Boutique Hotels & Resorts in Chester from AU$166

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Check availability on Chester Boutique Hotels

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Recommended hotels in Chester

Garden

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (420 reviews)
"Great staff and service. "
United States
Chris
The price is AU$200
includes taxes & fees
10 Mar - 11 Mar
Fullerton Inn
Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (115 reviews)
"So great all around!"
United States
Janet
The price is AU$301
includes taxes & fees
10 Mar - 11 Mar
Stone Hearth Inn and Eatery
Dining

Chester Farmhouse Ski Retreat near Slopes

Chester Farmhouse Ski Retreat near Slopes
Chester Depot
9.6 out of 10, Exceptional, (18 reviews)
"House was in a perfect location. The town was adorable. "
United States
Michelle A.
The price is AU$647
includes taxes & fees
10 Mar - 11 Mar
Chester Farmhouse Ski Retreat near Slopes
Exterior

Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included
Chester Depot
9.8 out of 10, Exceptional, (14 reviews)
"Clean large house, as described. Great hot tub and responsive host! "
United States
Lee F.
The price is AU$644
includes taxes & fees
7 Apr - 8 Apr
Historic 150-year-old farmhouse, Jacuzzi included
Exterior

Cozy Vermont Cabin · Mountain Views · Near Okemo

Cozy Vermont Cabin · Mountain Views · Near Okemo
Chester
10.0 out of 10, Exceptional, (4 reviews)
"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.
The price is AU$1,485
includes taxes & fees
5 Apr - 6 Apr
Cozy Vermont Cabin · Mountain Views · Near Okemo
Exterior

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (838 reviews)
"Very friendly staff. The room and all surroundings were clean and fresh smelling."
United States
Alison
The price is AU$212
includes taxes & fees
10 Mar - 11 Mar
Best Western Springfield Hotel
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (948 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is AU$166
includes taxes & fees
16 Mar - 17 Mar
Hampton Inn Brattleboro
Property amenity

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.8 out of 10, Excellent, (68 reviews)
"Clean cozy rooms, overall good stay"
United States
Wade
The price is AU$211
includes taxes & fees
10 Mar - 11 Mar
Hideaway Inn Mt. Snow
Lobby

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very good, (988 reviews)
"Staff were great place was clean and nice. "
United States
Alex
The price is AU$168
includes taxes & fees
10 Mar - 11 Mar
Keene Elm City Hotel, an Ascend Collection Hotel
Lobby

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (781 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is AU$176
includes taxes & fees
15 Mar - 16 Mar
Comfort Inn & Suites Brattleboro I-91
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

On The River Inn

On The River Inn

10/10 Excellent
"The breakfast and staff were AMAZING! Freshly made scrambled eggs, bacon, sausage patties, french toast, waffles, Cabot yogurt with all the fixings, dry cereal, hot oatmeal, breads, muffins, danish, etc. Everything was delicious and well presented as well! Forgot to mention freshly gound coffee! YUM! KUDOS!"
Elizabeth 2-night trip
Posted 4 days ago
On The River Inn
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"Hotel was lovely. Beautifully appointed. Staff was excellent and very helpful. "
Kenneth 4-night trip
Posted 10 days ago
Kimpton Taconic Hotel by IHG

Frequently asked questions

What's there to see and do in Chester?
The shopping, coffee shops and skiing are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Chester include Stratton Mountain Resort, Weston Playhouse and Grafton Historical Society. You might also want to consider exploring Vermont Country Store, Lowell Lake State Park and Magic Mountain Ski Resort while you're here.
What kind of weather should I plan for when I travel to Chester?
Getting an idea of what to expect from the weather in Chester will help you enjoy your stay to the fullest. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.
What's the best way to get to my boutique hotel in Chester?
You have a few options for getting to and around Chester. The closest major airport is Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) from the heart of the city, but Rutland, VT (RUT-Rutland Southern Vermont Regional) may also be an option. If you'd like to venture out around the area, you may want to rent a car for your trip.

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