- Better togetherSave up to CA $775 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
Plan, book, travel with confidence
Chester Hotel Deals
Stone Hearth Inn and Eatery
698 VT-11, Chester, VT
Fully refundableReserve now, pay when you stay
The price is CA $287 per night from Mar. 31 to Apr. 1
CA $287
CA $313 total
includes taxes & fees
Mar 31 - Apr 1
9/10 Wonderful! (42 reviews)
"Vicky and her family were superb. The place was very charming. Her son is a chef so breakfast and dinner were amazing! We sure will be back."
Reviewed on Mar. 12, 2024
Pointe at Castle Hill Resort
2940 State Route 103, Cavendish, VT
The price is CA $206 per night from Apr. 10 to Apr. 11
CA $206
CA $236 total
includes taxes & fees
Apr 10 - Apr 11
8.6/10 Excellent! (711 reviews)
"Geeat"
Reviewed on Mar. 26, 2024
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is CA $393 per night from Apr. 2 to Apr. 3
CA $393
CA $479 total
includes taxes & fees
Apr 2 - Apr 3
9.2/10 Wonderful! (432 reviews)
"Historic and comfortable country inn in the heart of charming Woodstock, and Red Rooster, their main restaurant, features the best dining in miles."
Reviewed on Mar. 22, 2024
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.
Explore other types of vacation packages
Frequently asked questions
Discover the most popular places to visit in Chester
Bonnie's Bundles Dolls
Enjoy an outing to Bonnie's Bundles Dolls during your stay in Chester. Discover the area's mountain views, or seek out its ski slopes.
DaVallia Art & Accents
Enjoy an outing to DaVallia Art & Accents during your stay in Chester. You can seek out the ski slopes while in the area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.