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11 Aug - 12 Aug
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Top 10 trending Chester hotels

The Ellery
Lobby

The Ellery

3.5 star property
9.2 out of 10, Wonderful, (784)
"Wonderful breakfast and cute and cozy lobby "
The price is €129
includes taxes & fees
19 Aug - 20 Aug
The Ellery
River Valley Inn
Basic Studio, 1 King Bed

River Valley Inn

2.0 star property
8.6 out of 10, Excellent, (37)
"Great quiet motel. "
The price is €124
includes taxes & fees
12 Aug - 13 Aug
River Valley Inn
D. Hotel Suites & Spa
Indoor pool

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2232)
"Clean, comfortable beds and fun live music at the restaurant attached"
The price is €129
includes taxes & fees
12 Aug - 13 Aug
D. Hotel Suites & Spa
Naomi's Inn Bed & Breakfast
Room (Louis XIV)

Naomi's Inn Bed & Breakfast

3.5 star property
9.0 out of 10, Wonderful, (406)
"We had a great stay and breakfast was delicious!"
The price is €110
includes taxes & fees
12 Aug - 13 Aug
Naomi's Inn Bed & Breakfast
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (537)
"Excellent location, friendly service, clean, comfortable room."
The price is €72
includes taxes & fees
1 Sept - 2 Sept
Travelodge by Wyndham Great Barrington Berkshires
Fairfield Inn & Suites Springfield Holyoke
Property amenity

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
9.2 out of 10, Wonderful, (552)
"Great place in a great location."
The price is €113
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites Springfield Holyoke
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (555)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (736)
"Helpful, friendly staff. Clean, convenient, quiet."
Monument Mountain Motel
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Had a wonderful time "
The price is €122
includes taxes & fees
1 Sept - 2 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (782)
"My stay was perfect. I can't wait to stay there again. "
The price is €76
includes taxes & fees
1 Sept - 2 Sept
Howard Johnson by Wyndham Lenox
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1004)
"Lovely place. Excellent staff, Wonderful breakfast."
The price is €156
includes taxes & fees
1 Sept - 2 Sept
The Cornell Inn, Lenox & The Berkshires
Tru by Hilton Chicopee Springfield
Lobby

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1005)
"Staff is wonderful & attentive. "
The price is €107
includes taxes & fees
24 Aug - 25 Aug
Tru by Hilton Chicopee Springfield
Fairfield Inn & Suites Springfield Northampton/Amherst
Lobby

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (974)
"The place is amazing "
The price is €146
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites Springfield Northampton/Amherst
Best Western Springfield West Inn
Lobby

Best Western Springfield West Inn

2.5 star property
7.8 out of 10, Good, (1008)
"Great stay"
The price is €92
includes taxes & fees
17 Aug - 18 Aug
Best Western Springfield West Inn
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (568)
"After coming to Lenox for 15 years, I can easily say this is the best in town. "
The price is €146
includes taxes & fees
1 Sept - 2 Sept
Courtyard by Marriott Lenox Berkshires
Hampton Inn Hadley-Amherst Area
Exterior

Hampton Inn Hadley-Amherst Area

2.5 star property
9.0 out of 10, Wonderful, (923)
"Front desk was very nice and helpful. Kitchen and cleaning staff were great as well."
The price is €130
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn Hadley-Amherst Area
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1008)
"Very clean rooms and excellent staff."
The price is €114
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus Berkshire Hills Inn & Suites
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (668)
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
The price is €154
includes taxes & fees
1 Sept - 2 Sept
Berkshires Untold
Hotel Northampton
2 restaurants, breakfast, lunch, dinner served; American cuisine

Hotel Northampton

3.5 star property
9.2 out of 10, Wonderful, (1006)
"Historic hotel but was in great condition and very beautiful."
Hotel Northampton
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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Learn more about Chester

Experience the hiking, camping and riverfront in Chester!

See all hotels in Chester
Photo by Elizabeth Massa Peroulakis
Open Photo by Elizabeth Massa Peroulakis

Top Chester Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Everything "
Thomas 2-night trip
Posted 21 hours ago
The Yankee, Trademark Collection by Wyndham

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 Berkshire Mountain Lodge and La Quinta Inn & Suites by Wyndham Springfield MA. See all available top hotels, or vacation rentals in Chester.

What are some of the best holiday rentals that Chester has to offer?

Peace and quiet on the lake: This holiday home rental outside of Chester is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. 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 are some hotels with pools in Chester?

La Quinta Inn & Suites by Wyndham Springfield MA: 3-star hotel located near Springfield Museums. Offers a children's pool, an indoor pool and a snack bar. Tru by Hilton Chicopee Springfield and D. Hotel Suites & Spa are two additional hotels that offer an on-site pool. View all hotels with pools 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 Glendale Falls 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.