with various products, a refrigerated display case, and a wall sign.
A living room with a sofa, a coffee table, a red chair, a lamp, and a patterned rug.

19. Otherland Hotel

Otherland Hotel
Newfane
Canada
Omar
AU$253
includes taxes & fees
25 Oct - 26 Oct
Otherland Hotel
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Our guide on where to stay in Chester

Find the best Chester areas for the activities you enjoy most.
A forest with autumn foliage in various colors.

Chester Depot

If you're spending some time in Chester Depot, Bonnie's Bundles Dolls and DaVallia Art & Accents are top sights worth seeing.

Stay near popular Chester attractions

Bonnie's Bundles Dolls

7.6/10 (4 reviews)
This historic Vermont studio showcased handcrafted cloth dolls with embroidered faces and calico clothing. Visitors treasured personal interactions with artist Bonnie Watters and stories behind her creations.
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DaVallia Art & Accents

10.0/10 (2 reviews)
This Vermont art haven showcases fine local art and handcrafted furniture in thoughtfully designed spaces. Browse both the Art Boutique and 39 North Gallery to experience indoor exhibits and outdoor sculpture gardens.
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Learn more about Chester

Nestled in a relaxing small-town setting, Chester invites visitors to explore DaVallia Art & Accents and browse handcrafted treasures at Bonnie's Bundles Dolls. Outdoor enthusiasts can enjoy nearby Stoughton Pond Recreation Area or take a scenic drive to Lowell Lake State Park and the charming Vermont Country Store.

See all hotels in Chester
A nighttime view of a large, illuminated bridge with intricate metalwork and a prominent arch.

Top Chester Hotel Reviews

Recent Reviews in Chester

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"I've stayed at this hotel ever since it opened. It's still a great place to stay!"
Scott 1-night trip
Posted 8 hours ago
Hampton Inn and Suites Manchester
Latchis Hotel

Latchis Hotel

8/10 Good
"It’s located with restaurants within walking distance. It is well maintained for a historic hotel with probably about 15 steps in the lobby before you get to the elevator. It was noisy some nights due to being in the city and having residents living life. Staff was wonderful. Again location was great to see Buffalo—Niagara is 20 min away, Botanic Garden and Eternal Flame about the same. We enjoyed our stay."
Matthew 1-night trip
Posted 2 days ago
Latchis Hotel
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

8/10 Good
"The property is a beautiful old hotel, but you can tell they are having a hard time keeping it up. The rooms are big and cozy at the same time, the beds comfortable but the bathroom had some ventilation issues and therefore was a little moldy. While the pool was great, it was a shame the sauna was not working. All in all a nice stay though."
Sylvie 3-night trip
Posted 2 days ago
The Equinox Golf Resort And Spa
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

8/10 Good
"Clean comfortable room with a comfortable bed. I didn’t like the smell of whatever cleaning product they used, it was a bit bit strong let the kind you used to cover up something. Was this recently a smoking hotel? Also I missed an cycle in the fitness center, although the machines that were there seemed to work well. All in all it’s about what you would expect for a moderately priced hotel in New Hampshire during leaf peeper season."
Judith 1-night trip
Posted 2 days ago
Days Inn by Wyndham Keene NH
Colonial Motel

Colonial Motel

8/10 Good
"The rooms are quite large. There were a lot of unfinished projects going on, so the property was messy and slightly unkempt. The breakfast was terrible. Trash bags were left out attracting skunks. Price made it a 4 star."
Andrea 3-night trip
Posted 3 days ago
Colonial Motel
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Everything was good; but continental breakfast was poor; there was no eggs"
MUSTAFA 2-night trip
Posted 4 days ago
The Black Bear Lodge at Stratton Mountain Resort
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent
"Beautiful resort with amazing beds! Very comfortable."
Sara 4-night trip
Posted 5 days ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Fullerton Inn

Fullerton Inn

10/10 Excellent
"Stayed there 7yrs.ago and had another great experience this time, Cloe our waitress was excellent and made our dining alot of fun."
Tim 1-night trip
Posted 10 days ago
Fullerton Inn
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

8/10 Good
"Breakfast was very nice and staff very friendly… unfortunately it is not very accessible if you have walking difficulties … all the bedrooms are on the second floor and there are no elevators… l wish l had known this before l had booked the room …. we stayed 1 night even though we had reserved 2 nights because of the difficulty of the stairs… It was however nice if no handicaps"
Dorothy 2-night trip
Posted 2 weeks ago
Stone Hearth Inn and Eatery

