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Chester Vacation Packages

Spend a while in Chester, which is located 30 miles (48 kilometers) to the south of Central Vermont- Killington. This popular part of town is approximately 25 miles (40 kilometers) from Rutland Southern Vermont Regional Airport.

Chester is a great place to stay while you are in Central Vermont- Killington as some of the city’s main attractions are nearby. Two attractions that should be on every visitor’s to-do list is the fascinating Magic Mountain Ski Resort and the ever-popular Okemo Mountain Resort and Golf Club. And don’t miss the Okemo Mountain Ski Resort and the Arrowhead Recreation Area.

Get active in nature at the many beautiful destinations nearby. Relax and enjoy the fresh air. To see the local wilderness drive out to the Mt Ascutney State Park in Windsor.

When the temperature falls in Chester, grab your wooly hat and skis and hit the nearby slopes at ski fields such as the Bromley Mountain Ski Resort in Peru.

After seeing the sights around Chester, recharge your batteries at one of the area’s hotels or serviced apartments. Make reservations for the Pointe at Castle Hill Resort, Proctorsville, the Jackson Gore Inn, Ludlow, or the Best Western Ludlow Colonial Motel.


Top Hotel Deals

See all 85 Hotels in Chester

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£79
The Karass Inn

The Karass Inn

225 Pleasant Street, Chester
5.0
of 5, from 6 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 mi (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 mi (15 km).

£59
Motel in the Meadow

Motel in the Meadow

936 VT Route 11 West, Chester
4.0
of 5, from 7 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 mi (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 mi (15 km).

£96
Fullerton Inn

Fullerton Inn

40 The Common, Chester
4.0
of 5, from 7 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 mi (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 mi (15 km).

£96
Inn Victoria

Inn Victoria

321 Main St, Chester
4.8
of 5, from 8 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 mi (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 mi (15 km).

£103
Chester House Inn

Chester House Inn

266 Main St, Chester
4.1
of 5, from 13 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 mi (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 mi (15 km).

£105
Hugging Bear Inn and Shoppe

Hugging Bear Inn and Shoppe

244 Main Street, Chester
4.2
of 5, from 13 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 mi (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 mi (15 km).

£63
Rose Arbour Bed & Breakfast

Rose Arbour Bed & Breakfast

55 School Street, Chester
3.7
of 5, from 18 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 mi (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 mi (15 km).

£35
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

420 Magic Mountain Access Road, Londonderry
4.0
of 5, from 66 reviews
2.5 out of 5.0

Conveniently near skiing facilities, this Londonderry motel is located in the mountains within 3 mi (5 km) of Magic Mountain Ski Resort, Viking Nordic Center, and Lowell Lake State Park. Taylor Farm and Mill Museum are also within 9 mi (15 km).

Top Deals on Flights

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