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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sep - 7 Sep
In one month
19 Sep - 21 Sep
In two months
17 Oct - 19 Oct

Browse Select Chester Motels

Our top choices for Chester motels

Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1002)
"Always a pleasure to stay at the Colonial"
The price is 3.692.220 ₫
4.061.443 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Colonial Motel And Spa
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1003)
"Very enjoyable stay"
The Putney Inn
Claremont Motor Lodge
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | 1 bedroom, premium bedding, in-room safe, individually decorated

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (378)
"2nd time we have stayed Perfect for overnight and a visit "
The price is 2.953.776 ₫
3.204.847 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Claremont Motor Lodge
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
8.8 out of 10, Excellent, (500)
"It was a beautiful location...so quiet and peaceful The rooms to sit and enjoy were wonderful"
Mountaineer Inn
Travelodge by Wyndham Brattleboro VT
Reception

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (697)
"I was only there for a few hours sleep "
The price is 1.875.120 ₫
2.062.632 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Travelodge by Wyndham Brattleboro VT
The Upper Pass Lodge at Magic Mountain
Exclusive Suite, Multiple Beds, Kitchenette, Mountain View | 1 bedroom, desk, iron/ironing board, free WiFi

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very good, (656)
"Good place "
The price is 2.505.469 ₫
2.756.017 ₫ total
includes taxes & fees
26 Aug - 27 Aug
The Upper Pass Lodge at Magic Mountain
Weathervane Motel
Fountain

Weathervane Motel

2.0 star property
6.8 out of 10, (683)
"Decent cheap lodging "
The price is 2.824.548 ₫
3.107.003 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Weathervane Motel
Econo Lodge Brattleboro
View from room

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (547)
"Convience"
The price is 1.736.121 ₫
1.909.734 ₫ total
includes taxes & fees
28 Aug - 29 Aug
Econo Lodge Brattleboro
Royal Inn Claremont
Standard Room, 1 Queen Bed | 1 bedroom, desk, blackout curtains, iron/ironing board

Royal Inn Claremont

2.0 star property
6.6 out of 10, (301)
"Room and bathroom were clean. Bathroom appeared to have new sink.and toilet. Water pressure in shower was good."
The price is 2.848.284 ₫
3.090.388 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Royal Inn Claremont
The Olympia Lodge
Interior

The Olympia Lodge

2.5 star property
9.4 out of 10, Exceptional, (537)
"Perfect spot for Green Mountain Festival"
The price is 4.984.497 ₫
5.482.947 ₫ total
includes taxes & fees
7 Sept - 8 Sept
The Olympia Lodge
Four Winds Country Motel
Lobby

Four Winds Country Motel

2.0 star property
8.4 out of 10, Very good, (505)
"Quiet, clean and nice staff. Nicely decorated. Love the pool!"
The price is 3.781.990 ₫
4.160.189 ₫ total
includes taxes & fees
23 Aug - 24 Aug
Four Winds Country Motel
Sleep Woodstock Motel
Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout curtains

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (512)
"Rooms are very clean , staff are very friendly , we enjoy our stay here . "
The price is 2.735.402 ₫
3.445.285 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Sleep Woodstock Motel
Main and Mountain Bar & Motel
Front of property – evening/night

Main and Mountain Bar & Motel

2.0 star property
9.6 out of 10, Exceptional, (200)
"Would stay there again!"
The price is 3.964.350 ₫
4.360.785 ₫ total
includes taxes & fees
28 Aug - 29 Aug
Main and Mountain Bar & Motel
Aerie Inn of Vermont
Mountain view

Aerie Inn of Vermont

2.0 star property
9.4 out of 10, Exceptional, (162)
"So quaint and staff was super friendly and accommodating! We are looking forward to coming back again! "
The price is 2.878.118 ₫
3.137.122 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Aerie Inn of Vermont
Chalet 239
Family Room | Living area | Smart TV

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (74)
"Teh staff were friendly and helpful. Immediately upon booking I received a text message from the staff letting me know someone was there to help with any questions. checking in was easy and the hotel was very clean. The room, beds and bathroom were all clean and well kept. The free breakfast was a plus. "
The price is 3.560.355 ₫
3.916.391 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Chalet 239
Brittany Motel
Front of property

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (317)
"We stayed in the cactus room and we loved the green bathroom. There is a lounge (a HUGE hit with my kiddo too) and the staff was great. WiFi was good (I worked from the room). We would stay there again."
The price is 3.032.895 ₫
3.771.339 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Brittany Motel
Rodeway Inn Bellows Falls
Lobby

Rodeway Inn Bellows Falls

2.0 star property
6.2 out of 10, (278)
"It's the off season so it was very quiet. The stay was great, no complaints "
The price is 2.224.000 ₫
2.424.160 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Rodeway Inn Bellows Falls
COHO Inn & Motor Lodge
Restaurant

COHO Inn & Motor Lodge

2.0 star property
9.6 out of 10, Exceptional, (33)
"It was a great stay. The young family that owns the place now is very friendly, offers a great breakfast and the place is very cute. "
The price is 3.655.298 ₫
5.976.412 ₫ total
includes taxes & fees
29 Aug - 30 Aug
COHO Inn & Motor Lodge
The Lodge At West River
Lobby lounge

The Lodge At West River

2.5 star property
9.6 out of 10, Exceptional, (214)
"Great stay, pleasant staff, and appreciated the breakfast offerings. We visit the area often and the maple sugaring house across the street was a new find for us and we loved the tour."
The Lodge At West River
Rest - a Modern Motel
Private spa tub

Rest - a Modern Motel

2.5 star property
8.6 out of 10, Excellent, (38)
"Excellent makeover of a classic New England motel from the post-war era. Friendly owners—hoping they survive this COVID crisis. Would definitely return. "
Rest - a Modern Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"Very nice property with friendly staff; excellent food at the restaurant; was only there for 16 hours but definitely want to go back to stay longer."
Julia 1-night trip
Posted 2 days ago
Kimpton Taconic Hotel by IHG

Frequently asked questions

What can I expect from a motel trip to Chester?
If you're not able to find a motel in Chester, consider some of the motels we suggest around the area or let Expedia help you find a similar property from over 67 hotels and other accommodation options. Simply filter using our search tools by price per night or money-saving amenities such as free parking and free breakfast.
What are motels like?
At most motels, you'll often find an outdoor pool and free parking. When you stay at a motel, you'll usually access your room directly from the car park. The word "motel" was conceived in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.
What things can I to do in Chester?
As you explore this quaint, relaxing area, explore the ski slopes. Visitors like Chester for its shops, coffee shops and restaurants. Some outdoorsy places nearby include Lowell Lake State Park, Buttermilk Falls and Lake Rescue. Attractions the whole family can enjoy include DaVallia Art & Accents and Bonnie's Bundles Dolls. While you're exploring the area, consider visiting Vermont Country Store, Plummer's Sugar House and Magic Mountain Ski Resort.
What's the weather like in Chester?
Weather can make or break a road trip, so here's some data about year-round temperatures in Chester to help you plan yours: The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.
What are my options for getting around Chester while staying in a motel?
We've gathered some information about local transportation options in Chester to help you navigate your stay: Fly into Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) away. You can also search for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.4 mi (40.8 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.