More cheap accommodation in Chester

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
AU$143
25 Oct - 26 Oct
includes taxes & fees
7/10 Good! (1,000 reviews)
Days Inn by Wyndham Keene NH
The Manchester View

The Manchester View

77 High Meadow Way & VT-7A Manchester Center VT
AU$159
3 Nov - 4 Nov
includes taxes & fees
The Manchester View
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT
AU$172
22 Nov - 23 Nov
includes taxes & fees
8.6/10 Excellent! (890 reviews)
Comfort Inn & Suites Brattleboro I-91
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

4519 Main St Manchester Center VT
AU$201
8 Nov - 9 Nov
includes taxes & fees
9.6/10 Exceptional! (1,003 reviews)
Hampton Inn and Suites Manchester
Aspen At Manchester

Aspen At Manchester

5669 Main Street Manchester Center VT
AU$209
2 Nov - 3 Nov
includes taxes & fees
Aspen At Manchester
Latchis Hotel

Latchis Hotel

50 Main Street Brattleboro VT
AU$222
4 Nov - 5 Nov
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Latchis Hotel

Find out more about Chester

Top reasons to visit Chester

  • Stunning Ski Resorts: Chester is renowned for its excellent ski resorts, perfect for both novice and experienced skiers alike.
  • Vibrant Cultural Scene: Enjoy engaging performances at the Weston Playhouse and explore local history in charming museums.
  • Outdoor Adventures: Discover beautiful parks and state parks that offer hiking, biking, and thrilling activities like mountain coasters.
  • Charming Downtown: Experience friendly locals and historic architecture in a picturesque downtown area.
  • Diverse Accommodations: Choose from a variety of lodging options, including delightful bed and breakfasts and unique agritourism stays.

Find great hotels near Chester

Chester, Vermont offers a delightful selection of accommodations, from charming bed and breakfasts to unique agritourism properties. Whether you're seeking a family-friendly getaway, an adventure-filled retreat, or a pet-friendly holiday experience, you'll discover various options tailored to your needs. With a range of hotels in Chester, including the well-known Chester Inn, you're sure to find the perfect base for exploring this picturesque area.

  • Pointe at Castle Hill Resort: Nestled 14km from Chester, Pointe at Castle Hill Resort boasts a guest rating of 8.8 and is an ideal choice for those seeking adventure and relaxation. This resort is perfect for business travellers and those desiring a spa-themed holiday. Guests can indulge in a range of adventure sports such as snowshoeing, ziplining, mountain biking, rafting, and horse riding. For relaxation, the full spa offers body wraps, hot stone massages, and an adult-supervised pool, ensuring a rejuvenating experience after a day of activities.
  • Best Western Springfield Hotel: Located just 13km from Chester, the Best Western Springfield Hotel comes highly rated at 8.8 and is particularly welcoming to pet owners. With a pet-friendly policy, this hotel allows certain pets on the premises, making it an excellent choice for those who wish to travel with their furry companions. The hotel offers essential amenities and services tailored for pet owners, ensuring a comfortable stay for both you and your pets.
  • Jackson Gore Village, A Vail Resorts Property: Situated 21km from Chester, Jackson Gore Village offers a guest rating of 8.6 and is a fantastic destination for families and adventure seekers alike. With ski shuttles and lifts nearby, it provides easy access to winter sports. Guests can enjoy a variety of activities such as snowboarding, hiking, snowshoeing, and snow tubing. The property is also equipped with family-friendly amenities, including a playground, arcade game room, and services designed for children, ensuring a memorable holiday for all ages.

Where to stay near Chester

Chester, Vermont, offers a delightful blend of adventure and relaxation, making it an ideal destination for families and budget-conscious travellers alike. Explore the charming downtown area, where friendly locals welcome visitors to experience the town's rich history. The surrounding Southern Vermont region provides ample opportunities for skiing and outdoor sports, ensuring an unforgettable holiday filled with both excitement and tranquillity.

