Search Motels in Chester

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Browse Select Chester Motels

The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1000)
"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 Rp1.862.770
Rp2.021.105 total
includes taxes & fees
27 Aug - 28 Aug
Claremont Motor Lodge
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, (655)
"Good place "
The price is Rp1.540.121
Rp1.694.133 total
includes taxes & fees
26 Aug - 27 Aug
The Upper Pass Lodge at Magic Mountain
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, (511)
"Charming, clean, great location and price"
The price is Rp1.681.461
Rp2.117.829 total
includes taxes & fees
21 Aug - 22 Aug
Sleep Woodstock Motel
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 Rp1.868.290
Rp2.323.178 total
includes taxes & fees
27 Aug - 28 Aug
Brittany Motel
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 Rp1.813.041
Rp1.994.344 total
includes taxes & fees
21 Aug - 22 Aug
Chalet 239
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 Rp2.251.696
Rp3.681.506 total
includes taxes & fees
29 Aug - 30 Aug
COHO Inn & Motor Lodge
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 Rp1.769.189
Rp1.928.400 total
includes taxes & fees
24 Aug - 25 Aug
Aerie Inn of Vermont
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 Rp3.070.494
Rp3.377.543 total
includes taxes & fees
4 Sept - 5 Sept
The Olympia Lodge
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 Rp2.719.580
Rp2.991.538 total
includes taxes & fees
25 Aug - 26 Aug
Main and Mountain Bar & Motel
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 Rp1.155.091
Rp1.270.600 total
includes taxes & fees
24 Aug - 25 Aug
Travelodge by Wyndham Brattleboro VT
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 Rp1.443.242
Rp1.573.134 total
includes taxes & fees
28 Aug - 29 Aug
Rodeway Inn Bellows Falls
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 Rp2.178.589
Rp2.396.447 total
includes taxes & fees
21 Aug - 22 Aug
Four Winds Country Motel
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 Rp1.749.384
Rp1.898.082 total
includes taxes & fees
31 Aug - 1 Sept
Royal Inn Claremont
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
8.8 out of 10, Excellent, (499)
"It was a beautiful location...so quiet and peaceful The rooms to sit and enjoy were wonderful"
Mountaineer Inn
Weathervane Motel
Fountain

Weathervane Motel

2.0 star property
6.8 out of 10, (683)
"Decent cheap lodging "
The price is Rp1.734.806
Rp1.908.286 total
includes taxes & fees
29 Aug - 30 Aug
Weathervane Motel
Econo Lodge Brattleboro
View from room

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (546)
"Convience"
The price is Rp1.008.877
Rp1.109.765 total
includes taxes & fees
26 Aug - 27 Aug
Econo Lodge Brattleboro
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1001)
"Always a pleasure to stay at the Colonial"
The price is Rp2.274.440
Rp2.501.884 total
includes taxes & fees
21 Aug - 22 Aug
Colonial Motel And Spa
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"."
Murray 1-night trip
Posted 1 day ago
The Shire Woodstock

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 are the best motels in Chester?
These are some of Expedia customers' favourite motels to book 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 self-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 self-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 Wi-Fi and free parking, as well as room amenities such as air conditioning.
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.