Photo by Elizabeth Massa Peroulakis

Chester Hotels from ₹5,295

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Top 10 Chester hotels and places to stay

Becket Motel

2.5 star property
6.6 out of 10, (55)
"I liked how there was walking trails and shopping near by. "
The price is ₹8,101
₹11,906 total
includes taxes & fees
25 May - 26 May
Becket Motel

Pilgrim Inn

2.5 star property
5.8 out of 10, (305)
"Very comfortable and in a convenient location"
The price is ₹5,884
₹6,572 total
includes taxes & fees
5 May - 6 May
Pilgrim Inn

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Super clean and friendly My only issue was the cable tv had no news channels. MSNBC or CNN. "
The price is ₹7,650
₹8,545 total
includes taxes & fees
26 May - 27 May
Quality Inn

Sunset Inn

2.0 star property
7.6 out of 10, Good, (380)
"The room was clean and perfect for our stay."
The price is ₹7,305
₹8,159 total
includes taxes & fees
29 Apr - 30 Apr
Sunset Inn

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (363)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is ₹20,464
₹22,858 total
includes taxes & fees
2 May - 3 May
Chambery Inn

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (587)
"While the gentleman at the front desk can be a bit cold, the women that work at the property are very pleasant. They were super accommodating and did a nice job cleaning the room during our stay. The room was a good value and provided a nice place for our family of 5 plus a small dog to lay our heads at night."
The price is ₹5,295
₹5,915 total
includes taxes & fees
1 May - 2 May
Econo Lodge Lee - Great Barrington

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (124)
"Very enjoyable comfortable stay"
The price is ₹21,271
₹23,759 total
includes taxes & fees
27 Apr - 28 Apr
Devonfield Inn B&B

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Beautiful hotel and very friendly staff."
The price is ₹7,915
₹8,841 total
includes taxes & fees
1 May - 2 May
The Black Swan Lee - Lenox, Ascend Hotel Collection

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (623)
"We always have a great time, have stayed several times. Try and get a top unit if you can because we went several nights of no sleep due to running playing children above us."
The price is ₹9,149
₹11,412 total
includes taxes & fees
14 May - 15 May
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Elm Motel

2.0 star property
7.0 out of 10, Good, (122)
"Cute remodeled rooms, the exterior reminds you of a 60's motel, but step inside to a cute remodeled room, new floors, new fixtures, bathroom, I will definitely stay there again"
The price is ₹7,589
₹8,477 total
includes taxes & fees
25 May - 26 May
Elm Motel

Quality Inn Westfield - Springfield

2.5 star property
7.2 out of 10, Good, (773)
"Minutes from the highway. "
The price is ₹7,987
₹8,922 total
includes taxes & fees
11 May - 12 May
Quality Inn Westfield - Springfield

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very good, (730)
"Nice room but limited housekeeping"
The price is ₹11,524
₹12,872 total
includes taxes & fees
25 May - 26 May
Hampton Inn Westfield

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The price is ₹19,122
₹21,359 total
includes taxes & fees
9 May - 10 May
The Ponds at Foxhollow

Gateways Inn & Restaurant

3.0 star property
7.8 out of 10, Good, (186)
"Always a good place to stay. And so convenient to walk to all the restaurants and shops in town."
The price is ₹14,696
₹17,150 total
includes taxes & fees
26 May - 27 May
Gateways Inn & Restaurant

The Constance, The Whitlock, & The Dewey By The Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (439)
"Lovely location!"
The price is ₹6,490
₹7,249 total
includes taxes & fees
1 May - 2 May
The Constance, The Whitlock, & The Dewey By The Lenox Collection

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
The price is ₹33,451
₹37,365 total
includes taxes & fees
5 May - 6 May
33 Main

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (471)
"I liked that it is an older style bed and breakfast place. You could say "classy" or "vintage". It reminded me of places where I would visit with family when I was a child. I received a personal welcome and orientation to the property. Breakfast was nice and cooked options were available for me to choose. Another guest in the dining room at breakfast was also enjoying the visit and it was natural to strike up a conversation and get to know each other. It was a more personal kind of stay than...
The price is ₹13,977
₹17,236 total
includes taxes & fees
8 May - 9 May
Whistler's Inn Bed & Breakfast

The Cornell Inn, Lenox & The Berkshires

3.0 star property
9.0 out of 10, Wonderful, (1001)
"We had a wonderful wknd in Lenox. The Cornell Inn was very accommodating and everyone was extremely friendly, welcoming and helpful. We had emailed beforehand about dietary restrictions and they were helpful and gave great recommendations for places that could accommodate us. Their breakfasts are excellent and filling. That starts your day off so nicely. The rooms were comfortable and roomy. Although the room was a bit dated -it was cozy and suited us perfectly. It was a great location...
The price is ₹11,481
₹16,164 total
includes taxes & fees
28 Apr - 29 Apr
The Cornell Inn, Lenox & The Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (553)
"Perfect spot to spend the weekend visiting my daughter at boarding school!! "
The price is ₹14,410
₹16,096 total
includes taxes & fees
21 May - 22 May
Courtyard by Marriott Lenox Berkshires

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (151)
"Loves that they had en EV charger for me to charge while we were “home”. Beautiful location and house. Welcoming hospitality that was very refreshing. Thank you. "
The price is ₹18,134
₹20,256 total
includes taxes & fees
27 Apr - 28 Apr
Brook Farm 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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Learn more about Chester

Experience the hiking, camping and monuments in Chester!

Photo by Elizabeth Massa Peroulakis
Open Photo by Elizabeth Massa Peroulakis

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 Berkshires Untold and Quality Inn 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 Glendale Falls and Iroquis Waterfront 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.