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Check prices for these dates

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Aug 29 - Aug 31
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Sep 5 - Sep 7
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Sep 19 - Sep 21
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Oct 17 - Oct 19

Browse Select Chester Villas

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Recommended hotels in Chester

The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1003)
"Very enjoyable stay"
The price is CA $142
CA $157 total
includes taxes & fees
Sep 23 - Sep 24
The Putney Inn
Claremont Motor Lodge
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (379)
"2nd time we have stayed Perfect for overnight and a visit "
The price is CA $155
CA $168 total
includes taxes & fees
Aug 24 - Aug 25
Claremont Motor Lodge
Keene Elm City Hotel, Ascend Hotel Collection
Indoor pool

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very good, (882)
"Had a great time at this location"
The price is CA $173
CA $188 total
includes taxes & fees
Aug 31 - Sep 1
Keene Elm City Hotel, Ascend Hotel Collection
Stone Hearth Inn and Eatery
Front of property

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (93)
"Sweet place to stay"
The price is CA $278
CA $304 total
includes taxes & fees
Aug 25 - Aug 26
Stone Hearth Inn and Eatery
Fullerton Inn
Garden

Fullerton Inn

2.5 star property
8.2 out of 10, Very good, (371)
"Everything was Awsome friendly staff"
The price is CA $192
CA $209 total
includes taxes & fees
Sep 1 - Sep 2
Fullerton Inn
Room in Historic Inn! 20 Minutes to Okemo!
Terrace/patio

Room in Historic Inn! 20 Minutes to Okemo!

9.2 out of 10, Wonderful, (16)
"The room was fine. Bright night lights outside require eye masks for dark sleeping. The shower unit was a bit odd… not a conventional shower stall. The bottom fitted sheet did not stay on the mattress."
The price is CA $123
CA $215 total
includes taxes & fees
Aug 25 - Aug 26
Room in Historic Inn! 20 Minutes to Okemo!
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Dining

Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

8.0 out of 10, Very good, (1)
"Property seemed well-maintained and cared for. We were only there a short time, but it was well put together. The check-in process was a little hectic, check in time was 3pm, but our room wasn't ready. The caretaker was very friendly. We only had to wait about 20 minutes. We weren't aware this property was a VRBO, and not a regular Inn. "
The price is CA $178
CA $291 total
includes taxes & fees
Aug 25 - Aug 26
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Historic 150-year-old farmhouse, Jacuzzi included
Exterior

Historic 150-year-old farmhouse, Jacuzzi included

9.8 out of 10, Exceptional, (7)
"This was a lovely inviting piece of history to stay in! The amenities were wonderful, the host very engaged with being sure we had what we needed. It is (for those who may not know Vermont) SUPER close to all sorts of hiking, tours, cute stores and great food! Our family will absolutely stay here again!"
The price is CA $205
CA $611 total
includes taxes & fees
Aug 26 - Aug 27
Historic 150-year-old farmhouse, Jacuzzi included
WhiSki Cabin - 12 Acres With a Mountain View!
Fridge, microwave, oven, stovetop

WhiSki Cabin - 12 Acres With a Mountain View!

10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at this home. It had everything we needed and was very comfortable. The countryside around this part of Vermont is beautiful. We found lots of great museums and restaurants. "
The price is CA $745
CA $1,378 total
includes taxes & fees
Aug 27 - Aug 28
WhiSki Cabin - 12 Acres With a Mountain View!
Whimsical Room & Private Bathroom in Historic Inn
Interior

Whimsical Room & Private Bathroom in Historic Inn

8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
The price is CA $123
CA $215 total
includes taxes & fees
Sep 1 - Sep 2
Whimsical Room & Private Bathroom in Historic Inn
Charming Chester Farmhouse – peaceful and close to everything!
Terrace/patio

Charming Chester Farmhouse – peaceful and close to everything!

9.6 out of 10, Exceptional, (13)
"Great location. Beautiful house. All the amenties. We came up for a ski trip and it was perfect. "
The price is CA $289
CA $588 total
includes taxes & fees
Sep 3 - Sep 4
Charming Chester Farmhouse – peaceful and close to everything!
King & Queen Suite in Historic Inn Circa 1780
Interior

King & Queen Suite in Historic Inn Circa 1780

9.8 out of 10, Exceptional, (16)
"The check in process was easy, and the space was beautiful. Great location for a weekend of skiing!"
The price is CA $192
CA $314 total
includes taxes & fees
Aug 26 - Aug 27
King & Queen Suite in Historic Inn Circa 1780
Honeymoon Suite with Jacuzzi Tub in Historic Inn
1 bedroom, desk, iron/ironing board, free WiFi

Honeymoon Suite with Jacuzzi Tub in Historic Inn

8.6 out of 10, Excellent, (7)
"Charming place, hope to go back soon."
The price is CA $137
CA $231 total
includes taxes & fees
Sep 1 - Sep 2
Honeymoon Suite with Jacuzzi Tub in Historic Inn
Best Western Plus Keene Hotel
1 bedroom, premium bedding, individually decorated

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very good, (1000)
"It was a great stay"
The price is CA $206
CA $224 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Plus Keene Hotel
Bromley View Inn
Lounge

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (373)
"After working an entire weekend with festivities in the area checking into here for some much needed rest was the best decision we made very comfortable very nice and very clean "
The price is CA $132
CA $145 total
includes taxes & fees
Aug 24 - Aug 25
Bromley View Inn
Inn At Mount Snow
Lobby sitting area

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 CA $173
CA $190 total
includes taxes & fees
Aug 24 - Aug 25
Inn At Mount Snow
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (328)
"Great hotel with friendly staff"
The price is CA $217
CA $236 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Keene
COHO Inn & Motor Lodge
Restaurant

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 CA $159
CA $261 total
includes taxes & fees
Aug 29 - Aug 30
COHO Inn & Motor Lodge
Brittany Motel
Front of property

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 CA $159
CA $198 total
includes taxes & fees
Aug 24 - Aug 25
Brittany Motel
Latchis Hotel
Hiking

Latchis Hotel

2.5 star property
8.4 out of 10, Very good, (775)
"Great stay!"
The price is CA $187
CA $206 total
includes taxes & fees
Sep 23 - Sep 24
Latchis Hotel
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

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"A very nice quiet motel. The one downside was local amenities. Not much variety in restaurants and many have limited hours at this time of year."
Andrea 1-night trip
Posted 1 day ago
Pointe at Castle Hill Resort