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Check prices for these dates

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov
In one month
27 Nov - 29 Nov
In two months
25 Dec - 27 Dec
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

A well-maintained garden with a variety of plants and flowers, a wooden pergola, and a gravel path.

1. Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (464 reviews)
"Stayed there 7yrs.ago and had another great experience this time, Cloe our waitress was excellent and made our dining alot of fun."
United States
Tim
The price is AU$201
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.

2. Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (130 reviews)
"Wonderful staff and restaurant"
United States
John
The price is AU$299
includes taxes & fees
23 Nov - 24 Nov
Stone Hearth Inn and Eatery
A two-story house with a front porch, a garage, and a well-maintained lawn.

3. Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"We booked this for a long weekend with another family. The place was clean and comfortable. The host was very flexible and allowed us to checkin early and leave a bit late. Beds were very comfortable and the zacuzzi was great! Home had all amenities to make it a comfortable stay. Will definitely recommend and stay again if possible."
United States
Vijay R.
The price is AU$635
includes taxes & fees
9 Nov - 10 Nov
Historic 150-year-old farmhouse, Jacuzzi included
Dining

4. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful classic farmhouse in lovely neighbourhood."
United States
Kimberly B.
The price is AU$587
includes taxes & fees
8 Nov - 9 Nov
Charming Chester Farmhouse near Near VT Slopes
A two-story house with a deck, surrounded by dense forest.

5. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Chester
10.0 out of 10, Exceptional, (6 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is AU$1,383
includes taxes & fees
28 Oct - 29 Oct
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A cozy living room with a stone fireplace, large windows, and a wooden ceiling.

6. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Andover
10.0 out of 10, Exceptional, (2 reviews)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
The price is AU$1,010
includes taxes & fees
28 Oct - 29 Oct
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A large two-story house with a front porch and a well-maintained lawn.

7. The Landgrove

The Landgrove
3.5 star property
Londonderry
9.4 out of 10, Exceptional, (14 reviews)
"Had a great stay, room was set up with a very comfortable Home feel, not a sterile Hotel."
United States
Alan
The price is AU$263
includes taxes & fees
1 Nov - 2 Nov
The Landgrove
A modern outdoor lounge area with two lounge chairs and a wooden deck.

8. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (232 reviews)
"Love the Nordik style accommodations and very comfortable bed!"
United States
Debi
The price is AU$239
includes taxes & fees
29 Oct - 30 Oct
Otherland Hotel
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.

9. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very good, (713 reviews)
"Beds and bedding were super comfy but the room itself was rather small and dated."
United States
Lynne
The price is AU$149
includes taxes & fees
28 Oct - 29 Oct
The Upper Pass Lodge at Magic Mountain
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

10. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (645 reviews)
"This hotel was such a nice surprise! The room was very clean and decorated nicely! Super quiet A/C units and a short drive to town."
Canada
Dave
The price is AU$181
includes taxes & fees
19 Nov - 20 Nov
Sleep Woodstock Motel
A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.

11. Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (891 reviews)
"Everything was excellent!"
United States
Dominick
The price is AU$238
includes taxes & fees
2 Nov - 3 Nov
Best Western Springfield Hotel
A rustic dining area with wooden beams, tables, chairs, and a fireplace.

12. The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (83 reviews)
"Such a nice and kind family of owners. Breakfast was delicious, as well as dinner the previous night in their restaurant. It’s a very rustic Inn, full of history and charm. We would love to return in the near future."
United States
Dorrie
The price is AU$389
includes taxes & fees
5 Nov - 6 Nov
The Inn at Weathersfield
A calm lake reflecting a forest with autumn foliage.

13. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (126 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
The price is AU$215
includes taxes & fees
5 Nov - 6 Nov
Blue Gentian Lodge at Magic Mountain
A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.

14. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,005 reviews)
"Amazing rooms, sweet staff, great amenities - gorgeous location!"
United States
Cristian
The price is AU$241
includes taxes & fees
12 Nov - 13 Nov
Pointe at Castle Hill Resort
A bedroom with a fireplace, two beds, a chair, and a nightstand.

15. The Manchester View

The Manchester View
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (946 reviews)
"Beautiful location, friendly staff, clean updated rooms, and a tasty breakfast."
United States
Jan
The price is AU$158
includes taxes & fees
3 Nov - 4 Nov
The Manchester View
A bar area with wooden ceiling, shelves with bottles, and a bar counter.

