Chester Holidays

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Chester Holidays

Daydreaming about Chester? From multi-week adventures to brief, rejuvenating breaks, ebookers are the ultimate masters when it comes to travel planning.

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From bustling cities to the most secluded retreats, there are endless untold stories waiting for you in every corner of the planet. Now is the right time to pack your bags and get going!Terms and Conditions apply.

More Chester hotels

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
698 VT-11, Chester, VT
The price is €224 per night
€224
includes taxes & fees
6 Nov - 7 Nov
2.35 km from city centre
Our customers tell us that they can't get enough of the free breakfast at Stone Hearth Inn and Eatery. During your stay, you'll be within walking distance of DaVallia Art & Accents. You'll find features such as free WiFi in public areas and free self-parking.
Breakfast included
Parking included
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
5 Village Lodge Road, Stratton, VT
The price is €161 per night
€161
includes taxes & fees
6 Nov - 7 Nov
30.07 km from city centre
Our customers tell us that they can't get enough of the helpful staff at The Black Bear Lodge at Stratton Mountain Resort. During your stay, you're just a quick walk from Stratton Mountain Resort. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
Hot tub
Breakfast included
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is €359 per night
€359
includes taxes & fees
1 Dec - 2 Dec
40.53 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Woodstock Inn & Resort. During your stay, you're just a quick walk from Red Wagon Toy Company. Enjoy features like free WiFi in public areas and free valet parking, plus 4 restaurants. This property offers pet-friendly amenities, such as food and water bowls.
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road, Brattleboro, VT
The price is €116 per night
€116
includes taxes & fees
15 Nov - 16 Nov
42.39 km from city centre
The free breakfast at The Covered Bridge Inn gets high marks from our customers. During your stay, you're just a quick walk from Brattleboro Bowl. Free WiFi in public areas and free self-parking are available.
Breakfast included
Parking included
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
The price is €118 per night
€118
includes taxes & fees
6 Nov - 7 Nov
42.82 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Colonial Motel And Spa. During your stay, you're just a quick walk from Brattleboro Bowl. Features include free WiFi in public areas and free self-parking, plus 2 indoor pools.
Pool
Hot tub
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way, West Dover, VT
The price is €164 per night
€164
includes taxes & fees
6 Nov - 7 Nov
40.99 km from city centre
During your stay at Mount Snow Grand Summit Resort, you're just a quick walk from Mount Snow. Enjoy features like free WiFi in public areas, free valet parking and a free area shuttle.
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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.

Cheap flights to Chester

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sun, 22 Dec - Thu, 26 Dec
BOS
Boston
RUT
Rutland
€170 Return, found 5 hours ago
€170
Return
found 5 hours ago
Select JetBlue Airways flight, departing Sun, 22 Dec from Boston to Rutland, returning Thu, 26 Dec, priced at €170 found 5 hours ago
Sun, 22 Dec - Thu, 26 Dec
BOS
Boston
RUT
Rutland
€175 Return, found 5 hours ago
€175
Return
found 5 hours ago
Select Cape Air flight, departing Sun, 22 Dec from Boston to Rutland, returning Thu, 26 Dec, priced at €175 found 5 hours ago
Sun, 22 Dec - Thu, 26 Dec
BOS
Boston
RUT
Rutland
€178 Return, found 5 hours ago
€178
Return
found 5 hours ago
Select JetBlue Airways flight, departing Sun, 22 Dec from Boston to Rutland, returning Thu, 26 Dec, priced at €178 found 5 hours ago

Other holiday destinations

^Savings based on all package bookings with Flight + Hotel made on ebookers.ie from as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.