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Check prices for these dates

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Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

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Our top choices for Chester hotels

Front of property

1. Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Comfortable stay "
United States
Paul
The price is ļæ„18,232
ļæ„25,839 total
includes taxes & fees
Aug 11 - Aug 12
Becket Motel
Lobby

2. Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (887 reviews)
"Nice hotel for an overnight trip. Staff was very friendly and helpful."
United States
Brian
The price is ļæ„21,300
ļæ„23,793 total
includes taxes & fees
Aug 10 - Aug 11
Hampton Inn Westfield
Free daily buffet breakfast

3. Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (970 reviews)
"Good"
United States
jeffrey
The price is ļæ„15,643
ļæ„17,473 total
includes taxes & fees
Aug 25 - Aug 26
Quality Inn Westfield - Springfield
Lobby

4. Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very Good, (1,000 reviews)
"The room was clean and breakfast was really good."
United States
Ana Liset
The price is ļæ„17,281
ļæ„19,779 total
includes taxes & fees
Aug 2 - Aug 3
Hampton Inn West Springfield
Lobby

5. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,010 reviews)
"great location very clean friendly staff"
United States
Jeanne
The price is ļæ„21,914
ļæ„24,479 total
includes taxes & fees
Aug 24 - Aug 25
Quality Inn Lee - Lenox South
Exterior

6. Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1,003 reviews)
"Good location, friendly staff, and clean room."
United States
Thai Dung
The price is ļæ„16,015
ļæ„18,329 total
includes taxes & fees
Aug 23 - Aug 24
Best Western Springfield West Inn
Front of property

7. The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,016 reviews)
"Very cozy bed in a large, airconditioned room and super convenient location. Would definitely stay here again -- the staff are lovely!"
United States
Lisa
The price is ļæ„23,721
ļæ„26,496 total
includes taxes & fees
Aug 10 - Aug 11
The Ellery
View from property

8. Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (666 reviews)
"It was a great place to stay. everything clean and all were friendly."
United States
Michael
The price is ļæ„19,302
ļæ„21,560 total
includes taxes & fees
Aug 23 - Aug 24
Fairfield Inn & Suites Springfield Holyoke
Terrace/patio

9. D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,119 reviews)
"Great stay!"
United States
Smittie
The price is ļæ„21,121
ļæ„24,713 total
includes taxes & fees
Aug 6 - Aug 7
D. Hotel Suites & Spa
Lake view

10. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (8 reviews)
"Everything was perfect!!"
United States
Grzegorz
The price is ļæ„22,173
ļæ„24,767 total
includes taxes & fees
Aug 30 - Aug 31
Berkshire Lake Lodge
Studio Suite, Multiple Beds | Desk, laptop workspace, WiFi (free), bed sheets

11. River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (206 reviews)
"It's a really nice place to stay!"
United States
Vidita
The price is ļæ„17,197
ļæ„19,208 total
includes taxes & fees
Aug 10 - Aug 11
River Valley Inn
Front of property

12. Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,002 reviews)
"Great historic hotel that has been well maintained."
United States
Elizabeth
The price is ļæ„24,260
ļæ„27,098 total
includes taxes & fees
Aug 2 - Aug 3
Hotel Northampton
Lobby

13. Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,001 reviews)
"It was a great stay."
United States
Geovani
The price is ļæ„18,621
ļæ„21,125 total
includes taxes & fees
Aug 23 - Aug 24
Tru by Hilton Chicopee Springfield
Indoor pool

14. Hampton Inn Chicopee/Springfield

Hampton Inn Chicopee/Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,004 reviews)
"Staff was amazing from check in to check out. Really nice area of town with a great selection of places to eat close by. Breakfast bar from 6 to 10 had everything we wanted. We'll be coming back to this one."
United States
Mark
The price is ļæ„17,415
ļæ„19,757 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn Chicopee/Springfield
Desk, iron/ironing board, WiFi (free), bed sheets

15. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (861 reviews)
"Some of the furniture and rugs show age. The bed was comfortable and the staff was always available to help!"
United States
DAVID
The price is ļæ„10,045
ļæ„11,219 total
includes taxes & fees
Aug 13 - Aug 14
FairBridge Inn Express
Exterior

