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Compare 22 Motels in Chester with updated reviews, rates, and availability.

Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1003)
"The staff are nice "
The price is AED 324
AED 356 total
includes taxes & fees
28 Nov - 29 Nov
Colonial Motel And Spa
The Putney Inn
Front of property

The Putney Inn

2.5 star property
8.2 out of 10, Very Good, (1014)
"Peaceful "
The price is AED 343
AED 374 total
includes taxes & fees
26 Nov - 27 Nov
The Putney Inn
Sleep Woodstock Motel
Exterior

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (422)
"This quaint little motel was a motel that went above and beyond for its guests. If you needed anything it can be done via a phone call which can unlock the office door for you to grab anything you needed. The staff when here were friendly and helpful. The rooms are small with just enough space but the rooms are worth staying in. They are clean and look brand new with a touch of art. We loved everything about this place and will stay again when we come back. "
The price is AED 423
AED 465 total
includes taxes & fees
26 Nov - 27 Nov
Sleep Woodstock Motel
Claremont Motor Lodge
Room

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (287)
"Nice, well equipped rooms. Clean and comfortable. "
The price is AED 404
AED 438 total
includes taxes & fees
26 Nov - 27 Nov
Claremont Motor Lodge
Four Winds Country Motel
Garden

Four Winds Country Motel

2.0 star property
8.4 out of 10, Very Good, (474)
"This property is located relatively close to the center of Manchester and is exceptionally clean, comfortable, safe and quiet. Moreover, it is one of the most affordable overnight stays in the area. I highly recommend! "
The price is AED 400
AED 440 total
includes taxes & fees
26 Nov - 27 Nov
Four Winds Country Motel
Brittany Motel
Front of property

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (257)
"People were friendly and helpful Staff and other guests"
The price is AED 382
AED 420 total
includes taxes & fees
3 Dec - 4 Dec
Brittany Motel
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
9.2 out of 10, Wonderful, (349)
"Nice quiet getaway about 30 min from Stratton. We went off season to see the leaves in October so a lot of stores and restaurants were closed, but what is open nearby is delicious. The place is a standard motel, room was clean, coffee maker in the dining area, several lounge spaces, pool table, and a fire pit. Nice ski decor. Sauna, hot tub, and pool spaces were closed. Check in/check out super easy. Easy to reach staff, I’d return next time I plan on coming up here. "
Mountaineer Inn
Weathervane Motel
Property entrance

Weathervane Motel

2.0 star property
6.8 out of 10, (596)
"The Weathervane is a unique comfortable place. I would go back."
The price is AED 393
AED 433 total
includes taxes & fees
9 Dec - 10 Dec
Weathervane Motel
Royal Inn Claremont
Room

Royal Inn Claremont

2.0 star property
6.6 out of 10, (293)
"Nice little spot for a one or two night stay. "
The price is AED 404
AED 438 total
includes taxes & fees
26 Nov - 27 Nov
Royal Inn Claremont
Econo Lodge Brattleboro
Exterior

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (515)
"Hotel is slowly being remodeled. The important parts of the room, the bathroom the beds, and the refrigerator and microwave were very good. Other things like the doors, the chairs, the rug, were bad. If you’re just looking for a place to sleep for a few hours it’s fine. "
The price is AED 298
AED 327 total
includes taxes & fees
26 Nov - 27 Nov
Econo Lodge Brattleboro
The Upper Pass Lodge at Magic Mountain
Aerial view

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very Good, (604)
"N/a"
The price is AED 302
AED 332 total
includes taxes & fees
27 Nov - 28 Nov
The Upper Pass Lodge at Magic Mountain
Travelodge by Wyndham Brattleboro VT
Exterior

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (660)
"Clean"
The price is AED 301
AED 331 total
includes taxes & fees
28 Nov - 29 Nov
Travelodge by Wyndham Brattleboro VT
The Olympia Lodge
Pool

The Olympia Lodge

2.5 star property
9.4 out of 10, Exceptional, (504)
"I recently had the pleasure of staying at this most charming lodge, and it exceeded all my expectations! The moment I arrived, I was greeted by the warm and welcoming staff, who went above and beyond to ensure my stay was perfect. Their genuine hospitality truly made me feel like part of the family. The lodge itself is nestled in a stunning location with breathtaking views all around. Every morning, I woke up to the sight of rolling hills and serene landscapes that felt like something out of a...
The price is AED 621
AED 683 total
includes taxes & fees
26 Nov - 27 Nov
The Olympia Lodge
Aerie Inn of Vermont
Room

Aerie Inn of Vermont

2.0 star property
9.4 out of 10, Exceptional, (154)
"Great place for a quiet get-away. Beautiful mountain backdrop. Would definitely book again. "
Aerie Inn of Vermont
Chalet 239
Room

Chalet 239

2.0 star property
9.6 out of 10, Exceptional, (47)
"First time up in many years , excellent value and very clean!"
The price is AED 589
AED 648 total
includes taxes & fees
9 Dec - 10 Dec
Chalet 239
Rodeway Inn
Exterior

Rodeway Inn

2.0 star property
6.2 out of 10, (265)
"It was a clean, safe motel, a great value. I have no complaints. Nearby Bellow Falls is only 4-5 miles away with several restaurant options. It served my needs well. Friendly staff."
The price is AED 364
AED 396 total
includes taxes & fees
26 Nov - 27 Nov
Rodeway Inn
COHO Inn & Motor Lodge
Exterior

COHO Inn & Motor Lodge

9.8 out of 10, Exceptional, (10)
"We only had a short stay at COHO but found the place to be just what we needed to relax and recharge. The owners were very friendly and they served a nice breakfast. We’d stay again. "
The price is AED 444
AED 683 total
includes taxes & fees
27 Nov - 28 Nov
COHO Inn & Motor Lodge
Rest - a Modern Motel
Aerial view

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
Motel in the Meadow
Exterior

Motel in the Meadow

2.5 star property
8.4 out of 10, Very Good, (71)
"Cute little motel. Basic but has what you need. Yummy muffins for breakfast too."
Motel in the Meadow
Val Roc Inn
Property entrance

Val Roc Inn

2.0 star property
Val Roc Inn
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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Other property types in Chester

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (39)
"Everything was wonderful. Easy in and out. Near to almost everything. Beautiful area. I left my keys by mistake and they were wonderful in getting them back to me. I would stay there again. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor spa tub

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (196)
"It was a wonderful little cabin that was clean and decorated comfortably. It had everything we needed. The hot tub was delightful! "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool
Located in the Okemo Mt. Community, a mile to the base lodge

Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool

9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool
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.

Frequently asked questions

What can I expect from a motel trip to Chester?
Because you’ll save on your room price, you can make the most of what Chester has to offer. Not-to-be-missed sights include Okemo Mountain Resort and Stratton Mountain Resort in the area.
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. The Putney Inn: Central Chester is 21 mi (33.8 km) away. A 24-hour front desk along with freebies like breakfast, WiFi, and 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 relaxing, quaint area, check out the ski slopes. Visitors like Chester for its shops, coffeehouses, and restaurants. Must-see places in and around Chester include Okemo Mountain Resort and Stratton Mountain Resort. Some outdoorsy places nearby include Lowell Lake State Park, Jamaica State Park, and Lake Rescue. Attractions the whole family can enjoy include DaVallia Art & Accents and Bonnie’s Bundles Dolls.
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.