Chester Hotels from S$123

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Our top choices for Chester hotels

1. Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (435 reviews)
"The staff were incredible and the property have the perfect vibes for a ski trip. The food was great and everything was very clean and comfy."
United States
Rob
The price is S$194
includes taxes & fees
9 Jun - 10 Jun
Fullerton Inn

2. 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$266
includes taxes & fees
16 Jun - 17 Jun
Stone Hearth Inn and Eatery

3. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (989 reviews)
"The staff was very friendly."
United States
Steven
The price is S$174
includes taxes & fees
22 Jun - 23 Jun
Hampton Inn Brattleboro

4. 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)
"Clean rooms, the full breakfast was a great addition! Friendly staff, clean pool!!!"
United States
Tracie
The price is S$166
includes taxes & fees
16 Jun - 17 Jun
Best Western Plus Keene Hotel

5. Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (860 reviews)
"Great place to stay"
United States
Daniel
The price is S$213
includes taxes & fees
17 Jun - 18 Jun
Best Western Springfield Hotel

6. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,000 reviews)
"Really friendly, helpful and accommodating staff. Clean and well maintained. Would definitely stay here again!"
United States
Sarah
The price is S$132
includes taxes & fees
17 Jun - 18 Jun
Keene Elm City Hotel, an Ascend Collection Hotel

7. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.6 out of 10, Excellent, (1,000 reviews)
"Perfect for an overnight!"
United States
Lori
The price is S$154
includes taxes & fees
7 Jun - 8 Jun
The Putney Inn

8. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (811 reviews)
"Staff were friendly and the breakfast was very good, great selection of items to choose from 🙂"
United States
Desiree
The price is S$180
includes taxes & fees
2 Jul - 3 Jul
Comfort Inn & Suites Brattleboro I-91

9. The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (172 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is S$242
includes taxes & fees
17 Jun - 18 Jun
The Carriage Barn Inn

10. Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (506 reviews)
"Good stay"
United States
Danyel
The price is S$141
includes taxes & fees
7 Jun - 8 Jun
Claremont Motor Lodge

11. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,001 reviews)
"Breakfast was delicious!"
United States
Jean
The price is S$230
includes taxes & fees
5 Jul - 6 Jul
Holiday Inn Express Hotel & Suites Brattleboro by IHG

12. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (387 reviews)
"Clean rooms, good location, easy parking, excellent service!"
United States
Kerry
The price is S$250
includes taxes & fees
14 Jun - 15 Jun
Hampton Inn & Suites Keene

13. Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (338 reviews)
"You can’t go wrong with the price. Close to many activities."
United States
Carolina
The price is S$138
includes taxes & fees
16 Jun - 17 Jun
Royal Inn Claremont

14. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,002 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is S$129
includes taxes & fees
8 Jun - 9 Jun
Days Inn by Wyndham Keene NH

15. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (778 reviews)
"Centrally located and close to restaurants. "
Canada
allen
The price is S$250
includes taxes & fees
11 Jun - 12 Jun
Fairfield Inn & Suites by Marriott Keene Downtown

16. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,002 reviews)
"Clean room, useful fridge and microwave, safe parking."
United States
Elizabeth
The price is S$183
includes taxes & fees
11 Jun - 12 Jun
The Covered Bridge Inn

17. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (388 reviews)
"Five Star Inn and great hospitality. Highly recommend. "
United States
David
The price is S$206
includes taxes & fees
7 Jun - 8 Jun
The Common Man Inn & Restaurant

18. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (644 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is S$100
includes taxes & fees
29 Jun - 30 Jun
Econo Lodge Brattleboro South

19. Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very good, (546 reviews)
"Clean room, friendly staff. "
United States
Ken
The price is S$196
includes taxes & fees
7 Jun - 8 Jun
Four Winds Country Motel

20. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (445 reviews)
"The staff was very friendly and helpful."
Canada
Dumitru Florin
The price is S$120
includes taxes & fees
10 Jun - 11 Jun
Bromley View 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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Where to stay in Chester

Find the best Chester areas for the activities you enjoy most.

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

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.

aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

Top Chester Hotel Reviews

More cheap stays in Chester

Frequently asked questions

Where is the best place to stay in Chester?
Based on our traveller data, Fullerton Inn is one of the top choices for your stay. This inn offers free breakfast and a restaurant. Other good choices for your stay in the area are Woodstock Inn & Resort and Pointe at Castle Hill Resort. 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?
Woodstock Inn & Resort: Provides a seasonal outdoor pool, an indoor pool and 4 restaurants. Pointe at Castle Hill Resort and Kimpton Taconic Hotel by IHG 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 62 hotels and other accommodation options to choose from. Find out more about Chester.
What should I do while I'm visiting 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. 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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