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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Motels in Chester

Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1006)
"The pool and spa is great. Building is ran down but rooms are clean and tidy. Would book again just for the fact you get access to their pools and spa. "
The price is AED 360
AED 396 total
includes taxes & fees
21 Jul - 22 Jul
Colonial Motel And Spa
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, (358)
"Would definitely stay here again if I return to the area."
The price is AED 397
AED 430 total
includes taxes & fees
3 Aug - 4 Aug
Claremont Motor Lodge
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1006)
"Certainly convenient, right off 91."
The Putney Inn
Weathervane Motel
Fountain

Weathervane Motel

2.0 star property
6.8 out of 10, (668)
"This property is nice. "
The price is AED 393
AED 433 total
includes taxes & fees
21 Jul - 22 Jul
Weathervane Motel
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
8.8 out of 10, Excellent, (491)
"Great location"
Mountaineer Inn
Travelodge by Wyndham Brattleboro VT
Reception

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (685)
"Quiet, comfortable and dog friendly. Pleasant host at check in"
The price is AED 294
AED 324 total
includes taxes & fees
22 Jul - 23 Jul
Travelodge by Wyndham Brattleboro VT
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, (501)
"This place was lovely, they were always checking in to make sure we were ok and they had plenty of amenities for us to use!"
The price is AED 344
AED 439 total
includes taxes & fees
21 Jul - 22 Jul
Sleep Woodstock Motel
Econo Lodge Brattleboro
View from room

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (532)
"I felt safe. Room was spacious and clean. "
The price is AED 281
AED 309 total
includes taxes & fees
18 Aug - 19 Aug
Econo Lodge Brattleboro
The Upper Pass Lodge at Magic Mountain
Exclusive Suite, 3 Bedrooms, Kitchenette, Mountain View - Pet Friendly | Desk, iron/ironing board, free WiFi, bed sheets

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very Good, (651)
"Very friendly staff. Enjoyed my stay."
The Upper Pass Lodge at Magic Mountain
The Olympia Lodge
Interior

The Olympia Lodge

2.5 star property
9.4 out of 10, Exceptional, (536)
"The owners and staff are extremely friendly and attentive, which makes for a comfortable and professional stay. Your night will be followed up with a 'real' Vermont breakfast experience. You will never want another 'fake' breakfast served at Best Western, Holiday Inn, Marriott, Hampton Inn..."
The price is AED 694
AED 764 total
includes taxes & fees
11 Aug - 12 Aug
The Olympia Lodge
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, (300)
"Room had an old smell in it, but it was very clean and newly renovated."
The price is AED 369
AED 400 total
includes taxes & fees
3 Aug - 4 Aug
Royal Inn Claremont
Four Winds Country Motel
Lobby

Four Winds Country Motel

2.0 star property
8.4 out of 10, Very Good, (502)
"Quiet, clean and nice staff. Nicely decorated. Love the pool!"
The price is AED 526
AED 578 total
includes taxes & fees
3 Aug - 4 Aug
Four Winds Country Motel
Brittany Motel
Front of property

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (310)
"The location was perfect. "
The price is AED 360
AED 457 total
includes taxes & fees
21 Jul - 22 Jul
Brittany Motel
Rodeway Inn
Lobby

Rodeway Inn

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 AED 309
AED 337 total
includes taxes & fees
18 Aug - 19 Aug
Rodeway Inn
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, (194)
"Great room, excellent location."
The price is AED 615
AED 676 total
includes taxes & fees
27 Jul - 28 Jul
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, (160)
"So quaint and staff was super friendly and accommodating! We are looking forward to coming back again! "
The price is AED 485
AED 528 total
includes taxes & fees
10 Aug - 11 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, (70)
"Perfect Chaet!!! Will definitely come back and highly recommend."
The price is AED 509
AED 560 total
includes taxes & fees
28 Jul - 29 Jul
Chalet 239
COHO Inn & Motor Lodge
Restaurant

COHO Inn & Motor Lodge

2.0 star property
9.6 out of 10, Exceptional, (33)
"Wonderful stay! Very friendly and warm hosts. Very clean and comfortable room. Great breakfast! Highly recommend!"
The price is AED 429
AED 701 total
includes taxes & fees
17 Aug - 18 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

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Nice property; clean and recently refurbished. Very friendly staff."
Scot 2-night trip
Posted 16 hours ago
Hampton Inn Brattleboro

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 66 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. Mountaineer Inn: Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. Located 25.5 mi (41.1 km) from the heart of Chester. Claremont Motor Lodge: Central Chester is 14.7 mi (23.7 km) away. Free WiFi and free parking are available during your stay, along with room amenities like air conditioning. Sleep Woodstock Motel: 23.2 mi (37.3 km) from the heart of Chester. Enjoy the in-room kitchenette, and freebies including WiFi and parking.
What things can I to do in Chester?
As you explore this relaxing, quaint 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.