Villas in Chester

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Villas in Chester

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Recommended hotels in Chester

Fullerton Inn

2.5 star property
Chester Depot
8.2 out of 10, Very Good, (402)
"Lovely stay"
United States
Christine
$129 nightly
The price is $141
Nov 23 - Nov 24
Total with taxes and fees
Fullerton Inn

Stone Hearth Inn and Eatery

3.0 star property
Chester
9.2 out of 10, Wonderful, (106)
"Good breakfast and dinner options. Great location for hiking."
United States
Paul
$207 nightly
The price is $226
Nov 25 - Nov 26
Total with taxes and fees
Stone Hearth Inn and Eatery

Quaint Queen room at the Chester Inn

2.0 star property
Chester Depot
10.0 out of 10, Exceptional, (1)
"This was a wonderful experience for us. The Inn and room were spotless. Very comfortable bed. We will return. The only issue was the tub/shore. Too much of a challenge for older folks. "
United States
Thomas
$119 nightly
The price is $133
Nov 24 - Nov 25
Total with taxes and fees
Quaint Queen room at the Chester Inn

King & Queen Suite in Historic Inn Circa 1780

Chester Depot
9.8 out of 10, Exceptional, (16)
"Central for our needs. easy check in process. Lovely large room with comfy beds. "
United States
HIlary H.
$203 nightly
The price is $227
Nov 23 - Nov 24
Total with taxes and fees
King & Queen Suite in Historic Inn Circa 1780

Whimsical Room & Private Bathroom in Historic Inn

Chester Depot
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!"
United States
Paul S.
$149 nightly
The price is $167
Nov 23 - Nov 24
Total with taxes and fees
Whimsical Room & Private Bathroom in Historic Inn

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

Chester Depot
9.0 out of 10, Wonderful, (2)
"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. "
United States
Jacque
$144 nightly
The price is $161
Nov 23 - Nov 24
Total with taxes and fees
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Historic 150-year-old farmhouse, Jacuzzi included

Chester Depot
9.8 out of 10, Exceptional, (10)
"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!"
United States
Amy S.
$431 nightly
The price is $483
Dec 1 - Dec 2
Total with taxes and fees
Historic 150-year-old farmhouse, Jacuzzi included

Chester Farmhouse Ski Retreat near Slopes

Chester Depot
9.6 out of 10, Exceptional, (16)
"This was my second time staying at this property. Everything was great just like last year. I highly recommend it if you are staying in Chester, VT. "
United States
Lori N.
$311 nightly
The price is $348
Nov 23 - Nov 24
Total with taxes and fees
Chester Farmhouse Ski Retreat near Slopes

Room in Historic Inn! 20 Minutes to Okemo!

Chester Depot
9.2 out of 10, Wonderful, (17)
"The Chester Inn was beautiful and located in downtown Chester. "
United States
Peter C.
$149 nightly
The price is $167
Nov 23 - Nov 24
Total with taxes and fees
Room in Historic Inn! 20 Minutes to Okemo!

Honeymoon Suite with Jacuzzi Tub in Historic Inn

Chester Depot
8.6 out of 10, Excellent, (7)
"Charming place, hope to go back soon."
United States
Sharon S.
$159 nightly
The price is $178
Nov 23 - Nov 24
Total with taxes and fees
Honeymoon Suite with Jacuzzi Tub in Historic Inn

Cozy Vermont Cabin · Mountain Views · Near Okemo

Chester
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. "
United States
Donald M.
$890 nightly
The price is $997
Nov 21 - Nov 22
Total with taxes and fees
Cozy Vermont Cabin · Mountain Views · Near Okemo

Hampton Inn Brattleboro

2.5 star property
Brattleboro
8.2 out of 10, Very Good, (920)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
$91 nightly
The price is $100
Dec 7 - Dec 8
Total with taxes and fees
Hampton Inn Brattleboro

The Covered Bridge Inn

2.5 star property
Brattleboro
7.6 out of 10, Good, (1003)
"Quiet, easy to get to right off the highway with lots of quick eats within walking distance. Staff was friendly and helpful with any requests."
United States
Zachery
$73 nightly
The price is $80
Nov 21 - Nov 22
Total with taxes and fees
The Covered Bridge Inn

The Equinox Golf Resort & Spa

4.5 star property
Manchester
7.4 out of 10, Good, (568)
"Nice old Inn!"
United States
Daniel
$182 nightly
The price is $200
Dec 17 - Dec 18
Total with taxes and fees
The Equinox Golf Resort & Spa

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
Keene
8.4 out of 10, Very Good, (949)
"Enjoyed the breakfast options and the very comfortable bed. "
Canada
Nancy
$118 nightly
The price is $128
Dec 10 - Dec 11
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel

Best Western Springfield Hotel

2.5 star property
Springfield
8.8 out of 10, Excellent, (799)
"so clean and friendly it was a perfect stay!"
United States
Colette
$143 nightly
The price is $157
Nov 30 - Dec 1
Total with taxes and fees
Best Western Springfield Hotel

Comfort Inn & Suites Brattleboro I-91

2.5 star property
Brattleboro
8.6 out of 10, Excellent, (728)
"Absolutely perfect stay for a business trip"
United States
Lyndsey
$110 nightly
The price is $121
Dec 7 - Dec 8
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1000)
"Friendly, efficient staff and a very clean and nice room"
United States
Margaret
$119 nightly
The price is $131
Nov 23 - Nov 24
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Hampton Inn & Suites Keene

2.5 star property
Keene
8.8 out of 10, Excellent, (347)
"Nice place to stay, nice area, will stay again."
United States
Catherine
$151 nightly
The price is $164
Nov 28 - Nov 29
Total with taxes and fees
Hampton Inn & Suites Keene

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (542)
"Clean, friendly, easy check in, welcoming accommodations. Can’t wait to come back"
United States
David
$132 nightly
The price is $145
Nov 23 - Nov 24
Total with taxes and fees
Sleep Woodstock Motel
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

Find out more about Chester

Chester Villas information

Number of reviews
7,426
Accommodation
7 Villas
Lowest Price
$80
Highest Price
$997

Frequently asked questions

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What is there to do near my villa in Chester?
If you want to make the most of your time in Chester, don't miss DaVallia Art & Accents. It's a favorite with locals and travelers alike.

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