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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Guest Houses in Chester

The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (131)
"Beautiful Inn!! Very happy customer ! I’ll be back !"
The Burrell House
Inn at Clearwater Pond (Quechee)
Gazebo

Inn at Clearwater Pond (Quechee)

3.5 star property
9.4 out of 10, Exceptional, (46)
"I booked two nights stay at this small, quaint, and very comfortable B&B in Quechee, VT. Tina, the owner, was a gracious, helpful host. The grounds around the property are tranquil and pristine. I would definitely stay there again."
Inn at Clearwater Pond (Quechee)
Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
Fridge, microwave, oven, stovetop

Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham

10.0 out of 10, Exceptional, (12)
"We had a great stay at this cabin in mid-August. Although it was rainy, we found lots to do nearby and found the cabin had everything we needed for meals in and relaxing. Beautiful spot, and great hosts!"
Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
Fridge, microwave, oven, stovetop

Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants

9.8 out of 10, Exceptional, (42)
"Perfect location and very clean!"
Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
The Weston
Front of property

The Weston

5.0 star property
10.0 out of 10, Exceptional, (8)
"Incredible service. Staff was so attentive and knowledgeable. Room was great and the food was even better. A charming stay "
The price is AED 1,443
AED 1,573 total
includes taxes & fees
3 Aug - 4 Aug
The Weston
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
Outdoor dining

Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly

9.6 out of 10, Exceptional, (7)
"Property was perfect for a weekend trip to nearby Okemo (20mins). Would stay here again."
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
The Inn At Quail Run
Seasonal outdoor pool

The Inn At Quail Run

2.5 star property
9.0 out of 10, Wonderful, (64)
"Exceptional service beautiful place "
The price is AED 790
AED 869 total
includes taxes & fees
21 Jul - 22 Jul
The Inn At Quail Run
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
Exterior

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!

9.6 out of 10, Exceptional, (38)
"We had a great time on our family ski trip."
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
Book 2 nights get 3rd free. Mid wk only Tu-Thur. L RockPond, AP-LT, H Stone.
Terrace/patio

Book 2 nights get 3rd free. Mid wk only Tu-Thur. L RockPond, AP-LT, H Stone.

10.0 out of 10, Exceptional, (64)
"Great stay for our short snowboarding trip to Stratton. Very clean and quiet place. Terry was very responsive and accommodating for us. Would definitely consider staying here again if its available. Thanks! "
Book 2 nights get 3rd free. Mid wk only Tu-Thur. L RockPond, AP-LT, H Stone.
Magical Retreat Cottage - Surrounded by Waterfalls, Extreme Peace and fast WiFi
Smart TV, fireplace

Magical Retreat Cottage - Surrounded by Waterfalls, Extreme Peace and fast WiFi

10.0 out of 10, Exceptional, (4)
"One of my favorite places in the world. Truly is magical "
Magical Retreat Cottage - Surrounded by Waterfalls, Extreme Peace and fast WiFi
Sutton's Place
Porch

Sutton's Place

2.5 star property
8.0 out of 10, Very Good, (46)
"The owner is very nice. A lot of walkable dining options. "
Sutton's Place
Salt Ash Inn
Billiards

Salt Ash Inn

3.0 star property
6.0 out of 10, (126)
Salt Ash Inn
Snow Goose Inn
Front of property

Snow Goose Inn

2.5 star property
8.0 out of 10, Very Good, (11)
"We booked this place as a bed and breakfast. No breakfast. No staff on site. No information was provided at the hotel to help us find things in the area. We were not informed that this was a "self check in hotel" until after the cancellation date. Calling the Heritage office (off site) for assistance was useless as the staff could not answer our questions. The common areas were sparsely furnished and shabby. The outside deck area hadn't been swept in quite a while. The deck furniture was in...
Snow Goose 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

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Nice property; clean and recently refurbished. Very friendly staff."
Scot 2-night trip
Posted 20 hours ago
Hampton Inn Brattleboro