Search Motels in Chester from CA $85

    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
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Chester Motels

Colonial Motel And Spa
Colonial Motel features a traditional design with a brick chimney and metal roof.

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1003)
"Always a pleasure to stay at the Colonial"
The price is CA $192
CA $212 total
includes taxes & fees
Aug 10 - Aug 11
Colonial Motel And Spa
The Putney Inn
Welcome to The Putney Inn, a restaurant and motel with a warm and inviting sign.

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1000)
"Very enjoyable stay"
The price is CA $156
CA $172 total
includes taxes & fees
Sep 7 - Sep 8
The Putney Inn
Claremont Motor Lodge
Two single beds with white bedspreads and pillows, a bedside table with a lamp and telephone, and framed artworks adorn this inviting room.

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (368)
"2nd time we have stayed Perfect for overnight and a visit "
The price is CA $158
CA $171 total
includes taxes & fees
Aug 11 - Aug 12
Claremont Motor Lodge
Weathervane Motel
Stroll through the serene garden, featuring a central water feature and a small pond with a fountain, surrounded by a well-manicured lawn and trees.

Weathervane Motel

2.0 star property
6.8 out of 10, (674)
"This property is nice. "
The price is CA $147
CA $162 total
includes taxes & fees
Aug 10 - Aug 11
Weathervane Motel
The Upper Pass Lodge at Magic Mountain
Cozy room with a brick fireplace, dining area, and kitchenette.

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very good, (655)
"Good place "
The price is CA $85
CA $94 total
includes taxes & fees
Sep 7 - Sep 8
The Upper Pass Lodge at Magic Mountain
Mountaineer Inn
Cozy living area with a stone fireplace, comfortable seating, and a bookshelf with plants.

Mountaineer Inn

2.0 star property
8.8 out of 10, Excellent, (496)
"While i met no staff (check-in was automated), the system worked well and I was able to access my room easily. It's a simple stay, but the room was clean, bed was very comfortable and updated (well beyond what you'd expect for a trekking spot) and location is excellent for hiking."
The price is CA $112
CA $130 total
includes taxes & fees
Sep 1 - Sep 2
Mountaineer Inn
Travelodge by Wyndham Brattleboro VT
Welcome to our reception area, where friendly staff are available to assist with your stay. The reception desk offers a computer and telephone for your convenience.

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (687)
"Quiet, comfortable and dog friendly. Pleasant host at check in"
The price is CA $98
CA $107 total
includes taxes & fees
Aug 10 - Aug 11
Travelodge by Wyndham Brattleboro VT
Sleep Woodstock Motel
Cozy living area with a fireplace, comfortable seating, and a staircase leading to an upper level.

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (506)
"Cozy and comfortable stay!"
The price is CA $142
CA $179 total
includes taxes & fees
Aug 18 - Aug 19
Sleep Woodstock Motel
Econo Lodge Brattleboro
Two beds with brown bedding and a headboard featuring a telephone and table.

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (540)
"I felt safe. Room was spacious and clean. "
The price is CA $90
CA $99 total
includes taxes & fees
Aug 14 - Aug 15
Econo Lodge Brattleboro
Royal Inn Claremont
Relax in a cozy space with a comfortable bed, wooden desk, and stylish mirror.

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 CA $137
CA $149 total
includes taxes & fees
Aug 21 - Aug 22
Royal Inn Claremont
Four Winds Country Motel
Cozy room with a fireplace, large window, and comfortable seating area.

Four Winds Country Motel

2.0 star property
8.4 out of 10, Very good, (503)
"Quiet, clean and nice staff. Nicely decorated. Love the pool!"
The price is CA $197
CA $216 total
includes taxes & fees
Aug 10 - Aug 11
Four Winds Country Motel
The Olympia Lodge
Relax in this inviting living room with two comfortable sofas, a wooden coffee table, and a dining area through the arched doorway.

The Olympia Lodge

2.5 star property
9.4 out of 10, Exceptional, (536)
"Very nice atmosphere, owners very pleasant and welcoming"
The price is CA $260
CA $286 total
includes taxes & fees
Aug 11 - Aug 12
The Olympia Lodge
Main and Mountain Bar & Motel
Experience the charm of Main Mountain Bar & Hotel, where a welcoming atmosphere awaits on the balcony with outdoor seating.

Main and Mountain Bar & Motel

2.0 star property
9.6 out of 10, Exceptional, (199)
"Would stay there again!"
The price is CA $230
CA $253 total
includes taxes & fees
Aug 12 - Aug 13
Main and Mountain Bar & Motel
Brittany Motel
Stroll through the serene corridor lined with lush greenery and take in the breathtaking views of the snow-covered landscape.

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (313)
"The location was perfect. "
The price is CA $158
CA $196 total
includes taxes & fees
Aug 10 - Aug 11
Brittany Motel
Aerie Inn of Vermont
Surrounded by a majestic mountain peak and vibrant forest, this serene landscape offers breathtaking views.

Aerie Inn of Vermont

2.0 star property
9.4 out of 10, Exceptional, (161)
"So quaint and staff was super friendly and accommodating! We are looking forward to coming back again! "
The price is CA $181
CA $198 total
includes taxes & fees
Aug 10 - Aug 11
Aerie Inn of Vermont
Chalet 239
Relax in a stylish living space with a chandelier, staircase, and comfortable seating areas.

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 CA $153
CA $169 total
includes taxes & fees
Aug 17 - Aug 18
Chalet 239
Rodeway Inn Bellows Falls
Welcome to the Rodeway Inn lobby, featuring a reception area, seating space, and kitchen area with a fireplace.

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 CA $116
CA $126 total
includes taxes & fees
Sep 6 - Sep 7
Rodeway Inn Bellows Falls
COHO Inn & Motor Lodge
Enjoy meals in this classic dining area with a garden view, featuring a table set for four and comfortable seating.

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 CA $176
CA $289 total
includes taxes & fees
Aug 18 - Aug 19
COHO Inn & Motor Lodge
The Lodge At West River
Relax in this inviting living space with a comfortable sofa, coffee table, and chair.

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
Relax in the hot tub on the deck, surrounded by a beautiful 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
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

Mountaineer Inn

Mountaineer Inn

10/10 Excellent
"I love staying at the Mountaineer. I stay there every time I go to Vermont. The staff is very friendly and welcoming. Parking is very easy good location, central to many restaurants and other amenities. Very nice coffee bar beautiful pool for swimming. great atmosphere. Love the easy check-inprocess. Everything is digital no keys to worry about."
gina 2-night trip
Posted 21 hours ago
Mountaineer Inn