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

Search Guest Houses in Chester from CA $180

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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

Our top choices for Chester guest houses

A white two-story house with a front porch, a covered patio, and a well-maintained garden.

1. The Weston

The Weston
5.0 star property
Weston
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful accommodations! You can't use enough flattering adjectives for this property and it's staff!"
United States
LISA
The Weston
A spacious room with large windows, wicker furniture, and a sign reading "Valley Farms".

2. Inn at Valley Farms

Inn at Valley Farms
2.0 star property
Walpole
9.8 out of 10, Exceptional, (23 reviews)
"A classic New England B&B. Light on frills but absolutely comfortable."
United States
Ronald
The price is CA $297
CA $322 total
includes taxes & fees
Sep 7 - Sep 8
Inn at Valley Farms
A spacious room with a large bed, a sofa, and a chair, featuring large windows and a view of greenery outside.

3. Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
Woodstock
8.8 out of 10, Excellent, (86 reviews)
"Building is of historical interest, clean, comfortable, simple rooms, friendly staff."
United States
Elisabeth
The price is CA $258
CA $284 total
includes taxes & fees
Sep 9 - Sep 10
Lincoln Inn & Gallery
A historic brick building with a porch and a sign reading "Burrell House."

4. The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (181 reviews)
"Wonderful stay"
United States
Justin
The price is CA $161
CA $180 total
includes taxes & fees
Sep 8 - Sep 9
The Burrell House
A two-story house with a stone staircase leading to a wooden front door.

5. The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.2 out of 10, Wonderful, (74 reviews)
"For booking an overnight stay at the last minute, this place hit the jackpot, and BEYOND EXCEEDED my expectations! The owner was so sweet, and if I ever pass through Wilmington again, I'd definitely stay there again!!!"
United States
Chandra
The price is CA $283
CA $311 total
includes taxes & fees
Oct 1 - Oct 2
The Inn At Quail Run

6. Cooper Hill Inn

Cooper Hill Inn
2.0 star property
West Dover
8.8 out of 10, Excellent, (8 reviews)
"Very convenient to Mount Snow and we loved the plentiful cozy places to sit and read or interact with other guests. The bed was comfortable, and the shared kitchen space was very well stocked and clean. We will definitely stay again!"
United States
Rosa
The price is CA $274
CA $301 total
includes taxes & fees
Oct 6 - Oct 7
Cooper Hill 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

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"All around great stay. Thank you."
Christina 3-night trip
Posted 1 hour ago
Keene Elm City Hotel, an Ascend Collection Hotel

Find out more about Chester

Chester Guest Houses information

Number of reviews
360
Accommodation
16 Guest Houses
Lowest Price
CA $180
Highest Price
CA $322

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