Chester Hotels from S$99

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Check prices for these dates

Tonight
8 Apr - 9 Apr
Tomorrow
9 Apr - 10 Apr
This weekend
10 Apr - 12 Apr
Next weekend
17 Apr - 19 Apr

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Our top choices for Chester hotels

Garden

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (426 reviews)
"It’s amazing and cozy place to stay, during our trips to okemo ski resort. A bit dated, but warm and clean."
United States
Roman
The price is S$180
includes taxes & fees
9 Apr - 10 Apr
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, (118 reviews)
"Great stay! Very cozy and homey. Very yummy breakfast! "
United States
Olena
The price is S$257
includes taxes & fees
20 Apr - 21 Apr
Stone Hearth Inn and Eatery
Living area

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (344 reviews)
"Room was as advertised. Easy access and well supplied. "
United States
Michael
The price is S$106
includes taxes & fees
13 Apr - 14 Apr
Brittany Motel
Lounge

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (438 reviews)
"We had an enjoyable stay and would stay again. "
United States
Donna
The price is S$116
includes taxes & fees
14 Apr - 15 Apr
Bromley View Inn
Exterior

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (848 reviews)
" Nice clean room. Good breakfast. Friendly staff check in with help finding dining spots in area. "
United States
Richard
The price is S$214
includes taxes & fees
19 Apr - 20 Apr
Best Western Springfield Hotel
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,000 reviews)
"Great Stay!"
United States
Nicholas
The price is S$103
includes taxes & fees
13 Apr - 14 Apr
The Putney Inn
Lobby sitting area

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.6 out of 10, Excellent, (65 reviews)
"Very pleasant and comfortable stay, about 20 mins drive to Killington nearby. Room was clean and quiet, and bed was very comfortable. Nice coffee/hot chocolate bar in the lobby but unfortunately not offering breakfast anymore."
United States
Andrew
The price is S$183
includes taxes & fees
9 Apr - 10 Apr
Lincoln Inn & Gallery
Exterior

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (161 reviews)
"We had a wonderful stay at The Burrell House. The room was large, beautifully renovated with a well thought out design. It is a very short walk or drive to Main Street where there were a multitude of restaurants and shops. We truly enjoyed our stay and plan to book again soon. "
United States
Melissa
The price is S$155
includes taxes & fees
13 Apr - 14 Apr
The Burrell House
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (956 reviews)
"I wish I could have stayed longer. Very nice hotel "
United States
Rosa
The price is S$183
includes taxes & fees
19 Apr - 20 Apr
Hampton Inn Brattleboro
Property amenity

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.6 out of 10, Excellent, (82 reviews)
"Clean cozy rooms, overall good stay"
United States
Wade
The price is S$138
includes taxes & fees
13 Apr - 14 Apr
Hideaway Inn Mt. Snow
Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (566 reviews)
"A great place to stay with pets. Rooms are a little tight, but they are clean and comfortable."
United States
Ron
The price is S$183
includes taxes & fees
9 Apr - 10 Apr
Sleep Woodstock Motel
Breakfast area

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,002 reviews)
"Clean room, quiet, good price "
United States
Derek
The price is S$99
includes taxes & fees
14 Apr - 15 Apr
The Covered Bridge Inn
Premium bedding, in-room safe, individually decorated

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (489 reviews)
"Cute ckean stay "
United States
Michael
The price is S$130
includes taxes & fees
9 Apr - 10 Apr
Claremont Motor Lodge
Porch

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (257 reviews)
"Staff were wonderful, food was excellent, environment was peaceful, everything was clean and in decent condition."
United States
Charles
The price is S$169
includes taxes & fees
13 Apr - 14 Apr
Harvest Barn Inn
Mountain view

Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (180 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
The price is S$161
includes taxes & fees
9 Apr - 10 Apr
Aerie Inn of Vermont
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful location and nice staff."
United States
Cynthia
The price is S$178
includes taxes & fees
15 Apr - 16 Apr
Four Columns Inn
Free daily continental breakfast

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (171 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is S$182
includes taxes & fees
20 Apr - 21 Apr
The Carriage Barn Inn
Lobby

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (791 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is S$199
includes taxes & fees
11 Apr - 12 Apr
Comfort Inn & Suites Brattleboro I-91
In-room safe, desk, blackout curtains, 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)
"It is an economy, hotel, and had all the basics covered. It was clean, and the beds were comfortable."
Canada
Julie
The price is S$132
includes taxes & fees
9 Apr - 10 Apr
Days Inn by Wyndham Keene NH
Restaurant

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,001 reviews)
"Nice rooms"
United States
Kim
The price is S$200
includes taxes & fees
12 Apr - 13 Apr
Best Western Plus Keene Hotel
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 for the activities you enjoy most.
panoramic view of colorful foliage in White mountain national forest in New Hampshire along Kancamagus highway

Chester Depot

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

Stay near popular Chester attractions

DaVallia Art & Accents

5.0/5 (2 reviews)
This Vermont art haven showcases fine local art and handcrafted furniture in thoughtfully designed spaces. Browse both the Art Boutique and 39 North Gallery to experience indoor exhibits and outdoor sculpture gardens.
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Bonnie's Bundles Dolls

3.8/5 (4 reviews)
This historic Vermont studio showcased handcrafted cloth dolls with embroidered faces and calico clothing. Visitors treasured personal interactions with artist Bonnie Watters and stories behind her creations.
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Learn more about Chester

Nestled in a relaxing small-town setting, Chester invites visitors to explore DaVallia Art & Accents and browse handcrafted treasures at Bonnie's Bundles Dolls. Outdoor enthusiasts can enjoy nearby Stoughton Pond Recreation Area or take a scenic drive to Lowell Lake State Park and the charming Vermont Country Store.

See all hotels in Chester
aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

Top Chester Hotel Reviews

On The River Inn

On The River Inn

8/10 Good
"Everything was cool except the rude woman bartending at the 506 bistro"
ADRIAN 3-night trip
Posted 2 days ago
On The River Inn

More cheap stays in Chester

The Covered Bridge Inn

The Covered Bridge Inn

1043 Putney Road Brattleboro VT
The price is S$99 per night from 14 Apr to 15 Apr
S$99
14 Apr - 15 Apr
includes taxes & fees
7.6/10 Good! (1,002 reviews)

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 trip 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 if cancelled prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
What's the best dog-friendly accommodation option in Chester?
Motel in the Meadow is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Chester.
What are some accommodation options with pools in Chester?
Pointe at Castle Hill Resort: Provides a full-service spa, an indoor pool and free self parking. Woodstock Inn & Resort and Hideaway Inn Mt. Snow are two additional hotels that feature an on-site pool. View all hotels with pools in Chester.
What is staying in Chester like?
Visitors to Chester will definitely enjoy the skiing, cafes and shopping. Quaint and relaxing, this city also attracts tourists with its restaurants. In Chester, there are 71 hotels and other accommodation options to choose from. Find out more about Chester.
What should I do while I'm visiting Chester?
A couple of favourite places to visit are DaVallia Art & Accents and Bonnie's Bundles Dolls. You'll also find Vermont Country Store and Lowell Lake State Park in the area. Take a look at what more there is 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 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.

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