  • Ludlow: Nestled 18km from Chester, Ludlow is a charming city renowned for its outdoor adventure opportunities, particularly in the winter months. The town experiences a moderately seasonal influx of visitors, with peak times from December to February, drawing ski enthusiasts to its pristine slopes. In addition to skiing, Ludlow offers breathtaking views of lakes and mountains, ideal for hiking and exploration during warmer months. The nearby national state park adds to the allure, making it a perfect destination for nature lovers and outdoor sports aficionados seeking both thrill and tranquillity.
  • Springfield: Located a mere 10km from Chester, Springfield boasts a varied year-round visitor demographic, with peak arrival times in February, July, and September. This vibrant city is a hub for adventure seekers, particularly those interested in skiing and outdoor sports. With its proximity to beautiful lakes and majestic mountains, Springfield provides a range of activities, from skiing at nearby resorts to hiking trails that showcase the stunning Vermont landscape. The community's welcoming atmosphere and diverse attractions make it an ideal spot for a memorable holiday experience.
  • Grafton: A quaint city just 10km from Chester, Grafton attracts visitors throughout the year, with a notable surge in summer and autumn. Outdoor lovers flock here for a mix of thrilling and relaxing experiences, including skiing and exploring the surrounding natural wonders. Grafton's scenic location near lakes and mountains offers ample opportunities for hiking and enjoying the great outdoors. Its picturesque charm and rich history provide a delightful backdrop for visitors, making it a worthy addition to your travel itinerary.

Things to do in Chester

Chester, Vermont, is an idyllic destination for those seeking ski and adventure holidays, boasting excellent ski resorts and fields. Visitors can enjoy a rewarding experience with engaging activities such as the Weston Playhouse and a thrilling mountain coaster. Whether you’re carving down the slopes or exploring local attractions, Chester offers a perfect blend of excitement and relaxation for all adventure enthusiasts.

Shopping

In Chester, visit local shops like The Country Store for unique gifts and artisanal products. If you’re up for a drive, explore the nearby Green Mountain Shopping Plaza, located around 19km away, featuring various retail options and dining experiences in a pleasant setting.

Recreation

In Chester, indulge in rejuvenating treatments at the Green Mountain Spa, where serene surroundings enhance relaxation. For outdoor enthusiasts, the nearby Okemo Mountain Resort offers year-round activities, including hiking and skiing, allowing you to connect with nature while enjoying recreational pursuits.

Adventure

Explore the scenic trails of the Green Mountain National Forest, offering hiking and mountain biking opportunities amidst breathtaking landscapes. For a thrilling experience, try zip-lining at Okemo Mountain Resort, where you can soar through the treetops and enjoy panoramic views of the surrounding area.

Nightlife

Chester's nightlife offers a charming blend of local pubs and cosy venues. Enjoy a relaxed evening at The Fullerton Inn, where you can sip on craft beers. For live music, the Stone Hearth Inn frequently hosts performances, making it a delightful spot to unwind.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chester

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chester are April to May and November, where the prices are slightly lower. This is in comparison to January to February and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chester is Tuesday. The most expensive day to stay in Chester is Friday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, preferred location, and additional criteria. You can organise your search results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Additionally, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel stay in Chester with your flights and activities by opting for an Expedia package.

Find the best attractions in and around Chester

Chester is an excellent destination for skiing and adventure sports, offering a blend of outdoor activities and cultural experiences. Visitors can explore beautiful parks, state parks, and history museums, making it an ideal spot for families and those seeking an enriching getaway. With its diverse attractions, Chester promises a memorable holiday for all types of travellers.

  • Bonnie's Bundles Dolls: Immerse yourself in a whimsical world at Bonnie's Bundles Dolls, where handcrafted dolls exude romantic charm. This delightful attraction is a treasure trove for doll enthusiasts and those seeking unique souvenirs, making it an enchanting stop in Chester.
  • Lowell Lake State Park: Just 14km from Chester, Lowell Lake State Park offers a stunning escape into nature. With picturesque scenery and an array of outdoor activities like hiking and birdwatching, it's perfect for adventure seekers and those looking to unwind amidst tranquil surroundings.
  • Vermont Museum of Mining and Minerals: Located 10km away, this natural history museum invites families to explore the fascinating world of geology and mining. Engaging exhibits and interactive displays provide a captivating cultural experience for visitors of all ages.

