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

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
The price is AU$624 per night from 30 Nov to 1 Dec
AU$624
30 Nov - 1 Dec
includes taxes & fees
9.2/10 Wonderful! (550 reviews)
Clean room, Awesome staff and always a good vibe.

Reviewed on 17 Nov 2025

Woodstock Inn & Resort
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
Fully refundableReserve now, pay when you stay
The price is AU$214 per night from 2 Dec to 3 Dec
AU$214
2 Dec - 3 Dec
includes taxes & fees
8.6/10 Excellent! (879 reviews)
Large, clean room with nice view. Unique.

Reviewed on 9 Nov 2025

The Shire Woodstock
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Fully refundable
The price is AU$328 per night from 1 Dec to 2 Dec
AU$328
1 Dec - 2 Dec
includes taxes & fees
9.2/10 Wonderful! (813 reviews)
No continental breakfast ,no microwave or in room coffeemaker. Only water or iced tea at check in , no coffee

Reviewed on 25 Oct 2025

Kimpton Taconic Hotel by IHG
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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