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Our top choices for Chester hotels

Quality Inn Chicopee - Springfield

Quality Inn Chicopee - Springfield
2.5 star property
Chicopee
6.4 out of 10, (840)
Located in Chicopee with easy access to MGM Springfield and the Big E, this hotel offers free continental breakfast and complimentary parking. Rooms provide a convenient base for exploring nearby Chicopee Falls Dam, with business amenities for working travellers.

"Breakfast was convenient, loved coffee in the lobby and staff very friendly. "
United States
Julia
The price is NZ$183
includes taxes & fees
6 Jan - 7 Jan
Quality Inn Chicopee - Springfield

Residence Inn Springfield Chicopee

Residence Inn Springfield Chicopee
3.0 star property
Chicopee
9.2 out of 10, Wonderful, (478)
Located in Chicopee, this hotel offers a refreshing indoor pool and 24-hour fitness centre for active travellers. Enjoy complimentary breakfast, WiFi, and parking while being just a short drive from MGM Springfield and Chicopee Falls Dam.

"The rooms were clean, large, and comfortable! We loved our stay here and will definitely be returning. All of the staff were also amazing and the hot breakfast is a great plus. Convenient location with lots of parking. "
United States
Samantha
The price is NZ$299
includes taxes & fees
15 Jan - 16 Jan
Residence Inn Springfield Chicopee

Hampton Inn Chicopee/Springfield

Hampton Inn Chicopee/Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1003)
Just 15 minutes from MGM Springfield and the Big E, this hotel offers an indoor pool, fitness centre, and complimentary breakfast. Rooms include microwaves and refrigerators, while free WiFi and parking enhance the value.

"Clean comfortable rooms, great breakfast, very nice staff"
United States
Edward
The price is NZ$208
includes taxes & fees
11 Jan - 12 Jan
Hampton Inn Chicopee/Springfield

Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.0 out of 10, Wonderful, (424)
This charming B&B offers a daily full breakfast, free WiFi, and complimentary parking. Located just minutes from MGM Springfield and a short drive to Six Flags New England, guests consistently praise the helpful staff and morning meal.

"Artful and inspiring interior decorating and delicious French toast for breakfast!"
United States
Marielle
The price is NZ$199
includes taxes & fees
14 Jan - 15 Jan
Naomi's Inn Bed & Breakfast

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811)
Peaceful accommodation in a safe location make this motel a smart choice for travellers. Free perks include WiFi and self parking, while the 24-hour front desk ensures assistance anytime. Nearby attractions and skiing opportunities add adventure to your restful stay.

"Room spotless and staff helpful."
United States
William
The price is NZ$155
includes taxes & fees
18 Jan - 19 Jan
FairBridge Inn Express

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
Unwind at this cosy Cheshire inn offering free WiFi and parking. Explore nearby Mount Greylock State Reservation or catch a show at Adams Theatre, then return to comfortable accommodation just 16 minutes from Pittsfield Station.

"Nice place for a weekend away."
United States
Gregory
The price is NZ$366
includes taxes & fees
20 Jan - 21 Jan
Harbour House Inn

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, (1000)
This business-friendly hotel offers free breakfast, WiFi, and parking. Take a refreshing swim in the indoor pool or workout at the fitness centre. Located within a 15-minute drive to Big E and the Basketball Hall of Fame.

"We absolutely love it here. My husband and I stay here a couple times a year for a getaway. The staff is always pleasant. They are renovating the hotel, but it is not affecting the stay at all. I highly recommend this hotel. I cannot wait for my next stay!"
United States
MELISSA
The price is NZ$237
includes taxes & fees
11 Jan - 12 Jan
Homewood Suites by Hilton Holyoke-Springfield/North

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1003)
Splash in the indoor pool or unwind at the bar after exploring nearby MGM Springfield and Basketball Hall of Fame. This Chicopee hotel offers free breakfast, WiFi, parking, and 24-hour fitness centre, with restaurants and shopping just steps away.

"Everything was perfect: clean room, great breakfast, courteous staff!"
United States
Tiffany
The price is NZ$176
includes taxes & fees
12 Jan - 13 Jan
Tru by Hilton Chicopee Springfield

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
2.5 star property
Holyoke
9.2 out of 10, Wonderful, (601)
Located just minutes from popular attractions, this hotel offers a refreshing indoor pool and fitness centre. Each room includes convenient refrigerators and microwaves, while free breakfast, WiFi and parking enhance your value. Guests consistently praise the helpful staff.