Best time to go to Chester

The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January20.7°F (-6.3°C)Light RainMostly CloudySlightly LowSlightly High
February22.6°F (-5.2°C)Light RainMostly CloudySlightly LowSlightly High
March30.7°F (-0.7°C)Light RainMostly CloudySlightly LowAverage
April42.8°F (6.0°C)Light RainMostly CloudyAverageSlightly Low
May55.8°F (13.2°C)Light RainMostly SunnyAverageSlightly Low
June63.1°F (17.3°C)Light RainMostly SunnyAverageAverage
July69.3°F (20.7°C)Light RainMostly SunnySlightly HighAverage
August67.3°F (19.6°C)Light RainMostly SunnySlightly HighAverage
September60.3°F (15.7°C)Light RainMostly SunnySlightly HighAverage
October48.6°F (9.2°C)Light RainMostly SunnyAverageSlightly High
November36.1°F (2.3°C)Light RainMostly SunnyAverageSlightly Low
December27.3°F (-2.6°C)Light RainMostly CloudyAverageAverage

The nearest major airports for your trip to Chester

Arriving in Chester, Vermont, is convenient via several major airports. Hartford, CT (BDL-Bradley Intl.) is situated 148km away, with nearby hotels like DoubleTree by Hilton Hartford - Bradley Airport, only 2km from the airport, offering easy access. ALBany, NY (ALB-Albany Intl.) is 114km distant, featuring options such as The Landing Hotel at Rivers Casino & Resort, 13km from the airport. Burlington, VT (BTV-Burlington Intl.) is 142km from Chester, with hotels like DoubleTree by Hilton Burlington Vermont, located 3km away, providing various transportation services. Each airport offers suitable accommodations for a comfortable stay before heading to Chester.

