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Our top choices for Chester hotels

1. Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (886 reviews)
"Nice hotel for an overnight trip. Staff was very friendly and helpful."
United States
Brian
The price is ąøæ4,386
ąøæ4,899 total
includes taxes & fees
4 Aug - 5 Aug
Hampton Inn Westfield

2. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,002 reviews)
"Great place"
United States
Michelle
The price is ąøæ5,082
ąøæ5,676 total
includes taxes & fees
17 Aug - 18 Aug
Quality Inn Lee - Lenox South

3. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,011 reviews)
"A comfortable, clean place with good breakfast, good amenities, and a good hot tub."
United States
Michael
The price is ąøæ6,374
ąøæ7,120 total
includes taxes & fees
23 Jul - 24 Jul
The Yankee Inn

4. Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Comfortable stay "
United States
Paul
The price is ąøæ4,037
ąøæ5,637 total
includes taxes & fees
2 Aug - 3 Aug
Becket Motel

5. D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,106 reviews)
"Great stay!"
United States
Smittie
The price is ąøæ4,102
ąøæ4,800 total
includes taxes & fees
17 Aug - 18 Aug
D. Hotel Suites & Spa

6. Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (967 reviews)
"The coffee was fantastic. Rooms were quiet"
United States
Richard
The price is ąøæ3,403
ąøæ3,801 total
includes taxes & fees
16 Aug - 17 Aug
Quality Inn Westfield - Springfield

7. Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,001 reviews)
"Great historic hotel that has been well maintained."
United States
Elizabeth
The price is ąøæ4,996
ąøæ5,580 total
includes taxes & fees
29 Jul - 30 Jul
Hotel Northampton

8. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,003 reviews)
"Hotel was clean and staff helpful and courteous. Hotel is a little tired (showing it's age) but I would certainly not hesitate to book a future stay."
United States
Andrew
The price is ąøæ3,972
ąøæ4,437 total
includes taxes & fees
4 Aug - 5 Aug
Best Western Plus Berkshire Hills Inn & Suites

9. 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 ąøæ5,354
ąøæ5,981 total
includes taxes & fees
20 Aug - 21 Aug
Homewood Suites by Hilton Holyoke-Springfield/North

10. River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (190 reviews)
"It's a really nice place to stay!"
United States
Vidita
The price is ąøæ3,689
ąøæ4,120 total
includes taxes & fees
3 Aug - 4 Aug
River Valley Inn

11. Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
Northampton
9.2 out of 10, Wonderful, (1,000 reviews)
"Friendly staff, well appointed, clean, and the outdoor patio was welcome and unexpected!"
United States
Bruce
The price is ąøæ5,433
ąøæ6,069 total
includes taxes & fees
19 Aug - 20 Aug
Fairfield Inn & Suites Springfield Northampton/Amherst

12. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,000 reviews)
"enjoyable stay"
United States
James
The Black Swan Lee - Lenox, an Ascend Collection Hotel

13. Hampton Inn Chicopee/Springfield

Hampton Inn Chicopee/Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,001 reviews)
"The hotel is relatively new and in a great location right next to the highway. The room is clean and spacious. The AC works very well in the summer. The staffs are helpful. We enjoyed our stay there."
United States
Qian
The price is ąøæ3,703
ąøæ4,201 total
includes taxes & fees
9 Aug - 10 Aug
Hampton Inn Chicopee/Springfield

14. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (7 reviews)
"Everything was perfect!!"
United States
Grzegorz
The price is ąøæ7,183
ąøæ8,024 total
includes taxes & fees
30 Jul - 31 Jul
Berkshire Lake Lodge

15. Residence Inn Springfield Chicopee

Residence Inn Springfield Chicopee
3.0 star property
Chicopee
9.4 out of 10, Exceptional, (526 reviews)
"Room was clean. Amenities were accessible and staff were very very nice! Would recommend staying here"
United States
Melissa
The price is ąøæ5,405
ąøæ6,132 total
includes taxes & fees
9 Aug - 10 Aug
Residence Inn Springfield Chicopee

16. The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,006 reviews)
"Amazing place to stay and fantastic location. Already wanting to plan my next trip!"
United States
Tara
The price is ąøæ5,453
ąøæ6,091 total
includes taxes & fees
10 Aug - 11 Aug
The Ellery

17. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (887 reviews)
"Great place"
United States
Luciane
The price is ąøæ3,331
ąøæ3,720 total
includes taxes & fees
26 Jul - 27 Jul
Howard Johnson by Wyndham Lenox

18. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (793 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is ąøæ4,753
ąøæ5,309 total
includes taxes & fees
16 Aug - 17 Aug
Holiday Inn Express Hotel & Suites Great Barrington by IHG

19. Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1,001 reviews)
"Breakfast was very well stocked at all times. Very nice staff and the hotel was good for the price point."
United States
Holly
The price is ąøæ3,431
ąøæ3,927 total
includes taxes & fees
3 Aug - 4 Aug
Best Western Springfield West Inn

20. Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,000 reviews)
"It was a great stay."
United States
Geovani
The price is ąøæ3,567
ąøæ4,047 total
includes taxes & fees
9 Aug - 10 Aug
Tru by Hilton Chicopee 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

Learn more about Chester

Experience the hiking, camping and riverfront 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

More cheap stays in Chester

Frequently asked questions

What's the best place to stay in Chester?
Quality Inn West Springfield, located 20.6 mi (33.1 km) from the heart of Chester, is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are La Quinta Inn & Suites by Wyndham Springfield MA and The Yankee 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 room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
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, theatres and monuments. There are 877 hotels and other accommodation options in the surrounding area. Find out more about Chester.
What is there to see in Chester?
A favourite place to visit is Chester Town Hall. You'll also find Littleville Lake and Glendale Falls 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 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Chester are January, February, November and March, with each month seeing an average of 15 cm of snowfall.

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