Search Chester hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top hotels and accommodation in Chester

Latchis Hotel

2.5 star property
8.4 out of 10, Very good, (776)
"Great stay!"
The price is AU$223
includes taxes & fees
31 Aug - 1 Sept
Latchis Hotel

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (382)
"Great place to stay"
The price is AU$191
includes taxes & fees
31 Aug - 1 Sept
Claremont Motor Lodge

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very good, (1007)
"It was a great stay"
The price is AU$260
includes taxes & fees
31 Aug - 1 Sept
Best Western Plus Keene Hotel

Fullerton Inn

2.5 star property
8.2 out of 10, Very good, (371)
"Everything was Awsome friendly staff"
The price is AU$232
includes taxes & fees
4 Sept - 5 Sept
Fullerton Inn

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (94)
"Sweet place to stay"
The price is AU$364
includes taxes & fees
1 Sept - 2 Sept
Stone Hearth Inn and Eatery

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
8.4 out of 10, Very good, (887)
"Had a great time at this location"
The price is AU$208
includes taxes & fees
14 Sept - 15 Sept
Keene Elm City Hotel, an Ascend Collection Hotel

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (330)
"Great hotel with friendly staff"
The price is AU$261
includes taxes & fees
15 Sept - 16 Sept
Hampton Inn & Suites Keene

COHO Inn & Motor Lodge

2.0 star property
9.6 out of 10, Exceptional, (33)
"It was a great stay. The young family that owns the place now is very friendly, offers a great breakfast and the place is very cute. "
The price is AU$212
includes taxes & fees
1 Sept - 2 Sept
COHO Inn & Motor Lodge

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (315)
"I enjoyed my stay and found the room more than adequately furnished. Wished the bed could be firmer and they could supply meals other than just breakfast."
The price is AU$244
includes taxes & fees
2 Sept - 3 Sept
Colonel Williams Inn

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (138)
"Beautiful room, beautiful house, fun area!"
The Burrell House

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1007)
"Very enjoyable stay"
The Putney Inn

The Manchester View

2.5 star property
9.4 out of 10, Exceptional, (745)
"We enjoyed our stay. Clean, great staff, great continental breakfast!"
The Manchester View

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (459)
"The bed was super comfortable and the sheets were very soft and also comfortable. "
The price is AU$222
includes taxes & fees
31 Aug - 1 Sept
Black Mountain Inn

Main and Mountain Bar & Motel

2.0 star property
9.6 out of 10, Exceptional, (200)
"Would stay there again!"
The price is AU$267
includes taxes & fees
31 Aug - 1 Sept
Main and Mountain Bar & Motel

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1004)
"Would stay again"
The price is AU$185
includes taxes & fees
1 Sept - 2 Sept
Days Inn by Wyndham Keene NH

Inn At Mount Snow

2.0 star property
10.0 out of 10, Exceptional, (21)
"Staff was so knowledgeable and welcoming. A great stay!"
The price is AU$240
includes taxes & fees
7 Sept - 8 Sept
Inn At Mount Snow

Kedron Valley Inn

3.5 star property
9.0 out of 10, Wonderful, (308)
"We had a very relaxing time at kedron Valley Inn. The room was very clean and nicely decorated. Looking forward to staying another weekend."
Kedron Valley Inn

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (317)
"We stayed in the cactus room and we loved the green bathroom. There is a lounge (a HUGE hit with my kiddo too) and the staff was great. WiFi was good (I worked from the room). We would stay there again."
The price is AU$219
includes taxes & fees
4 Sept - 5 Sept
Brittany Motel

Lincoln Inn & Gallery

3.0 star property
9.4 out of 10, Exceptional, (34)
"This place was great I cannot say enough about the innkeepers and the staff all in all you'll love it!!"
The price is AU$242
includes taxes & fees
7 Sept - 8 Sept
Lincoln Inn & Gallery

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (376)
"Small rustic motel with lounge near Bromley winhall etc best prices around and clean overall. Nice staff decent breakfast "
Bromley View Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Pet-friendly hotels in Chester you'll enjoy

Hotels with a spa pool in Chester may fit your trip

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Our guide on where to stay in Chester

Find the best Chester areas for the activities you enjoy most.

Chester Depot

2 out of top 10 points of interest in this area

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

Top Chester Hotel Reviews

More cheap accommodation in Chester

More cheap accommodation in Chester

Find out more about Chester

Find out more about Chester

Top reasons to visit Chester

  • Thrilling Skiing: Chester boasts excellent skiing opportunities at nearby ski fields and resorts, perfect for adventure lovers.
  • Scenic Outdoor Activities: Enjoy treasure hunts, picturesque golf courses, and the stunning Cheshire countryside for outdoor fun.
  • Charming Accommodation: Experience a mix of agritourism properties and delightful bed & breakfasts for a comfortable stay.
  • Rich Local Culture: Engage with friendly locals and explore historical sites, offering a glimpse into the area's heritage.
  • Family-Friendly Atmosphere: Chester caters to families with diverse activities, ensuring a memorable holiday for everyone.

