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Aug 29 - Aug 31
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Motels in Chester

Our top choices for Chester motels

Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1004)
"Always a pleasure to stay at the Colonial"
The price is ₩193,701
₩213,071 total
includes taxes & fees
Aug 25 - Aug 26
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 price is ₩171,218
₩188,340 total
includes taxes & fees
Aug 25 - Aug 26
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, (379)
"2nd time we have stayed Perfect for overnight and a visit "
The price is ₩154,961
₩168,133 total
includes taxes & fees
Aug 25 - Aug 26
Claremont Motor Lodge
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
8.8 out of 10, Excellent, (501)
"It was a beautiful location...so quiet and peaceful The rooms to sit and enjoy were wonderful"
The price is ₩113,107
₩130,638 total
includes taxes & fees
Sep 1 - Sep 2
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 ₩98,373
₩108,210 total
includes taxes & fees
Sep 14 - Sep 15
Travelodge by Wyndham Brattleboro VT
The Upper Pass Lodge at Magic Mountain
Exclusive Suite, 3 Bedrooms, Kitchenette, Mountain View - Pet Friendly | 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 ₩98,372
₩108,210 total
includes taxes & fees
Sep 23 - Sep 24
The Upper Pass Lodge at Magic Mountain
Weathervane Motel
Fountain

Weathervane Motel

2.0 star property
6.8 out of 10, (686)
"Decent cheap lodging "
The price is ₩148,181
₩163,000 total
includes taxes & fees
Aug 25 - Aug 26
Weathervane Motel
Econo Lodge Brattleboro
View from room

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (550)
"The place is falling apart. The front desk was often unattended. No breakfast as promised "
The price is ₩90,887
₩99,976 total
includes taxes & fees
Aug 31 - Sep 1
Econo Lodge Brattleboro
Royal Inn Claremont
Standard Room, 1 Queen Bed | 1 bedroom, desk, blackout drapes, 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 ₩149,427
₩162,128 total
includes taxes & fees
Aug 25 - Aug 26
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 ₩261,497
₩287,647 total
includes taxes & fees
Sep 4 - Sep 5
The Olympia Lodge
Four Winds Country Motel
Lobby

Four Winds Country Motel

2.0 star property
8.4 out of 10, Very Good, (506)
"Quiet, clean and nice staff. Nicely decorated. Love the pool!"
The price is ₩208,338
₩229,171 total
includes taxes & fees
Sep 1 - Sep 2
Four Winds Country Motel
Sleep Woodstock Motel
Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout drapes

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 ₩143,201
₩180,364 total
includes taxes & fees
Aug 25 - Aug 26
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 ₩207,537
₩228,291 total
includes taxes & fees
Aug 29 - Aug 30
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 ₩150,672
₩164,231 total
includes taxes & fees
Aug 25 - Aug 26
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 ₩186,783
₩205,462 total
includes taxes & fees
Sep 1 - Sep 2
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 ₩159,112
₩197,852 total
includes taxes & fees
Sep 1 - Sep 2
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 ₩123,277
₩134,372 total
includes taxes & fees
Sep 1 - Sep 2
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 ₩191,764
₩313,534 total
includes taxes & fees
Aug 29 - Aug 30
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

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"A very nice quiet motel. The one downside was local amenities. Not much variety in restaurants and many have limited hours at this time of year."
Andrea 1-night trip
Posted 2 days ago
Pointe at Castle Hill Resort

Frequently asked questions

What can I expect from a motel trip to Chester?
If you can't find a motel in Chester, consider some of the motels we suggest around the area or let Expedia help you find something similar from over 67 lodging options. Simply filter using our search tools by price per night or cost-effective amenities such as free breakfast and free airport transportation.
What are motels like?
At most motels, you'll often find free parking and an outdoor pool. When you stay at a motel, you'll usually access your room directly from the parking lot. The word "motel" was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.
What are the best motels in Chester?
These are some of Expedia customers' favorite motels in the larger area. Motel in the Meadow: If driving, you'll be within 26 minutes of Okemo Mountain Resort. Enjoy the in-room free WiFi, and freebies including breakfast and parking. Colonial Motel And Spa: 2 indoor pools, a full-service spa, and free WiFi are available during your stay. Central Chester is 26.6 mi (42.8 km) away. The Putney Inn: Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi, and parking. Located 21 mi (33.8 km) from the heart of Chester. Mountaineer Inn: Central Chester is 25.5 mi (41.1 km) away. A seasonal outdoor pool, free WiFi, and free parking are available during your stay. Claremont Motor Lodge: 14.7 mi (23.7 km) from the heart of Chester. Enjoy access to the free WiFi and free parking, as well as room amenities like air conditioning.
What things can I to do in Chester?
As you explore this quaint, relaxing area, check out the ski slopes. Visitors like Chester for its shops, coffeehouses, 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 checking out 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 roadtrip, 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 temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What are my options for getting around Chester when 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) from the heart of the city. Otherwise, you can search for flights to 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 a rental car for your journey.