Chester Holidays
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Top hotels in Chester
Fullerton Inn
40 The Common Chester VT
Fully refundableReserve now, pay when you stay
The price is S$195 per night from 10 Jun to 11 Jun
S$195
10 Jun - 11 Jun
includes taxes & fees
8.2/10 Very Good! (436 reviews)
"Beautiful old inn Great Staff"
Reviewed on 7 Jun, 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is S$721 per night from 29 Jun to 30 Jun
S$721
29 Jun - 30 Jun
includes taxes & fees
9.4/10 Exceptional! (582 reviews)
"Perfect staff and excellent accommodations. 30th anniversary celebration at a perfect hotel."
Reviewed on 22 May, 2026
Kimpton Taconic Hotel by IHG
3835 Main St. Manchester VT
Fully refundable
The price is S$295 per night from 16 Jun to 17 Jun
S$295
16 Jun - 17 Jun
includes taxes & fees
9.4/10 Exceptional! (848 reviews)
"dirty room and overcapacity. No breakfast"
Reviewed on 2 Jun, 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.
What to do in Chester
Colonial Flintlock Musket Experience
S$164
per adult
100% of travellers recommend
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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.
