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Find hotels in Chester, MA from Rp1.013.068

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Check Chester hotel prices

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May 4 - May 5
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May 5 - May 6
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May 10 - May 12

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Top 10 Chester hotels and places to stay

Exterior
The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (1004)
"Our room was on the lake and had a nice deck where we could relax with a beer purchased (very cheap!) from the front reception area. Also the Indian restaurant was excellent with ample portions. And because it's in MA, everything was ADA accessible which made it feel inclusive to all. Some guest had their dogs with them but the place was very clean even with pets. "
The price is Rp1.722.489
per night
7 May - 8 May
The Black Swan Lee - Lenox, Ascend Hotel Collection
Outdoor pool, pool loungers
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (874)
"The most quaint and cozy New England Inn, with multiple dining options, two boutiques, heated swimming pool, close to all the Berkshires has to offer, everything is perfect!"
The price is Rp1.926.583
per night
7 May - 8 May
The Red Lion Inn
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, (461)
"The room was spacious- 2 bedrooms, large living room, full kitchen, terrace, TV's in every room. It was spotless when we arrived. The stay was exceptional."
The price is Rp2.235.537
per night
6 May - 7 May
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
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Terrace/patio
Seven Hills Inn
4.0 star property
7.8 out of 10, Good, (467)
"Great breakfast, amazing property, comfortable beds! Water in shower wasn’t hot, had to take a “warm-cold” fast shower but it didn’t matter. The view, the quiet, nature and siting areas made the stay perfect. Will come again!!"
Seven Hills Inn
Aerial view
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (150)
"Love this Inn, all employees were friendly and knowledgeable about things to do in the area. The breakfast was delicious . I look forward to staying at the Inn again."
The price is Rp2.171.205
per night
9 May - 10 May
Lakehouse Inn
Reception
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.2 out of 10, Wonderful, (645)
"Employees were excellent. Very nice location to stay. Pool was nice and well kept "
The price is Rp2.589.363
per night
29 May - 30 May
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Porch
The Cornell Inn, Lenox
3.0 star property
8.6 out of 10, Excellent, (1000)
"Great breakfast. "
The price is Rp1.962.126
per night
6 May - 7 May
The Cornell Inn, Lenox
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (588)
"Easy access, very clean, nearby restaurants "
The price is Rp1.069.520
per night
6 May - 7 May
Monument Mountain Motel
Seasonal outdoor pool
Apple Tree Inn
3.0 star property
8.2 out of 10, Very good, (212)
"Absolutely gorgeous room. Wonderful staff, I felt like royalty. "
The price is Rp1.988.985
per night
16 May - 17 May
Apple Tree Inn
Standard Room, 2 Queen Beds, Non Smoking
Quality Inn
2.5 star property
8.0 out of 10, Very good, (1001)
"Generally a good stay, great value"
The price is Rp1.288.248
per night
8 May - 9 May
Quality Inn
Standard Room | Premium bedding, pillow-top beds, in-room safe, desk
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (496)
"Really enjoyed the seating outside and pool side was very relaxing. The staff was very helpful and informative. Great experience!!!"
The price is Rp2.391.864
per night
19 May - 20 May
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is Rp3.847.043
per night
13 May - 14 May
Chambery Inn
Library
Blackberry River Inn
3.0 star property
9.6 out of 10, Exceptional, (24)
"Lucas was very accommodating and helpful. Pleasant and great place to stay. Great fresh breakfast!!"
The price is Rp2.919.065
per night
20 May - 21 May
Blackberry River Inn
In-room safe, desk, free cots/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (454)
"Right next to 2 great breakfast diner options, and close to both the ski mountains and the COVE Bowling lanes for a night time activity"
The price is Rp1.109.727
per night
6 May - 7 May
Travelodge by Wyndham Great Barrington Berkshires
Exterior
The Briarcliff Motel
3.0 star property
8.8 out of 10, Excellent, (384)
"We loved this place. It's dog friendly, the place is clean and quiet. The proprietor is awesome. It's super friendly. We spent a total of 9 days here, and I'd definitely come back again. Thanks for a great stay"
The price is Rp1.769.130
per night
6 May - 7 May
The Briarcliff Motel
Property grounds
The Ponds at Foxhollow by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (110)
"Comfortable condo accommodations. Ample size, Workable kitchen. Comfortable bed. Lovely setting. And a community facility with a pool, workout equipment, and sauna too! Small but tangible complaint: outside lighting is very bright and shines into BR window. "
The Ponds at Foxhollow by Capital Vacations
Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (380)
"This is a lovely place to say. Very warm and welcoming. The staff was very helpful and even brought a little doggy basket for my dog. It included a blanket, dog bowls treats and more!! Had a very very nice time. "
The price is Rp2.203.773
per night
6 May - 7 May
Shaker Mill Inn
Standard Room, 1 King Bed | Desk, iron/ironing board, free cots/infant beds, rollaway beds
Econo Lodge Lee - Great Barrington
2.0 star property
6.4 out of 10, (502)
"Not the greatest place in the world, but well worth the bang for my buck. Would recommend if you are staying on a budget, but do not have high expectations."
The price is Rp1.013.068
per night
6 May - 7 May
Econo Lodge Lee - Great Barrington
Miscellaneous
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (319)
"The friendly owner and easy nature was a pleasure. Breakfast was perfectly prepared. I really enjoyed staying there. "
The price is Rp1.688.715
per night
7 May - 8 May
Locust Tree Bed and Breakfast LLC
Front of property
The Lenox Collection
3.5 star property
8.6 out of 10, Excellent, (189)
"We enjoyed staying at the Whitlock. There are not a lot of bells and whistles, just an elegant, traditional inn, within the village of Lenox. It's very walkable, quiet, and charming."
The price is Rp1.227.281
per night
3 Jun - 4 Jun
The Lenox Collection
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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.

More cheap stays in Chester

Quality Inn West Springfield

Quality Inn West Springfield

1150 Riverdale St, West Springfield, MA
The price is Rp1.390.215 per night from May 6 to May 7
Rp1.390.215
per night
6 May - 7 May
7.2/10 Good! (1,001 reviews)

Accommodation near Chester attractions

Image for Chester Town Hall

Chester Town Hall

You can get tickets for a performance at Chester Town Hall on your trip to Chester. Wander the lakeside and forests in this relaxing area.

See properties
Chester Town Hall

Chester hotels information

Number of reviews
5,886
Accommodation
769 hotels
Lowest Price
Rp1.013.068
Highest Price
Rp3.847.043

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 La Quinta Inn & Suites by Wyndham Springfield MA and Red Roof Inn PLUS+ West Springfield. 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 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 Jacob's Pillow and Otis Reservoir 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.

Chester Hotel Reviews
Expedia verified reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

5/5 Excellent
"Incredible staff, attentive and always with a good face towards you, congratulations for the good work"
A verified traveller stayed at D. Hotel Suites & Spa
Posted 3 days ago
D. Hotel Suites & Spa