Find great hotels near Chester

Discover the charming accommodation options in Chester, Vermont, where a mix of agritourism properties and delightful bed & breakfasts await. Perfect for families, adventure seekers, and pet lovers, Chester offers a welcoming atmosphere for all travellers. Whether you're searching for star-rated hotels or luxury stays, you'll find a variety of choices to suit your needs while enjoying the picturesque landscapes and local attractions.

  • Best Western Springfield Hotel: Located a mere 12.9km from Chester, Best Western Springfield Hotel is the perfect choice for pet-loving travellers seeking a welcoming atmosphere. This hotel allows pets on-site, making it an ideal spot for those who want to bring their furry friends along. With amenities that include a pet-friendly policy, guests can enjoy a hassle-free stay while indulging in the hotel’s comfortable accommodations and friendly service. A great base for exploring the surrounding areas, this hotel offers convenience and comfort.
  • Jackson Gore Village: Situated 20.9km from Chester, Jackson Gore Village is a family-oriented 3-star hotel that caters to adventure seekers and ski enthusiasts alike. With easy access to ski shuttles and lifts, this property is a winter wonderland for those keen on snow sports. On-site activities include snow tubing, a ropes course, and mini-golf, ensuring fun for all ages. Families can benefit from a range of child-friendly amenities such as a playground and arcade game room, making this a versatile choice for a memorable family vacation.
  • The Upper Pass Lodge at Magic Mountain: Nestled 16.1km from Chester, The Upper Pass Lodge at Magic Mountain is a charming motel that embraces adventure and pet-friendly experiences. With a variety of outdoor activities like cross-country skiing, snowboarding, and ziplining nearby, this lodge is perfect for thrill-seekers. Guests can relax knowing their pets are welcome too, as the property allows pets with a waived fee for service animals. This lodge promises a blend of adventure and comfort for an unforgettable getaway.

Where to stay near Chester

Chester, Vermont, offers a delightful mix of adventure and relaxation for travellers. Embrace the thrill of skiing and exploring the picturesque Cheshire countryside, while also enjoying the charming local atmosphere. Visit nearby historical sites, indulge in budget-friendly activities, or simply unwind in the serene surroundings. With friendly locals and captivating attractions, Chester promises a memorable escape for every kind of traveller.

  • Ludlow: Located approximately 17.7km from Chester, Ludlow is a charming city that comes alive in the winter months, drawing visitors for its exceptional skiing opportunities. With a vibrant ski culture, you'll find top-notch ski fields and resorts that cater to both beginners and seasoned adventurers. Beyond skiing, Ludlow is surrounded by stunning landscapes, including serene lakes and majestic mountains, making it a perfect spot for outdoor enthusiasts year-round. The local community is warm and welcoming, offering a variety of dining and shopping experiences that reflect the region’s character.
  • Springfield: Just 9.7km from Chester, Springfield is a delightful city that welcomes visitors throughout the year. The town is particularly popular during February, July, and September, when outdoor sports and activities thrive. Springfield is known for its skiing, with access to excellent ski resorts and fields. Nature lovers will appreciate the nearby national state park, offering numerous hiking trails and breathtaking views. The mix of adventure and leisure activities ensures that there’s something for everyone, whether you're seeking adrenaline-pumping experiences or a peaceful retreat in nature.
  • Grafton: Also located 9.7km from Chester, Grafton is a picturesque city that attracts visitors with its outdoor adventure offerings. Known for its skiing, this charming town is a gateway to ski fields and resorts that promise thrilling winter sports. Grafton's stunning landscapes, featuring rolling valleys and towering mountains, provide ample opportunities for hiking, biking, and enjoying the great outdoors. Peak visitor months are July and September to October, making it an ideal time to explore the natural beauty and local attractions that make Grafton a hidden gem in Vermont.

Things to do near Chester

Chester, Vermont, offers an exciting getaway for adventure lovers and families alike, featuring excellent skiing opportunities at local ski fields and resorts. Beyond the slopes, you can enjoy thrilling treasure hunts and explore scenic golf courses, making it a perfect destination for a memorable holiday. Whether you're hitting the powder or enjoying family-friendly activities, Chester has something for everyone to enjoy.

Shopping

In Chester, the Vermont Country Store and My Minds Design, both 9.7km away, offer charming local gifts. If you're up for a drive, the West River Farmers Market, located 17.7km from Chester, provides a vibrant atmosphere with fresh produce and unique crafts.

Recreation

Experience a round of golf at Crown Point Golf Course, surrounded by beautiful landscapes and outdoor vibes, only 12.9km from Chester. Alternatively, enjoy a relaxing skate at The Ice House Ice Skating, located 20.9km away, perfect for unwinding in a tranquil atmosphere.

