Photo by Elizabeth Massa Peroulakis
Chester Hotels from S$101
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Our top choices for Chester hotels
6.4 out of 10, (838)
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. "
Julia
The price is S$136
includes taxes & fees
4 Jan - 5 Jan, 2026
9.0 out of 10, Wonderful, (1000)
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"
Edward
The price is S$155
includes taxes & fees
4 Jan - 5 Jan, 2026
9.2 out of 10, Wonderful, (473)
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.
"Clean, spacious room, lobby is welcoming. I would stay there again"
Yorklin
The price is S$209
includes taxes & fees
30 Dec - 31 Dec
9.4 out of 10, Exceptional, (36)
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.
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
Laura
The price is S$177
includes taxes & fees
13 Jan - 14 Jan, 2026
6.8 out of 10, (60)
Nestled in the quaint town of Becket, this motel offers complimentary WiFi and parking just moments from the Historic Quarry. Explore nearby hiking trails before returning to comfortable rooms with convenient room service.
"Comfortable stay "
Paul
The price is S$172
includes taxes & fees
26 Dec - 27 Dec
9.6 out of 10, Exceptional, (59)
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."
Diana
The price is S$213
includes taxes & fees
31 Dec - 1 Jan, 2026
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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Photo by Elizabeth Massa Peroulakis
Open Photo by Elizabeth Massa Peroulakis
Top Chester Hotel Reviews
Blue – A Modern Hotel, an Ascend Collection Hotel
10/10 Excellent
More cheap stays in Chester
Riverdale Inn
1500 Riverdale Street West Springfield MA
The price is S$101 per night from 3 Jan to 4 Jan
S$101
3 Jan - 4 Jan, 2026
includes taxes & fees
5.8/10 (999 reviews)
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