16. Sun Lodge near Manchester VT, Ascend Collection Hotel

Sun Lodge near Manchester VT, Ascend Collection Hotel
3.5 star property
Bromley Mountain
8.8 out of 10, Excellent, (354 reviews)
"Great staff, rooms and the best view"
United States
Lynn
The price is AU$162
includes taxes & fees
16 Nov - 17 Nov
Sun Lodge near Manchester VT, Ascend Collection Hotel
A bay window seating area with a round table, a potted plant, and a garland with pine cones and lights.

17. The Hartness House

The Hartness House
3.0 star property
Springfield
8.2 out of 10, Very good, (364 reviews)
"very historic place, beautiful and elegant"
United States
Zhenchun
The price is AU$307
includes taxes & fees
19 Nov - 20 Nov
The Hartness House
A cozy living room with a fireplace, leather furniture, and a coffee table with a puzzle.

18. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (442 reviews)
"We enjoyed our stay here."
United States
Anna
The price is AU$200
includes taxes & fees
1 Nov - 2 Nov
The Common Man Inn & Restaurant
A room with a large window overlooking a lake and forested hills. There are two wooden chairs on a balcony.

19. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (294 reviews)
"Staff was excellent and river views were amazing"
United States
John
The price is AU$253
includes taxes & fees
27 Nov - 28 Nov
Harvest Barn Inn
A cozy room with a fireplace, green sofas, a pool table, and a lamp.

20. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (500 reviews)
"Great amenities, fantastic views, very clean, excellent breakfast!"
United States
BARBARA
The price is AU$135
includes taxes & fees
22 Nov - 23 Nov
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.
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Top Chester Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"We enjoyed our stay at The Shire. We chose a room with a river view, so we were located in a nicely restored house located right next to the main Inn. Our room was very spacious, clean and comfortable. The location was perfect for walking into town, and a quick drive to the Marsh-Billings-Rockefeller National Historic Park."
Judy 1-night trip
Posted 7 hours ago
The Shire Woodstock

Find out more about Chester

Chester Hostels information

Number of reviews
4,737
Accommodation
0 Hostels
Lowest Price
AU$135
Highest Price
AU$1,383

Frequently asked questions

What are the best hostels in Chester?
Our guests like these accommodations in the surrounding area, and they may have reasonable rates: Fullerton Inn - 0.2 mi (0.4 km) from the heart of Chester. Property features at this inn include free breakfast, free Wi-Fi and free parking. Stone Hearth Inn and Eatery - 1.5 mi (2.3 km) from the heart of Chester. Located within a 5-minute walk of Green Mountain National Forest. You can take advantage of free Wi-Fi, free parking and free bike hire at this hotel. Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area - 5.6 mi (9.1 km) from the heart of Chester. Located within a 5-minute walk of Green Mountain National Forest. Guests can enjoy free breakfast, free Wi-Fi and free parking at this hotel. Woodstock Inn & Resort - 25.2 mi (40.5 km) from the heart of Chester. 2-minute walk from Brattleboro Station for easy access to public transport. Guests can enjoy free Wi-Fi, free parking and a restaurant at this hotel. The Jackson - 24.2 mi (39 km) from the heart of Chester. Located within a 5-minute walk of Green Mountain National Forest. Guests can enjoy free breakfast, free Wi-Fi and free parking at this hotel.
When is the best time of year to stay in a hostel in Chester?
The weather is important when you're discovering new places, so here are some stats about the seasons: 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.
What is there to see and do in Chester?
In general, Chester is known for its skiing, coffee shops and mountain views. Get out into nature with places such as Lowell Lake State Park, Connecticut River State Park and Buttermilk Falls. Cultural attractions include Weston Playhouse, Bellows Falls Opera House and Grafton Historical Society. Locals like to shop at West River Farmers Market and Walpole Farmers Market.
What's the best way to get to and around Chester while staying at a hostel?
Keep this information about transit options in and around Chester on hand to make the most of your stay: You can fly into the nearest airport, which is Springfield, VT (VSF-Hartness State), located 6.6 mi (10.7 km) away from the city centre. Another option is Rutland, VT (RUT-Rutland Southern Vermont Regional), located 25.4 mi (40.8 km) away.

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