Chester hotels from HK$557

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Our top choices for Chester hotels

Baldwin Inn & Suites, SureStay Collection by Best Western

Baldwin Inn & Suites, SureStay Collection by Best Western
2.5 star property
West Springfield
7.8 out of 10, Good, (116 reviews)
  • cleanliness
    Explore nearby Six Flags and MGM Springfield from this inviting West Springfield hotel.
"Clean room and very spacious, staff was friendly, i would only add a small dinning table to the room. "
United States
Tomarie
The price is HK$682
HK$780 total
includes taxes & fees
16 Feb - 17 Feb
Baldwin Inn & Suites, SureStay Collection by Best Western

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (18 reviews)
  • cleanliness
    Relax in the Berkshires with pool access and complimentary breakfast daily.
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is HK$1,087
HK$1,214 total
includes taxes & fees
22 Feb - 23 Feb
Element Lenox Berkshires

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, (1,000 reviews)
  • cleanliness
    Tranquil Berkshire hideaway near Tanglewood with complimentary amenities.
"Very friendly and good Breakfast."
United States
Jesse
The price is HK$750
HK$838 total
includes taxes & fees
1 Mar - 2 Mar
Best Western Plus Berkshire Hills Inn & Suites

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,223 reviews)
  • cleanliness
    Comfortable spa hotel near Mount Tom State Reservation offers indoor pool and golf access.
"Great service, clean & quiet rooms, and a solid breakfast to start the day"
United States
Stephanie
D. Hotel Suites & Spa

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)
  • cleanliness
    Serene Lee retreat a short drive from Tanglewood Music Centre and local sights.
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is HK$658
HK$735 total
includes taxes & fees
1 Mar - 2 Mar
Quality Inn Lee - Lenox South

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.4 out of 10, Very good, (108 reviews)
  • cleanliness
    Stay in a comfortable motel near Pioneer Valley Indoor Karting in West Hatfield.
"Friendly staff, really nice room, quiet. I really enjoyed my stay."
United States
Desiree
The price is HK$774
HK$864 total
includes taxes & fees
15 Feb - 16 Feb
River Valley Inn

Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel
2.5 star property
West Springfield
9.4 out of 10, Exceptional, (147 reviews)
  • cleanliness
    Modern hotel offering convenient access to major attractions and outdoor adventures.
"Exceptionally clean, loved the massage chair and free shampoo .. the beds were so comfy!"
United States
Jackie
The price is HK$898
HK$1,028 total
includes taxes & fees
27 Feb - 28 Feb
Blue – A Modern Hotel, an Ascend Collection Hotel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (822 reviews)
"The room was clean, and the staff was friendly and helpful. "
United States
Damien
Monument Mountain Motel

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Convenient Springfield getaway with indoor pool near top attractions and dining.
"Friendly clean accommodation were just what we needed. "
United States
Carrie
The price is HK$763
HK$865 total
includes taxes & fees
23 Feb - 24 Feb
Tru by Hilton Chicopee Springfield

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (855 reviews)
  • cleanliness
    Experience Berkshires charm with on-site American dining and attentive service.
"This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! "
United States
Melissa
The price is HK$943
HK$1,054 total
includes taxes & fees
18 Feb - 19 Feb
Berkshires Untold

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (965 reviews)
  • cleanliness
    Vintage hotel in central Northampton with free breakfast close to Smith College.
"clean room, nice staff"
United States
david
The price is HK$899
HK$1,004 total
includes taxes & fees
23 Feb - 24 Feb
The Ellery

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)
  • cleanliness
    Modern lakeside retreat with 24-hour fitness and scenic Tanglewood location.
"Clean room, nice staff , decent breakfast. Overall a good stay . "
United States
Anindita
The price is HK$764
HK$853 total
includes taxes & fees
6 Mar - 7 Mar
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (831 reviews)
  • cleanliness
    Convenient Lenox motel offers outdoor pool and complimentary WiFi and parking.
"Clean room and the bed was very comfortable "
United States
Arlan
The price is HK$539
HK$602 total
includes taxes & fees
16 Feb - 17 Feb
Howard Johnson by Wyndham Lenox

Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1,000 reviews)
  • cleanliness
    Peaceful oasis near MGM Springfield with fitness centre and complimentary breakfast.
"The room was great and jose at the front desk was very kind amd helpful and at the breakfast department he was great."
United States
LUIS
The price is HK$688
HK$787 total
includes taxes & fees
17 Feb - 18 Feb
Best Western Springfield West Inn

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (37 reviews)
  • cleanliness
    Experience scenic Berkshires at an inn with free parking and WiFi.
"The room was clean and comfortable wi will back next year:) "
United States
Nadya
The price is HK$1,020
HK$1,140 total
includes taxes & fees
6 Mar - 7 Mar
East Rock Inn

Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.0 out of 10, Wonderful, (426 reviews)
  • cleanliness
    Step into Victorian elegance with modern comforts near Springfield attractions.
"Artful and inspiring interior decorating and delicious French toast for breakfast!"
United States
Marielle
The price is HK$789
HK$896 total
includes taxes & fees
15 Mar - 16 Mar
Naomi's Inn Bed & Breakfast

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (612 reviews)
  • cleanliness
    Enjoy a relaxing stay in Holyoke with easy access to MGM Springfield and Big E.
"Room was spotless, staff were nice. "
United States
Jose I Medina
The price is HK$860
HK$960 total
includes taxes & fees
22 Feb - 23 Feb
Fairfield Inn & Suites Springfield Holyoke

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
  • cleanliness
    Cosy Berkshires retreat minutes from Tanglewood with free parking and WiFi.
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is HK$457
HK$502 total
includes taxes & fees
15 Feb - 16 Feb
Pleasant Valley Motel West Stockbridge

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Enjoy views of the Berkshires at this comfortable retreat with seasonal outdoor pool.
"Very friendly staff comfy beds!"
United States
Giselle
The price is HK$724
HK$809 total
includes taxes & fees
22 Feb - 23 Feb
The Yankee, Trademark Collection by Wyndham

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (842 reviews)
  • cleanliness
    Enjoy a tranquil stay near Tanglewood Music Centre with a refreshing pool.
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is HK$632
HK$707 total
includes taxes & fees
22 Feb - 23 Feb
Berkshire 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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Stay near popular Chester attractions

Learn more about Chester

Experience the hiking, camping and waterfalls in Chester!

An amazing keystone arch bridge!
Photo by Chris Addams
Open Photo by Chris Addams

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Frequently asked questions

What's the best place to stay in Chester?
D. Hotel Suites & Spa, located 19.1 mi (30.7 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 Berkshire Mountain Lodge and The Yankee, Trademark Collection by Wyndham. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of Chester is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday 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, 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. In Chester, there are 2 hotels and other accommodation options to choose from. 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 Becket Land Trust Historic Quarry and Pyramid Lake 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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