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
Fullerton Inn
40 The Common Chester VT
Fully refundableReserve now, pay when you stay
The price is AU$212 per night from 29 May to 30 May
AU$212
29 May - 30 May
includes taxes & fees
8.2/10 Very Good! (435 reviews)
"Very nice older Inn with on-site tavern in a classic Vermont town. Quite and comfortable stay."
Reviewed on 22 May 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is AU$750 per night from 8 June to 9 June
AU$750
8 June - 9 June
includes taxes & fees
9.4/10 Exceptional! (580 reviews)
"Perfect staff and excellent accommodations. 30th anniversary celebration at a perfect hotel."
Reviewed on 22 May 2026
Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
The price is AU$224 per night from 22 June to 23 June
AU$224
22 June - 23 June
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Hotel is not near any resturants and it had no on-premisis restaurant for breakfast."
Reviewed on 17 May 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
AU$178
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.