Frequently asked questions

What is the best area to stay in Chester?
The best area to stay in Chester, Vermont, is the historic downtown village.This area is the heart of Chester, centred around Main Street (Route 11) and North Street (Route 103). It's characterised by its attractive historic buildings, including the iconic stone village library and the Chester Green. You'll find a selection of local shops, art galleries, and eateries, all within an easily walkable distance.For couples seeking a relaxing getaway, the village offers a delightful setting. You can enjoy strolls past historic homes, browse unique shops, and dine at charming local restaurants. Many of the guesthouses and inns in this area provide a cosy, intimate experience great for a romantic break.Families will also find the village a convenient and pleasant base. The Chester Green provides open space for children to play, and the proximity to local ice cream parlours and family-friendly dining options makes evenings easy.
What are the best hotels in Chester that travellers recommend?
Two of the best hotels in Chester that receive consistently high recommendations from travellers are the Stone Hearth Inn and Eatery and the King & Queen Suite in Historic Inn Circa 1780.The 3-star Stone Hearth Inn and Eatery, with a 9.2 rating, is highly praised for its comfortable and clean rooms, as well as its excellent breakfast and food. Guests appreciate the beautiful location with mountain views and the convenience of a free buffet breakfast.Another outstanding option is the King & Queen Suite in Historic Inn Circa 1780, which has an exceptional 9.8 rating. This accommodation features a kitchen, patio, and is situated in a mountainous setting. Guests frequently mention the good coffee provided.
What are the best family hotels in Chester?
The best family hotels in Chester include the Stone Hearth Inn and Eatery, the King & Queen Suite in Historic Inn Circa 1780, and Room in Historic Inn. 20 Minutes to Okemo.The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, is an excellent choice for families. It offers a variety of amenities tailored for children, such as games and books, along with highchairs and free cribs, making it very convenient for young families. Guests frequently praise the delicious breakfast and the comfortable, clean rooms. The hotel also boasts a beautiful mountain location, with mountain views and activities like mountain climbing and mountain biking nearby.Another highly-rated option is the King & Queen Suite in Historic Inn Circa 1780, which has an outstanding 9.8 rating. This accommodation provides games for children and a kitchen, which can be very useful for families. It is also situated in a scenic mountain location.Finally, Room in Historic Inn. 20 Minutes to Okemo. with a 9.2 rating, is another great choice. It features a sofa bed and a kitchen, offering flexibility and convenience for families. Guests often highlight the super comfortable pillows. This property also benefits from a mountain location and includes outdoor spaces like a deck or patio.
What hotels in Chester offer free breakfast?
For hotels in Chester that offer complimentary breakfast, consider the Stone Hearth Inn and Eatery, the Fullerton Inn, or the Motel in the Meadow.The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, provides a free buffet breakfast. Guests often praise the delicious breakfast and comfortable, clean rooms. The inn is set in a beautiful mountain location, offering mountain views and easy access to mountain climbing and mountain biking activities. Free WiFi and parking are also available.Another good option is the Fullerton Inn, rated 8.2. This inn offers a free continental breakfast, and guests frequently praise the great food, cozy and clean rooms, and friendly staff. Free WiFi and parking are included.The Motel in the Meadow, with an 8.4 rating, also provides a free continental breakfast. This motel is a convenient choice for those travelling with pets, as pets stay free. Free WiFi and parking are also provided.
What are the top pet-friendly hotels in Chester?
For a top pet-friendly hotel in Chester, consider the Motel in the Meadow.The Motel in the Meadow, rated 8.4, is an excellent choice for travellers with canine companions, as it welcomes dogs and offers a Pets Stay Free policy. Guests can also enjoy a complimentary continental breakfast during their stay.
What are the best budget hotels in Chester?
For budget-friendly accommodation in Chester, consider the Stone Hearth Inn and Eatery, Motel in the Meadow, and Fullerton Inn.The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, offers complimentary WiFi, free toiletries, and a delicious free buffet breakfast. Guests consistently praise the great and delicious breakfast, comfortable and clean rooms, and excellent hospitality.Another good option is the Motel in the Meadow, rated 8.4. This motel provides free WiFi, complimentary breakfast, and free self-parking. Pets are also welcome to stay free of charge.The Fullerton Inn, with a rating of 8.2, also offers free WiFi, complimentary toiletries, and a free continental breakfast. Travellers have highlighted the great and delicious food, cozy and clean rooms, and friendly and helpful staff. The hotel also features a great on-site restaurant.
What are the most romantic hotels in Chester for couples?
For a romantic stay in Chester, the Stone Hearth Inn and Eatery is a delightful option.This 3-star inn, with an impressive 9.2 rating, is often praised by guests for its beautiful location and excellent hospitality. Couples particularly enjoy the comfortable and clean rooms, as well as the delicious food served. The inn offers complimentary breakfast, including a buffet option, and free WiFi. Its mountain views and proximity to mountain climbing and mountain biking activities make it a wonderful choice for an active yet romantic getaway.
What are the best hotels in Chester near Bonnie's Bundles Dolls?
For hotels in Chester conveniently located near Bonnie's Bundles Dolls, consider the Fullerton Inn, King & Queen Suite in Historic Inn Circa 1780, Room in Historic Inn. 20 Minutes to Okemo., and the Stone Hearth Inn and Eatery.The Fullerton Inn, with an 8.2 rating, is particularly close to Bonnie's Bundles Dolls, just 0.9 km away. Guests appreciate the complimentary continental breakfast, free toiletries, and free WiFi, along with self-parking, making for a comfortable stay. Reviewers often mention the great food and friendly staff.Even closer, at only 0.8 km from Bonnie's Bundles Dolls, are the King & Queen Suite in Historic Inn Circa 1780 and the Room in Historic Inn. 20 Minutes to Okemo.. The King & Queen Suite, boasting an exceptional 9.8 rating, offers amenities such as a kitchen and games for children, set within a historic inn with mountain views. The Room in Historic Inn., rated 9.2, also features a kitchen, a sofa bed, and a private deck or patio, superb for relaxing after a day of exploring.A little further out, at 1.9 km from Bonnie's Bundles Dolls, is the 3-star Stone Hearth Inn and Eatery, which has a strong 9.2 rating. This family-friendly option provides amenities like highchairs, cribs, and books for children, along with free rollaway beds. Guests consistently praise the delicious breakfast, comfortable rooms, and the beautiful mountain location.
When is the best time to go to Chester?
The best time to go to Chester, Vermont, is during the autumn months of September and October for spectacular foliage, or in late spring and summer for pleasant weather and outdoor activities.For those seeking the iconic New England autumn experience, September and October are ideal. The hills around Chester explode with vibrant reds, oranges, and yellows, making it a great time for scenic drives along routes like the Okemo Mountain Road or hiking on local trails. This period also often features local harvest festivals and craft fairs, offering a taste of local culture.Late spring and summer, from May to August, offer warm, sunny days great for exploring the outdoors. You can enjoy activities such as cycling the Chester Green, fishing in the West River, or visiting nearby state parks. The weather is generally comfortable for walking around the village, browsing the antique shops, and dining al fresco.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chester.
How can I save on a hotel booking in Chester with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Chester hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Chester?
Prices for hotels in Chester often vary, but you can find a great deal from AU$143 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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