Adventure

Hit the slopes at Magic Mountain Ski Resort, located 16.1km from Chester, for thrilling skiing experiences. For a different perspective, soar above the stunning landscapes at Morningside Flight Park, 19.3km away. Alternatively, enjoy the exhilarating ride on the Sachem Ski Lift, also 19.3km from Chester.

Nightlife

Experience the vibrant nightlife in Chester with a show at the Weston Playhouse, just 16.1km away, offering a mix of culture and romance. For a thrill, try the Timber Ripper Mountain Coaster, 20.9km away, or enjoy family fun at Maple Lanes, 22.5km away, for an arcade adventure!

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

Booking tips and Expedia advantages for Chester

For a budget-friendly trip to Chester, Vermont, consider visiting during the off-peak months of April to May and November for lower accommodation prices. Tuesdays typically offer the best rates, while Fridays are the priciest. Use Expedia's search tool to sort hotels by budget and filter for eco-friendly options. Combine hotel bookings with flights and activities for added savings. Take advantage of free local attractions and opt for public transport or consider renting a bicycle to explore the charming town without breaking the bank.

  • 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 lets you set your budget, choose your desired location, and much more. You can sort your results to display prices from lowest to highest, ensuring you find the most affordable accommodation first. Additionally, you have the option to narrow your choices by hotel type—for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are ready for booking.
  • Consider bundling your trip: You can save some cash by combining your Chester hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in and around Chester

Chester, Vermont, is an ideal destination for ski and adventure holidays, offering stunning national parks, scenic mountains, and inviting parks. This charming town provides a plethora of outdoor activities and cultural experiences for families. While exploring the area, don't miss the chance to find the best hotels in Chester for a comfortable stay.

  • Lowell Lake State Park: Experience the great outdoors at this stunning state park, located 14.5km from Chester. Enjoy activities like hiking, fishing, and picnicking while surrounded by beautiful scenery and tranquil lake views, perfect for adventure enthusiasts.
  • DaVallia Art & Accents: Nestled in Chester, this charming gallery showcases local art and unique accents. Immerse yourself in the vibrant culture as you explore various artworks and crafts, making it a delightful stop for art lovers.
  • Vermont Museum of Mining and Minerals: Located 9.7km away, this fascinating museum offers a deep dive into the region's mining history. It's a great family-friendly attraction, featuring engaging exhibits that educate visitors of all ages.

Best time to go to Chester

The best time to visit Chester is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

When visiting Chester, Vermont, you have several airport options. Lebanon Municipal Airport (LEB) is 46.7km away, with nearby hotels such as the 4-star Hanover Inn Dartmouth and the 3-star Hotel Coolidge. Rutland Southern Vermont Regional Airport (RUT) is slightly closer at 40.2km, with accommodation options like the Killington Mountain Lodge and Killington Grand Hotel, both rated 3.5 stars. For an even closer choice, Hartness State Airport (VSF) is only 11.3km from Chester, with the Castle Hill Resort and Spa as a notable 3.5-star option. All these airports provide convenient access to Chester, ensuring a pleasant arrival experience.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Where is the best place to stay in Chester?

Stone Hearth Inn and Eatery is ranked highly by Expedia customers. This B&B offers free breakfast and free parking. Another top choice for your trip based on reviews is Fullerton Inn. See all available top hotels, or vacation rentals in Chester.

What are some of the best holiday rentals that Chester has to offer?

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond: This holiday home rental outside of Chester is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden. See all vacation rentals in Chester.

If I need to cancel my hotel reservation in Chester, will I receive a refund?

Yes! The majority of hotel reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

What's the best family accommodation in Chester?

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a guesthouse with in-room kitchens and laundry facilities, and it's a top choice on Expedia for families. Also, attractions such as DaVallia Art & Accents and Bonnie's Bundles Dolls are fun for children of all ages. Find more child-friendly accommodations in Chester.

What's the best place to stay for a romantic holiday in Chester?

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a favourite guest house for couples, and features free WiFi and a garden. See all romantic hotels in Chester.

What's the best dog-friendly accommodation option in Chester?
What are some accommodation options with pools in Chester?

Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. The Equinox Golf Resort & Spa and Colonial Motel And Spa are two additional hotels that feature an on-site pool. View all hotels with pools in Chester.

What is staying in Chester like?

Visitors to Chester will definitely enjoy the skiing, cafes and shopping. Quaint and relaxing, this city also attracts tourists with its restaurants. In Chester, there are 67 hotels and other accommodation options to choose from. Find out more about Chester.

What should I do while I'm visiting Chester?

A couple of favourite places to visit are DaVallia Art & Accents and Bonnie's Bundles Dolls. You'll also find Vermont Country Store and Plummer's Sugar House in the area. Take a look at what more there is to see and do in Expedia's Chester guide.

What's the weather like in Chester?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.