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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

Property amenity

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
Manchester Center
8.4 out of 10, Very Good, (887 reviews)
"Rooms were spotless and staff was great!"
United States
Helen
The price is SAR 319
SAR 412 total
includes taxes & fees
26 Feb - 27 Feb
The Palmer House Resort, an Ascend Collection Hotel
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (940 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is SAR 427
SAR 470 total
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn Brattleboro
Lobby

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa
4.5 star property
Manchester Village Historic District
7.4 out of 10, Good, (593 reviews)
"We have been staying at the Equinox for over 35 yrs. Love the whole scene and vibe. Love the pool and hot tub. Love the big real wood fireplace. "
United States
Patricia
The price is SAR 461
SAR 709 total
includes taxes & fees
10 Feb - 11 Feb
The Equinox Golf Resort & Spa
Garden

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (412 reviews)
"Great staff and service. "
United States
Chris
The price is SAR 484
SAR 527 total
includes taxes & fees
1 Mar - 2 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, (111 reviews)
"So great all around!"
United States
Janet
The price is SAR 1,152
SAR 1,255 total
includes taxes & fees
5 Mar - 6 Mar
Stone Hearth Inn and Eatery
Exterior

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (821 reviews)
"The whole building was very clean. The holiday decorations were so cute and the breakfast was pretty good too!"
United States
Christine
The price is SAR 570
SAR 627 total
includes taxes & fees
2 Mar - 3 Mar
Best Western Springfield Hotel
Breakfast area

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,002 reviews)
"Easy check in and good parking"
United States
nicholas
The price is SAR 297
SAR 327 total
includes taxes & fees
6 Feb - 7 Feb
The Covered Bridge Inn
Restaurant

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very Good, (691 reviews)
"This place was a dream, everybody was so nice! We felt at home and safe."
United States
Gracie
The price is SAR 403
SAR 448 total
includes taxes & fees
12 Feb - 13 Feb
The Upper Pass Lodge at Magic Mountain
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,001 reviews)
"Checkin was quick. I like the pre-check in process."
United States
Anthony
The price is SAR 303
SAR 329 total
includes taxes & fees
6 Feb - 7 Feb
Days Inn by Wyndham Keene NH
Lobby

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (760 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is SAR 437
SAR 481 total
includes taxes & fees
3 Mar - 4 Mar
Comfort Inn & Suites Brattleboro I-91
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,001 reviews)
"perfect room, very clean and friendly staff"
Canada
Marc-André
The Putney Inn
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.6 out of 10, Exceptional, (19 reviews)
"Everything was great 👍 I will stay there again and highly recommend to others "
United States
Linda
Four Columns Inn
Porch

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (247 reviews)
"Gourmet breakfast, quiet and beautiful scenery. Loved it!!!!!"
United States
RICHARD
Harvest Barn Inn
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, (980 reviews)
"Staff were great place was clean and nice. "
United States
Alex
The price is SAR 446
SAR 484 total
includes taxes & fees
15 Feb - 16 Feb
Keene Elm City Hotel, an Ascend Collection Hotel
Signature Suite, Kitchen, Mountain View | Living area | TV, DVD player

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (330 reviews)
"Check-in was easy and the property is cute and very clean. "
United States
Karin
The price is SAR 304
SAR 437 total
includes taxes & fees
8 Feb - 9 Feb
Brittany Motel
Interior

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
10.0 out of 10, Exceptional, (72 reviews)
"Wonderful experience, Wonderful staff. Thank you!"
United States
Patrick
The Inn at Weathersfield
Lounge

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (420 reviews)
"Clean room/ great breakfast"
United States
Ryan
Bromley View Inn
Restaurant

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,000 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is SAR 521
SAR 566 total
includes taxes & fees
5 Feb - 6 Feb
Best Western Plus Keene Hotel
Deluxe Suite | Private kitchen | Mini-fridge, microwave, coffee/tea maker, freezer

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (556 reviews)
"So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. "
United States
JILL
The price is SAR 273
SAR 535 total
includes taxes & fees
9 Feb - 10 Feb
Sleep Woodstock Motel
Free WiFi, bed sheets

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (965 reviews)
"Very friendly staff, excellent location. Breakfast was great and room was just what we needed"
United States
Val
The price is SAR 652
SAR 789 total
includes taxes & fees
4 Mar - 5 Mar
The Black Bear Lodge at Stratton Mountain Resort
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

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Woodstock is a magical place! We love staying at the Shire! They really make it feel like home! So cozy! The staff is very friendly and accommodating! We will always stay at the Shire!"
Stephanie 3-night trip
Posted 5 days ago
The Shire Woodstock

Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find a lot of options for your stay in Chester with 68 accommodations. Though there aren't many apartments, we can help you locate similar accommodations. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can also filter by similar property types like vacation homes, condos, or guest houses. During your trip, you can check out this relaxing area's ski slopes and shops. Discover some favorite sights in the larger region like Okemo Mountain Resort and Stratton Mountain Resort.
Are you thinking about apartments over traditional hotel rooms?
Often more spacious than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay in a quieter area.
What's a favorite apartment I should consider for a stay in Chester?
Here are some of the top apartments in the area to choose from: Efficient condo near slopes with kitchenette & great location: Situated in Ludlow, 10.9 mi/17.5 km from the heart of Chester. Includes sofa beds. Long Trail House Studio at Stratton Mountain Resort: Located 18.7 mi/30 km away in Stratton. Fireplaces and sofa beds are included. Onsite laundry facilities and a hot tub are on site. Stratton South Long Trail Studio Adjacent to the Village and Lifts: Located in Stratton, 18.7 mi/30 km away. Includes private balconies, fireplaces, and sofa beds. Onsite laundry facilities and an outdoor pool are on site. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den: Located in West Dover, 26.5 mi/42.7 km from Chester. Includes free WiFi, fireplaces, and Smart TVs. A fitness center and an outdoor pool are on site.
What will the weather be like during my trip to Chester?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Chester. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What should I see and do in Chester?
Chester is known for its ski slopes and shops. Bonnie's Bundles Dolls and DaVallia Art & Accents are a couple of family-friendly sights. You'll find favorite places to visit like Okemo Mountain Resort and Stratton Mountain Resort in the larger area.
What's the best way to get to and around Chester?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) from the heart of the city. Otherwise, look for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.4 mi (40.8 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.