Chester Holidays

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Your Chester Holiday

When a city stay is calling your name, answer it with a holiday package to Chester. With all your travel plans in place before you leave, all you have to do here is concentrate on making unforgettable memories. A trip to Chester wouldn't be complete without exploring a few well-known attractions, like DaVallia Art & Accents. Stop dreaming and start travelling. Explore the broad range of options on Expedia today and finally put your Chester holiday plans into gear!

Chester Holiday

Chester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lebanon Municipal Airport (LEB)
Population
3,000
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Okemo Mountain Resort, Weston Playhouse and Weston Priory

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! (832 reviews)
"Nice view but no balcony. Internet good"

Reviewed on 1 Oct 2025

The Shire Woodstock
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$748 per night from 2 Nov to 3 Nov
AU$748
2 Nov - 3 Nov
includes taxes & fees
9.2/10 Wonderful! (534 reviews)
"Clean room. Staff very polite and helpful"

Reviewed on 24 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 AU$561 per night from 13 Oct to 14 Oct
AU$561
13 Oct - 14 Oct
includes taxes & fees
7.2/10 Good! (535 reviews)
"Lovely room with updated bathroom and excellent linens. Beautiful property."

Reviewed on 26 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.

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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.