Chester Holidays
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Chester Holiday
Our pick of the best Chester Hotel Deals
Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
The price is NZ$274 per night from 1 Mar to 2 Mar
NZ$274
1 Mar - 2 Mar
includes taxes & fees
8.8/10 Excellent! (969 reviews)
Clean room! Great food!
Reviewed on 30 Jan 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is NZ$639 per night from 22 Feb to 23 Feb
NZ$639
22 Feb - 23 Feb
includes taxes & fees
9.2/10 Wonderful! (561 reviews)
Excellent hotel, staff well trained.
Reviewed on 21 Jan 2026
Kimpton Taconic Hotel by IHG
3835 Main St. Manchester VT
The price is NZ$375 per night from 4 Mar to 5 Mar
NZ$375
4 Mar - 5 Mar
includes taxes & fees
9.2/10 Wonderful! (829 reviews)
Staff, cleanliness, ambience, restaurant, all perfect! We can’t wait to return!
Reviewed on 4 Jan 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.
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- Visit Newfane
- Visit Perkinsville
- Visit Hartland
- Visit Rockingham
- Montshire Museum of Science
- Upper Valley Aquatic Center
- Calvin Coolidge Homestead
- Green Mountain National Golf Course
- Mount Snow
- Bear Mountain Quad Ski Lift
- Skyeship Express Gondola Stage I
- Dorsey Park
- Green Mountain National Forest
- Green Mountain Rock Climbing Center
- Fire Tower
- Woodstock Holidays
- Gifford Woods State Park
- Weston Priory
- Green Mountain Rock Climbing Center
- Merck Forest Farmland Center
- Hathaway Farm
- Black Dog Sports
- Brattleboro Farmers' Market
- Quechee State Park
- Rutland Holidays
- Pico Mountain at Killington Ski Resort
- Long Trail Brewing Company
- Baltimore Covered Bridge
- Viking Nordic Center
- Snowdon Triple Ski Lift
- Killington Peak
- Stratton Tennis School
- Sugar Shack
- Killington Golf Course
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
