A covered wooden bridge over a river, surrounded by rocky terrain and greenery.

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

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
2.5 star property
Chester Depot
8.2 out of 10, Very good, (451 reviews)
"Quaint that never gets old when staying a night."
United States
Kirsty
The price is CA $192
CA $210 total
includes taxes & fees
Sep 8 - Sep 9
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, (123 reviews)
"We had a lovely stay at Stone Hearth Inn! Very quaint place and comfortable, clean accommodations. Beautiful grounds around the property with outside seating to enjoy the fresh air. The dinner we had at the attached “Eatery” was awesome!!! So was the amazingly delicious included breakfast. Vickie was so welcoming and kind. We can’t say enough good things! Highly recommend"
United States
Kathleen
The price is CA $286
CA $312 total
includes taxes & fees
Sep 16 - Sep 17
Stone Hearth Inn and Eatery
A two-story house with a porch, a small garden, and a well-maintained lawn.

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

Historic 150-year-old farmhouse, Jacuzzi included
Chester Depot
9.6 out of 10, Exceptional, (20 reviews)
"Great stay! Colin was very friendly and attentive. House was very spacious and the hot tub was a great addition! Would definitely stay again! "
United States
Ryan K.
The price is CA $174
CA $573 total
includes taxes & fees
Sep 8 - Sep 9
Historic 150-year-old farmhouse, Jacuzzi included
A two-story house with a front porch, a driveway, and autumn foliage.

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 CA $289
CA $589 total
includes taxes & fees
Sep 8 - Sep 9
Charming Chester Farmhouse near Near VT Slopes

5. 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, (1 review)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
The price is CA $387
CA $894 total
includes taxes & fees
Sep 7 - Sep 8
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A two-story house with a deck, surrounded by dense forest.

6. 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, (4 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is CA $746
CA $1,392 total
includes taxes & fees
Sep 13 - Sep 14
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A campsite with a wooden cabin and a tent, surrounded by a grassy field and a forested hill.

7. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (217 reviews)
"Clean, modern, and peaceful."
Canada
Omar
The price is CA $158
CA $216 total
includes taxes & fees
Sep 7 - Sep 8
Otherland Hotel
A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.

8. Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (875 reviews)
"Clean Room, Convenient Location"
United States
Gerry
The price is CA $223
CA $245 total
includes taxes & fees
Sep 13 - Sep 14
Best Western Springfield Hotel
A large two-story house with a front porch and a well-maintained lawn.

9. The Landgrove

The Landgrove
3.5 star property
Londonderry
8.4 out of 10, Very good, (6 reviews)
"Tammy, the assistant inn keeper and restaurant manager was fantastic. She was attentive to every need. The restaurant staff was phenomenal as well highly recommend, it’s a little hidden gem off the beaten path. I will definitely return. Had a fabulous time."
United States
Andrea
The price is CA $228
CA $249 total
includes taxes & fees
Sep 7 - Sep 8
The Landgrove
A lodge with a large building and a smaller annex, surrounded by dense forest and a clear road.

10. 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, (705 reviews)
"Very nice staff easy access to everything good for dogs clean pool"
United States
Terry
The price is CA $121
CA $138 total
includes taxes & fees
Sep 7 - Sep 8
The Upper Pass Lodge at Magic Mountain
A two-story white house with a porch, a front yard, and a mailbox.

11. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (278 reviews)
"Beautiful views of the river excellent breakfast"
United States
Michael
The price is CA $219
CA $239 total
includes taxes & fees
Sep 12 - Sep 13
Harvest Barn Inn
A large, two-story house with a stone foundation and white siding, surrounded by a well-maintained lawn and trees.

12. The Hartness House

The Hartness House
3.0 star property
Springfield
8.2 out of 10, Very good, (351 reviews)
"Fantastic historic house in downtown Springfield, VT. A wonderful place to spend an evening or the weekend. Close to state parks, great restaurants, and kayaking. Wonderful place for a getaway."
United States
Dan
The price is CA $245
CA $270 total
includes taxes & fees
Sep 7 - Sep 8
The Hartness House
A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.

13. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,001 reviews)
"Nice location, clean hotel, pleasant staff"
United States
David
The price is CA $169
CA $193 total
includes taxes & fees
Sep 7 - Sep 8
Pointe at Castle Hill Resort
A motel with a sign reading "Claremont Motor Lodge."

14. Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (578 reviews)
"- well equipped room: microwave, tv, coffee machine, fridge, AC, towels - very clean and neat - comfortable bed, sofa, and chairs - quiet - pleasant and helpful staff"
United States
EDWARD S
The price is CA $158
CA $171 total
includes taxes & fees
Sep 7 - Sep 8
Claremont Motor Lodge
A hotel with multiple buildings, a covered outdoor area, and a snowy landscape.

15. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
3.0 star property
Jackson Gore Base Area
8.6 out of 10, Excellent, (891 reviews)
"The best place"
United States
Zulma
The price is CA $229
CA $278 total
includes taxes & fees
Sep 30 - Oct 1
Jackson Gore Village, A Vail Resorts Property
A two-story house with a red exterior and white trim. There are three large windows on the front and a chimney on the right side.

16. COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (77 reviews)
"This may have been one of the best places that I’ve ever seen"
United States
Raedene
The price is CA $247
CA $269 total
includes taxes & fees
Sep 7 - Sep 8
COHO Inn & Motor Lodge
A two-story building with a bar and restaurant on the ground floor, a vintage car parked in front, and a sign indicating "Main Mountain".

17. Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (228 reviews)
"We really liked our stay. It was clean, quiet and safe. Comfy bed and very nice and clean bathroom. Very homey feel. Everyone was very helpful and friendly. Would certainly stay there again."
United States
Paull
The price is CA $222
CA $245 total
includes taxes & fees
Sep 14 - Sep 15
Main and Mountain Bar & Motel
A hotel room with two beds, a desk, a chair, a mirror, a TV, and a window with curtains.

18. Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (352 reviews)
"I like it was clean bathroom was new."
United States
Eva
The price is CA $154
CA $167 total
includes taxes & fees
Sep 7 - Sep 8
Royal Inn Claremont
A red house with a covered porch and a chimney.

19. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (172 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
The price is CA $235
CA $508 total
includes taxes & fees
Sep 7 - Sep 8
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A multi-story hotel with a central courtyard and a reflective water feature.

20. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (871 reviews)
"Laundry room in the building, get beds."
United States
Gene
The price is CA $175
CA $214 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
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 Jackson

The Jackson

10/10 Excellent
"The building is historic. Staying in the King Suite felt like stepping back in time to the Victorian era, with modern amenities. The grounds were gorgeous. I was very pleased with the experience."
Joseph 1-night trip
Posted 3 hours ago
The Jackson

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