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Featured Chester Independent Hotels

See all 246 Hotels in Chester
Jackson Gore Inn

Jackson Gore Inn

111 Jackson Gore Road, Ludlow
3.5 out of 5.0
4.2 out of 5 (240 reviews)
Full service Resort with friendly and helpful staff Would definitely come back Family friendly - 

$155

$155
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

420 Magic Mountain Access Road, Londonderry
2.5 out of 5.0
4.0 out of 5 (231 reviews)
Nice hotel and staff close to Magic, Stratton, and Okemo Mountains - 

$39

$39
Bromley View Inn

Bromley View Inn

522 VT Route 30, Bondville
4.0 out of 5.0
4.5 out of 5 (108 reviews)
Convenient and affordable location Loved the family vibe and location in regards to everything. - 

$109

$109
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

2940 State Route 103, Proctorsville
4.0 out of 5.0
4.1 out of 5 (319 reviews)
Close to Okemo Mountain My stay was good. Didn’t start off good. Because our first room they gave us wasn’t clean. So they … - 

$152

$152
Timber Inn Motel

Timber Inn Motel

112 Route 103 S, Ludlow
3.0 out of 5.0
4.0 out of 5 (7 reviews)
Great hotel, very close to the mountain. Great hotel that is very close to mountain, and wonderful service. Our room was very nice and we en … - 

$129

$129
The Putney Inn

The Putney Inn

57 Putney Landing Rd, Putney
3.0 out of 5.0
3.8 out of 5 (165 reviews)
Conveniently located Nice room. Can't hear the traffic from nearby busy highway. A more comfortable chair for tv viewing … - 

$60

$60
Motel in the Meadow

Motel in the Meadow

936 VT Route 11 West, Chester
3.0 out of 5.0
4.1 out of 5 (30 reviews)
Nice quiet place Stayed for one night. Very good experience. Had fresh muffins and coffe in the morning which was a … - 

$118

$118
Mountain Lodge at Okemo Mountain Resort

Mountain Lodge at Okemo Mountain Resort

306 Mountain Rd, Ludlow
3.5 out of 5.0
3.9 out of 5 (103 reviews)
Excellent stay The amenities, facilities and staff where all excellent. Ski-in/ski-out is a great convenience. The … - 

$171

$171
Fullerton Inn

Fullerton Inn

40 The Common, Chester
3.0 out of 5.0
3.8 out of 5 (20 reviews)
Very nice hotel, surrounded by a cozy village Perfect place for an overnight stay to catch the Green Mountain Flyer train ride at 10 am the next … - 

$129

$129
The Lodge at Bromley

The Lodge at Bromley

4216 Route 11, Peru
4.0 out of 5.0
4.1 out of 5 (71 reviews)
Everything was excellent..the staff, the view and the waffles with maple syrup were all wonderful! … - 

$129

$129
The Common Man Inn & Restaurant

The Common Man Inn & Restaurant

21 Water Street, Claremont
4.0 out of 5.0
4.8 out of 5 (22 reviews)
comfortable, clean stay in a renovated mill building. - 

$169

$169
Hartness House Inn

Hartness House Inn

30 Orchard Street, Springfield
3.5 out of 5.0
3.7 out of 5 (109 reviews)
Great historical Inn We enjoyed our stay at this inn and appreciated the deep history within. Included with every stay i … - 

$104

$104
Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain

289 Magic Mountain Access, Londonderry
3.0 out of 5.0
4.4 out of 5 (11 reviews)
Wonderful Vermont b&b. Hosts were friendly and helpful. We would love to visit again. - 

$119

$119
Harvest Barn Inn

Harvest Barn Inn

16 Webb Terrace, Bellows Falls
3.5 out of 5.0
4.2 out of 5 (9 reviews)
We had a blast. Ellen and Rich are wonderful people who made our stay extremely pleasant and worthw … - 

$99

$99
Four Columns

Four Columns

21 West St, Newfane
4.0 out of 5.0
4.7 out of 5 (14 reviews)
Great place to stay. Great food. Relocated us as soon as they found the fireplace was not working p … - 

$185

$185
Castle Hill Resort And Spa

Castle Hill Resort And Spa

2940 Route 103, Proctorsville
4.0 out of 5.0
4.2 out of 5 (32 reviews)
Great for ski weekend at Okemo Came with 2 adults and 4 kids and stayed in a condo. Reserved a 2BR but got upgraded to a 3BR (with … - 

$239

$239
Salt Ash Inn

Salt Ash Inn

4758 Route 100A, Plymouth
3.5 out of 5.0
2.7 out of 5 (67 reviews)
Relaxing place Relaxing eclectic place Friendly staff Fun Pub Food ok too - 

$82

$82
Golden Stage Inn Bed and Breakfast

Golden Stage Inn Bed and Breakfast

399 Depot Street, Proctorsville
4.0 out of 5.0
5.0 out of 5 (3 reviews)
Beautiful, Quaint, Friendly This was our first Bed and Breakfast experience in many years and I'm so glad we chose this place. … - 

$148

$148
Hugging Bear Inn and Shoppe

Hugging Bear Inn and Shoppe

244 Main Street, Chester
2.5 out of 5.0
4.3 out of 5 (52 reviews)
Great place to use as a base to explore the area Went up with my two young son. Very comfortable, breakfast was terrific. - 

$139

$139
Snapdragon Inn

Snapdragon Inn

26 Main Street, Windsor
4.0 out of 5.0
4.6 out of 5 (13 reviews)
Was perfect! Great place , we had a fantastic time ....close to good food and hiking and great location to read … - 

$119

$119
Map

Recently booked Chester hotels

The Karass Inn
3.5 out of 5.0
Last booking: 16 hours ago
Hugging Bear Inn and Shoppe
2.5 out of 5.0
Last booking: 34 hours ago

Independent Chester Hotel Guide

Some globe-trotters choose hotels based on location, but others book by name. And thanks to Expedia you don’t have to pick. It is why we offer such an expansive range of Independent hotels in Chester, Central Vermont- Killington. Known for well-appointed rooms and friendly, personalized service, each of the top Independent Chester hotels guarantees an unparalleled level of comfort and quality.

You’ll find best-in-class amenities like clean rooms and quiet atmospheres, and some Chester Independent locations may even offer extra little benefits and discounts for frequent travelers.