Chester Hotels

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Jul 7 - Jul 8
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Jul 8 - Jul 9
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Jul 11 - Jul 13
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Jul 18 - Jul 20

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Top 10 trending Chester hotels

Stone Hearth Inn and Eatery
Front of property

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (90)
"A historic establishment ran by a family, this cozy place in the mountains is a nice retreat from the daily hustle and bustle. "
The price is P12,628
P13,765 total
includes taxes & fees
Jul 14 - Jul 15
Stone Hearth Inn and Eatery
Fullerton Inn
Iron/ironing board, free WiFi, bed sheets

Fullerton Inn

2.5 star property
8.2 out of 10, Very Good, (363)
"Thanks for a great stay."
The price is P8,972
P9,779 total
includes taxes & fees
Jul 9 - Jul 10
Fullerton Inn
Main and Mountain Bar & Motel
Front of property - evening/night

Main and Mountain Bar & Motel

2.0 star property
9.6 out of 10, Exceptional, (194)
"Great room, excellent location."
The price is P9,446
P10,390 total
includes taxes & fees
Jul 13 - Jul 14
Main and Mountain Bar & Motel
Farm Road Estate
Exterior

Farm Road Estate

3.0 star property
10.0 out of 10, Exceptional, (63)
"Love this property so much. It was very quiet, relaxing and having the two restaurants on site was a plus. The food at both restaurants were really good and all the amenities that they offered, top-notch, we will definitely be staying here again."
The price is P12,206
P16,529 total
includes taxes & fees
Aug 3 - Aug 4
Farm Road Estate
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (521)
"Relaxing "
The price is P26,464
P31,593 total
includes taxes & fees
Jul 27 - Jul 28
Woodstock Inn & Resort
Riverside Hotel, Ascend Hotel Collection
Select Comfort beds, in-room safe, desk, blackout drapes

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (574)
"Clean, well decorated, comfortable and spacious rooms. Staff was very courteous and helpful. We will definitely come stay again. "
The price is P8,585
P9,315 total
includes taxes & fees
Jul 10 - Jul 11
Riverside Hotel, Ascend Hotel Collection
Sleep Woodstock Motel
2 bedrooms, individually decorated, desk, blackout drapes

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (498)
"This place was lovely, they were always checking in to make sure we were ok and they had plenty of amenities for us to use!"
The price is P5,180
P6,629 total
includes taxes & fees
Jul 21 - Jul 22
Sleep Woodstock Motel
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (152)
"Loved our stay. Beautifully decorated and I was able to play the house guitar in common room which was a unique touch I really enjoyed. Would gladly stay here again."
The price is P11,338
P12,301 total
includes taxes & fees
Jul 10 - Jul 11
The Carriage Barn Inn
The Inn at Ormsby Hill
Terrace/patio

The Inn at Ormsby Hill

3.5 star property
9.8 out of 10, Exceptional, (127)
"Thank you for a wonderful stay!"
The price is P11,229
P12,352 total
includes taxes & fees
Jul 9 - Jul 10
The Inn at Ormsby Hill
Aspen At Manchester
Snow and ski sports

Aspen At Manchester

2.5 star property
8.8 out of 10, Excellent, (570)
"Self check in and check out was very convenient and quick. Room was clean. Would stay again."
The price is P9,719
P11,311 total
includes taxes & fees
Jul 15 - Jul 16
Aspen At Manchester
Inn At Mount Snow
Lobby sitting area

Inn At Mount Snow

2.0 star property
10.0 out of 10, Exceptional, (5)
"Great location , friendly and knowledgeable staff !"
The price is P11,511
P12,662 total
includes taxes & fees
Jul 13 - Jul 14
Inn At Mount Snow
Jackson Gore Village
Property entrance

Jackson Gore Village

3.0 star property
8.6 out of 10, Excellent, (733)
"The lady at the front desk was so accommodated and welcoming. Definitely one of the reasons that they keep me coming back."
The price is P10,228
P12,313 total
includes taxes & fees
Aug 5 - Aug 6
Jackson Gore Village
COHO Inn & Motor Lodge
30-inch flat-screen TV with digital channels, Netflix, Hulu

COHO Inn & Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (32)
"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 P7,932
P12,969 total
includes taxes & fees
Jul 9 - Jul 10
COHO Inn & Motor Lodge
Toll Road Inn
Front of property

Toll Road Inn

2.0 star property
9.0 out of 10, Wonderful, (461)
"Clean, easy check in and check out!"
The price is P8,407
P9,248 total
includes taxes & fees
Jul 13 - Jul 14
Toll Road Inn
The Palmer House Resort, Ascend Hotel Collection
Property amenity