"Room was very clean, the breakfast was delicious!"
United States
William
The price is NZ$228
includes taxes & fees
20 Jan - 21 Jan
Fairfield Inn & Suites Springfield Holyoke

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.6 out of 10, Exceptional, (60)
This business-friendly hotel offers all-day swimming in the indoor pool and 24-hour fitness centre access. Just a short drive from UMass Amherst, it provides free breakfast, WiFi, and parking for a convenient stay near local attractions.

"The property is very clean and pet friendly. The staff were very friendly and professional. I will definitely stay here again."
United States
Diana
The price is NZ$288
includes taxes & fees
11 Jan - 12 Jan
TownePlace Suites by Marriott Hadley Amherst

Elm Motel

Elm Motel
2.0 star property
Westfield
7.2 out of 10, Good, (123)
Located in Westfield, this motel offers free WiFi and parking with round-the-clock front desk assistance. Enjoy easy access to nearby attractions like Holcomb Park and Elm Street Plaza, just a short drive from Bradley International Airport.

"Very clean, lacking bathroom and bathroom storage. Good price."
United States
Daniel
The price is NZ$172
includes taxes & fees
23 Jan - 24 Jan
Elm Motel

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.4 out of 10, Exceptional, (133)
Embrace country charm at this Great Barrington hotel with a garden terrace and full-service restaurant. Unwind at the bar after exploring nearby Questing trails, then enjoy free breakfast before heading to New Marlborough Town Library.

"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is NZ$353
includes taxes & fees
6 Jan - 7 Jan
Gedney Farm

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (351)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is NZ$182
includes taxes & fees
6 Jan - 7 Jan
The Central Downtown Inn & Suites

Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
Hadley
9.0 out of 10, Wonderful, (965)
Discover this Hadley hotel with an indoor pool for morning swims, just minutes from UMass Amherst. Guests love the helpful staff and clean rooms. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Hadley Farm Museum.

"Great welcome at front desk."
United States
RAYMAN
The price is NZ$246
includes taxes & fees
1 Feb - 2 Feb
Hampton Inn Hadley-Amherst Area

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (37)
Outdoor enthusiasts will love this Great Barrington motel's access to hiking trails, kayaking, and mountain biking. Relax in the garden after exploring nearby Housatonic River and River Walk, with convenient free WiFi and parking throughout your stay.

"The room was clean and comfortable wi will back next year:) "
United States
Nadya
The price is NZ$230
includes taxes & fees
20 Jan - 21 Jan
East Rock Inn

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (566)
"Excellent location!!"
United States
Abdul Samad
The price is NZ$145
includes taxes & fees
6 Jan - 7 Jan
Travelodge by Wyndham Great Barrington Berkshires

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (841)
This peaceful motel offers a seasonal outdoor pool and clean rooms just 15 minutes from Tanglewood Music Centre. Close to Colonial Theatre and Berkshire Museum, with free WiFi and parking. Guests praise the helpful staff and quiet, relaxing atmosphere.

"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 NZ$158
includes taxes & fees
20 Jan - 21 Jan
Berkshire Inn

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90)
Enjoy American cuisine by candlelight at the fine dining restaurant of this historic inn. A terrace and garden enhance the countryside charm, while the seasonal pool offers refreshing relaxation near Questing and New Marlborough Town Library.

"Beautiful Inn and outstanding chef"
United States
Catherine
The price is NZ$638
includes taxes & fees
6 Jan - 7 Jan
The Old Inn On The Green

Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
3.0 star property
Hadley
9.4 out of 10, Exceptional, (722)
Hadley's Homewood Suites offers spacious rooms near University of Massachusetts Amherst. Guests love the helpful staff, indoor pool, and fitness centre. Enjoy free breakfast, WiFi, and parking while exploring nearby Autobahn and Cinemark At Hampshire Mall.

"great location and huge room, very nice hotel suite!"
United States
Lihong
The price is NZ$271
includes taxes & fees
1 Feb - 2 Feb
Homewood Suites by Hilton Hadley Amherst

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (548)
Surrounded by natural attractions like Monument Mountain, this welcoming motel offers complimentary WiFi and parking. Daily housekeeping ensures comfort while the attentive staff enhances every stay in this charming Berkshires location.

"Perfect for pets "
United States
Maria
The price is NZ$213
includes taxes & fees
6 Jan - 7 Jan
The Little Lion
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

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Experience the hiking, camping and theatre in Chester!

Frozen Sanderson Brook Falls in Chester
Photo by Elizabeth Massa Peroulakis
Open Photo by Elizabeth Massa Peroulakis

Top Chester Hotel Reviews

More cheap accommodation in Chester

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 The Red Lion Inn and Holiday Inn & Suites Pittsfield-Berkshires by IHG. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: This holiday home rental outside of Chester offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable 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 selection of games and 1 hot tub. 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 Pyramid Lake and Blandford Ski Area 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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