Top 10 Hotels in Chester

See all 4 Hotels in Chester
Hugging Bear Inn and Shoppe
Hugging Bear Inn and Shoppe

244 Main Street, Chester 05143

2.5 out of 5.0
4.2 out of 5 (12 reviews)

Situated in Chester, this bed & breakfast is within a 10-minute walk of DaVallia Art & Accents and Vermont Institute of …

$139
Chester House Inn
Chester House Inn

266 Main St, Chester 5143

3.0 out of 5.0
4 out of 5 (12 reviews)

Situated in Chester, this bed & breakfast is within a 10-minute walk of DaVallia Art & Accents and Vermont Institute of …

$139
Grafton Inn
Grafton Inn

92 Main Street, Grafton 05146

3.5 out of 5.0
4.7 out of 5 (14 reviews)

Situated in the mountains, this historic inn is steps from Hunter Gallery of Fine Art, Grafton Historical Society, and Grafto …

$237
Hartness House Inn
Hartness House Inn

30 Orchard Street, Springfield 05156

3.0 out of 5.0
3.8 out of 5 (39 reviews)

Situated in the business district, this romantic inn is within 6 mi (10 km) of Eureka Schoolhouse, Baltimore Covered Bridge …

$98
Holiday Inn Express Springfield
Holiday Inn Express Springfield

818 Charlestown Rd, Springfield 05156

2.5 out of 5.0
4.4 out of 5 (47 reviews)

Situated in a rural location, this hotel is within a 15-minute walk of Baltimore Covered Bridge and Eureka Schoolhouse. The …

$94
The Upper Pass Lodge at Magic Mountain
The Upper Pass Lodge at Magic Mountain

420 Magic Mountain Access Road, Londonderry 05148

2.5 out of 5.0
3.9 out of 5 (45 reviews)

Located in the mountains, this Londonderry motel offers ski-in/ski-out access within 3 mi (5 km) of TimberQuest Park, Magic …

$59
Castle Hill Resort And Spa
Castle Hill Resort And Spa

2940 Route 103, Proctorsville 05142

3.5 out of 5.0
4.1 out of 5 (8 reviews)

Conveniently located near the ski slopes, this Proctorsville resort is within 6 mi (10 km) of Dorsey Park, Okemo Mountain Ski …

$206
Jackson Gore Inn
Jackson Gore Inn

111 Jackson Gore Road, Ludlow 05149

3.0 out of 5.0
4 out of 5 (87 reviews)

This Ludlow condo is in the mountains, offering ski-in/ski-out access within 3 mi (5 km) of Okemo Valley Golf Club and Okem …

$213
Mountain Lodge at Okemo Mountain Resort
Mountain Lodge at Okemo Mountain Resort

306 Mountain Rd, Ludlow 05149

3.0 out of 5.0
3.8 out of 5 (17 reviews)

Offering ski-in/ski-out access, this hotel in Ludlow is in the mountains, within 1 mi (2 km) of Dorsey Park and Okemo Mountai …

$197
Kedron Valley Inn
Kedron Valley Inn

4778 South Road, South Woodstock 05071

3.5 out of 5.0
4.3 out of 5 (52 reviews)

Situated in a rural location, this inn is within 6 mi (10 km) of VINS Nature Center, Vermont Institute of Natural Science, an …

$135

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Where to stay in Chester

Chester Hotel Guide

For tourists visiting Central Vermont- Killington and are after a basic or more upscale hotel or apartment in Chester, there are several options. There are 5 Expedia-listed accommodation options within a 0.1-mile radius of the downtown area.

Booking a place close to the bright lights of inner-city Chester has never been simpler. Expedia's comprehensive database features the Hugging Bear Inn and Shoppe and Rose Arbour Bed & Breakfast, all of which are within a 0.6-mile radius of Chester's center.

The Castle Hill Resort And Spa is located 8 miles away from the middle of Chester. Another hotel is the Mountain Lodge at Okemo Mountain Resort, which is located 11 miles away. Alternatively you could book a bed at the Jackson Gore Inn or the The Andrie Rose Inn.

Interested in seeing even more of the forests and mountains this area offers? Why don't you book a few days in other places in Central Vermont? You might like to travel to local various attractions or have a go at snowboarding, skiing and cross-country skiing and afterwards book a suitable place to stay.

Looking for more things to do? Consider spending some time enjoying Killington Ski Resort and Green Mountain National Golf Course, in Killington, 30 miles to the north of Chester. The Mountain Green Ski & Golf Resort and North Star Lodge and Resort are just some of the great hotel and apartment alternatives in Killington. 30 miles to the northwest of Chester, you'll find Rutland, which is home to the Hampton Inn Rutland and Best Western Inn & Suites Rutland-Killington. If you're staying in Rutland, be sure to explore the Pine Hill Park and Vermont State Fairgrounds.

Just because you're traveling in Central Vermont- Killington, doesn't mean you can't enjoy your obsession for sport. Verizon Wireless Arena can be found 60 miles to the east of Chester. Sleep close to the action at the Hilton Garden Inn Manchester Downtown or the Radisson Hotel Manchester Downtown.

Look up Expedia's up-to-date Chester travel guide and explore the nurmerous things to do, see and eat that this area has to offer.