The Palmer House Resort, Ascend Hotel Collection

3.0 star property
8.4 out of 10, Very Good, (798)
"Friendly staff. Good location to walk to restaurants and park w bike trail. No restaurant or bar operating currently as shown in listing. First room was tired, door to deck jammed, no screen. Deck furniture dirty, couldn’t use. Moved us to another room that was better, spacious ADA king suite w view from deck of fireworks. Breakfast was partially defrosted baked goods and prepackaged fruit cups. We found good bakeries nearby and made our own breakfast in room. "
The price is P8,305
P10,066 total
includes taxes & fees
Jul 20 - Jul 21
The Palmer House Resort, Ascend Hotel Collection
Brook Bound Inn
Living area

Brook Bound Inn

2.0 star property
9.4 out of 10, Exceptional, (10)
"Great property. Amazing views!"
Brook Bound Inn
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
8.8 out of 10, Excellent, (483)
"Great location"
Mountaineer Inn
On The River Inn
Private kitchen

On The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1000)
"Wonderful place to stay. "
The price is P10,676
P13,813 total
includes taxes & fees
Jul 13 - Jul 14
On The River Inn
The Inn at Manchester
Property grounds

The Inn at Manchester

3.5 star property
10.0 out of 10, Exceptional, (243)
"Third stay since Jan 2025 and continues to be such a pleasure to stay here! Wonderful Inn and fabulous staff!"
The price is P8,746
P9,621 total
includes taxes & fees
Jul 9 - Jul 10
The Inn at Manchester
Comfort Inn & Suites Brattleboro I-91
Lobby

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (650)
"Beds were comfortable and Desk attendant was very nice "
The price is P7,623
P8,385 total
includes taxes & fees
Jul 10 - Jul 11
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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Where to stay in Chester

Find the best Chester areas and neighborhoods for the activities you enjoy most.
Chester Depot map

Chester Depot

2 out of top 10 points of interest in this area

If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing.

Learn more about Chester

Relaxing Chester awaits: its hiking, skiing, mountain views, and more!

See all hotels in Chester

Frequently asked questions

Where is the best place to stay in Chester?

Stone Hearth Inn and Eatery is ranked highly by Expedia customers. This B&B offers free breakfast and free parking. Another top choice for your visit based on reviews is Fullerton Inn. See all available top hotels, or vacation rentals in Chester.

If I need to cancel my hotel reservation in Chester, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Where can I learn more about changing or cancelling my trip to Chester?

For additional details about rescheduling or cancelling your trip to Chester, head over to our customer service page.

What's the best place to stay on a budget in Chester?

Based on reviews, The Karass Inn is a popular B&B for our travelers who want a more economical choice, and features free full breakfast and free WiFi. Another top choice for your stay on the cheap is Motel in the Meadow. View all budget hotels in Chester.

What's the best pet-friendly accommodation in Chester?

Motel in the Meadow is a top pet-friendly option for your stay. See more pet-friendly hotel accommodations in Chester.

Where is the best place to stay close to DaVallia Art & Accents?

Adjacent to DaVallia Art & Accents, Fullerton Inn is one of the top choices for your stay based on our traveler data, and this inn offers free breakfast and a restaurant. Other good options within a short distance include Hugging Bear Inn and Shoppe and Chester House Inn.

What about the best place to stay near Bonnie's Bundles Dolls?

One of the top choices for your stay is Fullerton Inn, located a short 0.5 mi (0.9 km) from Bonnie's Bundles Dolls, and this inn offers free breakfast and a restaurant. Hugging Bear Inn and Shoppe and Chester House Inn are two other good choices in the immediate area.

What's the best luxury place to stay in Chester?

Inn Victoria is a 4-star B&B with a winery and a deli, and it's a popular choice for Expedia travelers looking for a pampering stay. Find more luxury hotels in Chester.

What are some accommodations with pools in Chester?

Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool, and 4 restaurants. Colonial Motel And Spa and The Equinox Golf Resort & Spa are two additional hotels with an onsite pool. View all hotels with pools in Chester.

What's the best accommodation near Hartness State Airport (VSF)?

The Inn at Weathersfield is a popular 4-star inn featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.1 km) from Hartness State Airport. Another good choice close to the airport is Hartness House Inn, located 3.7 mi (5.9 km) away.

What is staying in Chester like?

Visitors to Chester are sure to enjoy the ski areas, coffeehouses, and shopping. Quaint and relaxing, this city also attracts tourists with its restaurants. In Chester, there are 66 hotels and other accommodations to choose from. Find out more about Chester.

What should I see while I'm in Chester?

Attractions like DaVallia Art & Accents and Bonnie's Bundles Dolls are fun for everyone. You'll also find Vermont Country Store and Lowell Lake State Park in the area. Check out what more to see and do in Expedia's Chester guide.

What's the weather like 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.