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Cheap Hotels in Chester, Vermont

Chester hotels
Chester

Choose from 62 Chester Hotel Deals

Pointe at Castle Hill Resort - Proctorsville Hotels
Rating: 3.5 Stars

Pointe at Castle Hill Resort

2940 State Route 103, Proctorsville - Map
 
 
"Nice Hotel in the green mountains of Vermont"
Loved the castle restaurant next door. Beautiful. Room was clean and most comfortable bed
Traveller from Longview Texas
Situated in a rural location, this spa hotel is within 9 mi (15 km) of Dorsey Park, Okemo Mountain Resort, and Buttermilk …More
The Upper Pass Lodge at Magic Mountain - Londonderry Hotels
Rating: 2.5 Stars
$59

The Upper Pass Lodge at Magic Mountain

420 Magic Mountain Access Road, Londonderry - Map
 
 
"Year-round Lodge with a warm, homey feel!"
I really enjoyed and appreciated so much about my time here! It has such a warm and welcoming feel to it, as you walk in, with a big lounge/sitting area that has comfy sofas, chairs, tables and a fireplace to gather in next to the front desk and entrance area. Next to that is a bar and then the restaurant is on the other side of the bar. The staff and management are very friendly, helpful and genuinely seeking to make your time there the best it can be. I was so amazed at how quiet it was at night--every night--for sleep! Nice to see a place close the bar @ 9pm and allow everything to settle for the evening. I think this lodge has so much potential as they are clearly committed to great service, a warm and friendly environment, clean rooms and a quiet evening atmosphere and I hope they hold onto them!
A Traveller
Conveniently near skiing facilities, this Londonderry motel is located in the mountains within 3 mi (5 km) of Magic Mountain …More
Jackson Gore Inn - Ludlow Hotels
Rating: 3.0 Stars
$387

Jackson Gore Inn

111 Jackson Gore Road, Ludlow - Map
 
 
Could not have been better. One of the nicest rooms I have been in.
A Traveller
This Ludlow condo is in the mountains, offering ski-in/ski-out access within 3 mi (5 km) of Buttermilk Falls and Okemo …More
The Karass Inn - Chester Hotels
Rating: 3.0 Stars
$87

The Karass Inn

225 Pleasant Street, Chester - Map
 
 
"Karass Inn(credible)"
We booked the Karass Inn on a whim during an extended weekend jaunt through New England. We wanted a quaint (my wife's word) place to rest our head for the Vermont leg of our leaf peeping journey - the Karass provided. The Innkeeper was a pleasant and accommodating (bonus points for providing us with directions to Boston Logan without having to drive through the hell that is inner Boston traffic), the bed was soft, and the breakfast was delicious. We had no cellular service, but the Inn provided wifi. One final thing: I didn't spot a single television in the Inn. Nice!
Traveller from Huntsville, Alabama
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 …More
Rose Arbour Bed & Breakfast - Chester Hotels
Rating: 2.5 Stars

Rose Arbour Bed & Breakfast

55 School Street, Chester - Map
 
 
"Cute Victorian"
Suzie was a congenial and accommodating host. Her scones are excellent. They compare very favorably with what we've had in England! Very pleasant stay.
Traveller from ct
Situated in the historical district, this bed & breakfast is 0.2 mi (0.4 km) from Vermont Institute of Contemporary Arts and …More
Timber Inn Motel - Ludlow Hotels
Rating: 2.5 Stars
$109

Timber Inn Motel

112 Route 103 S, Ludlow - Map
 
 
Situated on a river, this hotel is 1.3 mi (2.1 km) from Dorsey Park and 2.1 mi (3.4 km) from Okemo Mountain Resort …More
Mountain Lodge at Okemo Mountain Resort - Ludlow Hotels
Rating: 3.0 Stars
$427

Mountain Lodge at Okemo Mountain Resort

306 Mountain Rd, Ludlow - Map
 
 
"Excellent stay"
The amenities, facilities and staff where all excellent. Ski-in/ski-out is a great convenience. These facilities are located right by the base lodge but for restaurants, gym, and more people, stay on the other side of the mountain at the Jackson hotel. It also has ski in and ski out.
Traveller from New York
Located in the mountains, this ski-in/ski-out hotel in Ludlow is within 1 mi (2 km) of Dorsey Park and Okemo Mountain Resort …More
Castle Hill Resort And Spa - Proctorsville Hotels
Rating: 3.5 Stars

Castle Hill Resort And Spa

2940 Route 103, Proctorsville - Map
 
 
"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 (without asking). Condo was really nice with higher-end finishes like crown moldings, nice furniture, etc. Kitchen supplies need an upgrade in this unit; for instance there was no spatula and the frying pans were all a bit of a mismatch. Owner probably needs to simply take a little inventory of supplies. Nevertheless, this was minor and we made due as usual in ski rentals! Great WiFi in the unit. 5-8 mins drive to the mountain. There is a pool and hot tub in the hotel, which is a short walk/drive down the hill. I was with my buddy and our kids and we could have easily brought our wives and other kids and still would not have felt crowded. There is a loft that could easily fit an air mattress as well. Overall a great place to stay and we will stay again. Thanks!
Traveller from New York, NY
Located near the slopes, this Proctorsville resort is within 6 mi (10 km) of Dorsey Park and Okemo Mountain Resort and close …More
Motel in the Meadow - Chester Hotels
Rating: 2.5 Stars

Motel in the Meadow

936 VT Route 11 West, Chester - Map
 
 
"Nice quiet place"
Stayed for one night. Very good experience. Had fresh muffins and coffe in the morning which was a bonus. Will stay here again if the need arises.
A Traveller
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 …More
The Black Bear Lodge - Stratton Mountain Hotels
Rating: 3.0 Stars

The Black Bear Lodge

5 Village Lodge Road, Stratton Mountain - Map
 
 
"Nice hotel, room a little noisy."
The hotel is pretty nice and the rooms are generally clean. There's some unfinished trim and carpentry in the hallways. The biggest issue I had was the lack of sound proofing in the room. I could hear the TVs in the adjacent rooms, alarms going off, and people walking by in the hallways very clearly and it was distracting while trying to sleep. The lobby was clean and the restaurant was nice, although slow.
Traveller from CT
Located near the slopes, this Stratton Mountain resort is in the mountains, within a 5-minute walk of Stratton Mountain …More

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