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Chester

Considering a Chester vacation? It's time to start organizing.

Chester Vacation Packages

From Chester, it is roughly 55 miles east to Concord and 70 miles north to Montpelier.

Make time for a Proctorsville side trip. This location is merely 9 miles to the north and has Okemo Mountain Ski Resort.

There is little else that restores the soul like a trip to the ocean. Pack a picnic, buy your favorite wine and bask in the lovely scenery of Million Dollar Beach, 55 miles west from Chester. Another wonderful place is Endicott Rock Park, 60 miles to the northeast.

Many travelers visit this part of Central Vermont- Killington for its beloved natural surroundings. Find out what it's all about at Chesterfield Gorge Natural Area and Madame Sherri Forest, 25 miles and 30 miles away from Chester, respectively.

Put on some warm socks and hit the trails at the resorts near Chester. Pats Peak and Ragged Mountain Ski Resort are 40 miles and 40 miles away, respectively.

Make sure you stop at Vermont Institute of Contemporary Arts or DaVallia Art & Accents.

Rutland Southern Vermont Regional Airport is the closest airport at about 25 miles to the northwest, so just make sure you leave plenty of time.


Top Hotel Deals

See all 105 Hotels in Chester
£67
The Karass Inn

The Karass Inn

225 Pleasant Street, Chester
4.7
of 5, from 17 reviews
3.0 out of 5.0

Situated in a state park, this bed & breakfast is 0.7 mi (1.1 km) from Vermont Institute of Contemporary Arts and within 9 miles (15 km) of Grafton Historical Society and Vermont Museum of Mining and Minerals. Grafton Valley Arts Guild Cricketers Gallery and Hunter Gallery of Fine Art are also within 9 miles (15 km).

£74
Inn Victoria

Inn Victoria

321 Main St, Chester
4.7
of 5, from 18 reviews
4.0 out of 5.0

Situated in Chester, this bed & breakfast is 0.3 mi (0.5 km) from Vermont Institute of Contemporary Arts and within 9 miles (15 km) of Grafton Historical Society and Vermont Museum of Mining and Minerals. Grafton Valley Arts Guild Cricketers Gallery and Hunter Gallery of Fine Art are also within 9 miles (15 km).

£90
Hugging Bear Inn and Shoppe

Hugging Bear Inn and Shoppe

244 Main Street, Chester
4.3
of 5, from 51 reviews
2.5 out of 5.0

Situated in Chester, this bed & breakfast is 0.3 mi (0.4 km) from Vermont Institute of Contemporary Arts and within 9 miles (15 km) of Grafton Historical Society and Vermont Museum of Mining and Minerals. Grafton Valley Arts Guild Cricketers Gallery and Hunter Gallery of Fine Art are also within 9 miles (15 km).

£64
Rose Arbour Bed & Breakfast

Rose Arbour Bed & Breakfast

55 School Street, Chester
3.9
of 5, from 61 reviews
2.5 out of 5.0

Situated in the historical district, this bed & breakfast is 0.2 mi (0.4 km) from Vermont Institute of Contemporary Arts and within 9 miles (15 km) of Grafton Historical Society and Vermont Museum of Mining and Minerals. Grafton Valley Arts Guild Cricketers Gallery and Hunter Gallery of Fine Art are also within 9 miles (15 km).

£57
Motel in the Meadow

Motel in the Meadow

936 VT Route 11 West, Chester
4.1
of 5, from 28 reviews
2.5 out of 5.0

Situated in Chester, this motel is 1.7 mi (2.7 km) from Vermont Institute of Contemporary Arts and within 9 miles (15 km) of Grafton Historical Society and Vermont Museum of Mining and Minerals. Grafton Valley Arts Guild Cricketers Gallery and Hunter Gallery of Fine Art are also within 9 miles (15 km).

£98
Fullerton Inn

Fullerton Inn

40 The Common, Chester
3.9
of 5, from 17 reviews
2.5 out of 5.0

Situated in Chester, this inn is 0.3 mi (0.4 km) from Vermont Institute of Contemporary Arts and within 9 miles (15 km) of Grafton Historical Society and Vermont Museum of Mining and Minerals. Grafton Valley Arts Guild Cricketers Gallery and Hunter Gallery of Fine Art are also within 9 miles (15 km).

£104
Chester House Inn

Chester House Inn

266 Main St, Chester
4.2
of 5, from 32 reviews
3.0 out of 5.0

Situated in Chester, this bed & breakfast is 0.3 mi (0.4 km) from Vermont Institute of Contemporary Arts and within 9 miles (15 km) of Grafton Historical Society and Vermont Museum of Mining and Minerals. Grafton Valley Arts Guild Cricketers Gallery and Hunter Gallery of Fine Art are also within 9 miles (15 km).

Come Stay for Christmas @ The 1843 Stone House - 3bd/2bath

Come Stay for Christmas @ The 1843 Stone House - 3bd/2bath

534 Main St, Chester
5.0
of 5, from 8 reviews
0.0 out of 5.0

Situated in Chester, this holiday home is within 9 miles (15 km) of Vermont Institute of Contemporary Arts, Grafton Historical Society and Vermont Museum of Mining and Minerals. Grafton Valley Arts Guild Cricketers Gallery and Hunter Gallery of Fine Art are also within 9 miles (15 km).

Top Deals on Flights

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.