Chester Holidays

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Your Chester Holiday

Excellent adventures await when you reserve a Chester holiday package. Whether you're a history buff, art enthusiast or just a traveller who loves to experience new places, there's something for everyone in this lively city. Need some ideas on what to see or do first during your trip to Chester? Don't miss leading attractions like DaVallia Art & Accents. Your ultimate Chester holiday is just clicks away. Search flights, accommodation and more on Expedia for a trip that's tailored to suit your travel style.

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

Fullerton Inn
Fullerton Inn
2.5 out of 5
40 The Common, Chester, VT
Stay at this inn in Chester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. Popular ...
8/10 Very Good! (347 reviews)
"Excellent service to help resolve reservation mix up. Small but serviceable room. Very limited breakfast. On premises restaurant was excellent for dinner"

Reviewed on 22 Mar 2025

Fullerton Inn
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
Stay at this luxury resort in Woodstock. Enjoy free Wi-Fi, free valet parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (513 reviews)
"Beautiful property restaurant and bar in the hotel are amazing. Only drawback was the room was hot and would not cool off was 74-75 the entire stay making the room a bit uncomfortable"

Reviewed on 27 Apr 2025

Woodstock Inn & Resort
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3 out of 5
485 Hotel Road, Brownsville, VT
Stay at this 3-star resort in Brownsville. Enjoy an outdoor pool, a business centre and a fireplace in reception. Our guests praise the helpful staff in their ...
Great value
"Beautiful property at Mt. Asutney. Tons of space. Nice restaurant. Looks as good in real lfe as it does in the pictures."

Reviewed on 21 Apr 2025

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
See all 2,990 properties in Chester
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.