Chester Holidays
Photo by Elizabeth Massa Peroulakis
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Top hotels in Chester
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
The price is S$163 per night from 9 Jan to 10 Jan
S$163
9 Jan - 10 Jan, 2026
includes taxes & fees
9.2/10 Wonderful! (2,243 reviews)
Everything was perfect.
Reviewed on 17 Dec, 2025
La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street Springfield MA
Fully refundableReserve now, pay when you stay
The price is S$162 per night from 28 Dec to 29 Dec
S$162
28 Dec - 29 Dec
includes taxes & fees
8/10 Very Good! (1,305 reviews)
The staff was amazing and so helpful. They answered all questions and even when i got there at 930 pm they greeted us so cheerfully! In the morning my key card wasnt working for the gym and they came up and opened it for me
Reviewed on 7 Dec, 2025
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$109 per night from 4 Jan to 5 Jan
S$109
4 Jan - 5 Jan, 2026
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
Wonderful breakfast, amazing relaxing hot tub, Beautiful clean room, staff friendly very helpful. Will stay again !!
Reviewed on 17 Dec, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
