Chester Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
The price is AU$199 per night from 17 Apr to 18 Apr
AU$199
17 Apr - 18 Apr
includes taxes & fees
8.2/10 Very Good! (430 reviews)
The carpets could have been vacuumed and it was overpriced for what it was.
Reviewed on 10 Apr 2026
Stone Hearth Inn and Eatery
698 VT-11 Chester VT
Fully refundableReserve now, pay when you stay
The price is AU$290 per night from 29 Apr to 30 Apr
AU$290
29 Apr - 30 Apr
includes taxes & fees
9.2/10 Wonderful! (118 reviews)
Fantastic breakfast in this quaint inn. Right in the road so very easy to find. Wonderful meal in the attached restaurant. Friendly staff. Easy parking.
Reviewed on 29 Mar 2026
Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
The price is AU$229 per night from 19 Apr to 20 Apr
AU$229
19 Apr - 20 Apr
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Room was perfect (king bed), and big. Hot tub was wonderful after skiing all day and hot, but jets could have been stronger. Staff efficient and very friendly. Location great-10 minutes from Okemo. Will definitely come back!
Reviewed on 10 Apr 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$184
per adult
100% of travellers recommend
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