16. Homewood Suites by Hilton Holyoke-Springfield/North

Homewood Suites by Hilton Holyoke-Springfield/North
3.0 star property
Holyoke
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff was so friendly and helpful!"
United States
Lauren
The price is ļæ„19,961
ļæ„22,297 total
includes taxes & fees
Aug 23 - Aug 24
Homewood Suites by Hilton Holyoke-Springfield/North
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

17. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,028 reviews)
"First class staff and wonderful breakfast."
United States
Larry
The price is ļæ„28,590
ļæ„31,936 total
includes taxes & fees
Aug 4 - Aug 5
The Yankee Inn
Room amenity

18. Riverdale Inn

Riverdale Inn
2.0 star property
West Springfield
6.0 out of 10, (1,010 reviews)
"Staff is great ac works good rooms are just rooms parking is good very quiet for a night is just fine"
United States
renee
The price is ļæ„12,482
ļæ„14,285 total
includes taxes & fees
Aug 10 - Aug 11
Riverdale Inn
Lobby lounge

19. Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
Northampton
9.2 out of 10, Wonderful, (1,002 reviews)
"Everything was clean and well maintained."
United States
Catherine
The price is ļæ„24,857
ļæ„27,765 total
includes taxes & fees
Aug 18 - Aug 19
Fairfield Inn & Suites Springfield Northampton/Amherst
Seasonal outdoor pool

20. Quality Inn West Springfield

Quality Inn West Springfield
2.5 star property
West Springfield
7.0 out of 10, Good, (1,025 reviews)
"Great stay!"
United States
Magaly
The price is ļæ„17,497
ļæ„20,025 total
includes taxes & fees
Aug 13 - Aug 14
Quality Inn West Springfield
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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Stay near popular Chester attractions

Chester Town Hall

You can get tickets for a performance at Chester Town Hall during your trip to Chester. Wander the lakeside and forest in this relaxing area.
See properties

Learn more about Chester

Experience the hiking, camping, and riverfront in Chester!

See all hotels in Chester
A stone bridge over a flowing river with rocks and autumn foliage.
Photo by Chris Addams
Open Photo by Chris Addams

Top Chester Hotel Reviews

Blue ā€“ A Modern Hotel, an Ascend Collection Hotel

Blue ā€“ A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent
"The woman at the front desk"
Amy 1-night trip
Posted 2 hours ago
Blue ā€“ A Modern Hotel, an Ascend Collection Hotel

More cheap stays in Chester

Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

1254 Riverdale Street West Springfield MA
The price is ļæ„16,467 per night from Aug 10 to Aug 11
ļæ„16,467
ļæ„18,847 total
Aug 10 - Aug 11
includes taxes & fees
7/10 Good! (1,000 reviews)

Frequently asked questions

What's the best place to stay in Chester?
La Quinta Inn & Suites by Wyndham Springfield MA, located 22.9 mi (36.8 km) from the heart of Chester, is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are The Yankee Inn and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Chester.
What are some of the best vacation rentals in Chester?
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This vacation home rental outside of Chester is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all vacation rentals in Chester.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes! Most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of your 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 picking new dates or cancelling your trip to Chester, go to https://www.expedia.com/service/.
What's the best accommodation near Logan International Airport (BOS)?
Hilton Boston Logan Airport is a popular 4-star hotel featuring a restaurant and an indoor pool. It's located a short 0.2 mi (0.4 km) from Logan Intl. Airport. Other accommodations close to the airport are Hyatt Regency Boston Harbor and Embassy Suites Boston Logan Airport.
What is staying in Chester like?
Visitors can enjoy all that Chester has to offer including the waterfalls, shopping, and riverfront. Tourists can also enjoy the city's restaurants, theaters, and monuments. There are 876 hotels and other accommodations in the surrounding area. Find out more about Chester.
What should I see while I'm in Chester?
A favorite place to visit is Chester Town Hall. You'll also find Becket Land Trust Historic Quarry and Littleville Lake in the area. Check out what more to see and do in Expedia's Chester guide.
What's the seasonal weather like in Chester?
The hottest months are usually July and August with an average temp of 66Ā°F, while the coldest months are January and February with an average of 28Ā°F. The snowiest months in Chester are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.

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