Chester Holidays

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Chester Holiday

Our pick of the best Chester Hotel Deals

The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (822 reviews)
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Reviewed on 17 Sept 2025

The Shire Woodstock
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is NZ$1,312 per night from 22 Oct to 23 Oct
NZ$1,312
22 Oct - 23 Oct
includes taxes & fees
9.2/10 Wonderful! (533 reviews)
Old world charm
"What a wonderful inn. Same class as The Greenbrier and The Homestead. Old world charm."

Reviewed on 12 Sept 2025

Woodstock Inn & Resort
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
The price is NZ$300 per night from 28 Sept to 29 Sept
NZ$300
28 Sept - 29 Sept
includes taxes & fees
7.2/10 Good! (529 reviews)
"The hotel prominently promotes walking trails in and near on their property. While they provide maps no staff could explain how to access. The maps were very confusing. We set out and could not find a trail head. We finally used Google Maps and found that the nearest access was a few blocks away ..."

Reviewed on 14 Sept 2025

The Equinox Golf Resort & Spa
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.