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Find Chester motels from $92

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Chester motels

A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.

1. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very good, (711 reviews)
"Beds and bedding were super comfy but the room itself was rather small and dated."
United States
Lynne
$92 nightly
The price is $101
Nov 18 - Nov 19
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain
A hotel room with two beds, a wooden headboard, bedside lamps, and a window with curtains.

2. Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (600 reviews)
"Very nice stay! The place doesn't look that great from the road, but the room was super comfortable, very clean and spacious. And the staff was very nice. The town of Claremont was a treat: very friendly and community-oriented. We would definitely return to Claremont and the Motor Lodge when we are back in the area."
United States
Marguerite
$106 nightly
The price is $115
Nov 9 - Nov 10
Total with taxes and fees
Claremont Motor Lodge
A modern bedroom with two beds, wooden headboards, a bench, a small table, and a large window with a view of greenery.

3. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (227 reviews)
"Clean, modern, and peaceful."
Canada
Omar
$148 nightly
The price is $161
Oct 19 - Oct 20
Total with taxes and fees
Otherland Hotel
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

4. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,006 reviews)
"The property was clean and well maintained. Enjoyed our stay."
United States
Anita
$83 nightly
The price is $92
Nov 18 - Nov 19
Total with taxes and fees
The Putney Inn
A two-story house with a red exterior and white trim. There are three large windows on the front and a chimney on the right side.

5. COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (79 reviews)
"This may have been one of the best places that I’ve ever seen"
United States
Raedene
$228 nightly
The price is $249
Oct 19 - Oct 20
Total with taxes and fees
COHO Inn & Motor Lodge
A spacious living area with a high ceiling, a wooden staircase, and a built-in kitchen visible through an open door.

6. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.2 out of 10, Wonderful, (438 reviews)
"Pretty landscape all around"
United States
Karen B
$86 nightly
The price is $95
Oct 20 - Oct 21
Total with taxes and fees
Brittany Motel
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

7. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (640 reviews)
"This place was really clean, and had everything we needed. Bonus of being able to park your car in front of the room, settling in was very easy. We visited Bourdon Maple Farm, which was close by."
United States
Kelly
$127 nightly
The price is $140
Oct 20 - Oct 21
Total with taxes and fees
Sleep Woodstock Motel
A mountain with autumn foliage and a bridge in the foreground.

8. Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (199 reviews)
"Just a lovely little Motel, very nice people."
United States
Chris
$127 nightly
The price is $138
Oct 21 - Oct 22
Total with taxes and fees
Aerie Inn of Vermont
A two-story building with a bar and restaurant on the ground floor, a vintage car parked in front, and a sign indicating "Main Mountain".

9. Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (231 reviews)
"Comfortable and clean property. Nicely appointed and well maintained. Great shower, comfy bed. Would stay again. And eat breakfast at the nearby Hatchery!"
United States
David
$264 nightly
The price is $290
Oct 19 - Oct 20
Total with taxes and fees
Main and Mountain Bar & Motel
A hotel room with two beds, a desk, a chair, a mirror, a TV, and a window with curtains.

10. Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (362 reviews)
"My room was immaculate. I was pleasantly surprised with all the amenities, including a refrigerator and microwave. The only thing that I would have liked to have was a robe hook on the bathroom door. Other than that it was perfect !"
United States
Bonita
$110 nightly
The price is $119
Nov 18 - Nov 19
Total with taxes and fees
Royal Inn Claremont
A spacious kitchen with wooden cabinets, a large island, and a dining area with floral tablecloths.

11. Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very good, (575 reviews)
"The staff was friendly and helpful. The rooms were newly renovated with a contemporary tile bathroom and new beds. This was an older motel that has all been redone inside."
United States
Mary Ellen
$108 nightly
The price is $119
Nov 18 - Nov 19
Total with taxes and fees
Four Winds Country Motel
A stone fountain surrounded by rocks, with a house in the background.

12. Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (811 reviews)
"The motel looked a little old, tired, but the room was very clean and spacious, moderately priced, and very close to town. The staff was busy but helped immediately."
United States
Sallie
$119 nightly
The price is $131
Oct 19 - Oct 20
Total with taxes and fees
Weathervane Motel
A cozy living room with two sofas, a coffee table, and a lamp. There is a wooden ceiling with exposed beams and a ceiling fan.

13. The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (619 reviews)
"Had a great stay. Owners extremely friendly and welcoming and the Lodge lobby was cozy and warm for all the guests to hang out in (which they did!) in the evening. The hot sit down breakfast was delicious and large. Can't say enough good things about how comfortable we were staying here. Highly recommend!"
United States
Kenneth
$193 nightly
The price is $213
Oct 30 - Oct 31
Total with taxes and fees
The Olympia Lodge
A reception area with a counter, a computer, and various informational posters on the wall.

14. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (828 reviews)
"Room was in excellent condition , very Clean The vanity and sink on Room was very helpful Parking was a easy View to the mountain was beautiful"
United States
Nicolas
$92 nightly
The price is $101
Nov 2 - Nov 3
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
A cozy living room with a fireplace, a coffee station, and a view of the outside.

15. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.2 out of 10, (98 reviews)
"Value for money. Clean and conveniently located. Friendly staff."
United States
Swaraj
$99 nightly
The price is $109
Nov 1 - Nov 2
Total with taxes and fees
Colonial Motel
A swimming pool area with lounge chairs and a sunbed, surrounded by windows and doors.

16. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (690 reviews)
"I asked him on the front desk if I get a coffee machine but hi said no wen i order online they said breakfast is available but is not the guy in front desk was rude"
United States
Luis
$99 nightly
The price is $109
Nov 17 - Nov 18
Total with taxes and fees
Econo Lodge Brattleboro South
A modern hotel lobby with a wooden herringbone floor, a green wall with 'Chalet 289' signage, a bench with white cushions, and a reception desk with a trash bin and storage baskets.

17. Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (157 reviews)
"We enjoyed staying the night during a road trip - very comfortable with welcoming staff."
United States
Ruth
$146 nightly
The price is $160
Nov 2 - Nov 3
Total with taxes and fees
Chalet 239
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

Colonial Motel

Colonial Motel

10/10 Excellent
"Room wasn’t the cleanest but can tell they’re in the process of renovating. Pet friendly which was amazing and a reasonable price"
Tracy 2-night trip
Posted 1 hour ago
Colonial Motel

Find out more about Chester

Chester Motels information

Number of reviews
7,216
Accommodation
24 Motels
Lowest Price
$92
Highest Price
$290

Frequently asked questions

What are the best Chester motels, based on reviews?
Motel in the Meadow is an excellent choice for travelers looking for a cozy and welcoming stay in Chester, Vermont, boasting a customer review rating of 8.4. This charming motel is set against a picturesque backdrop, providing a serene escape for guests who appreciate nature and comfort. The friendly space and friendly service make it an ideal spot for couples and solo travelers seeking a peaceful retreat.
What is the nightly rate for a motel in Chester?
You can find a great deal from $92 on Chester motels with Expedia. Typically, prices are higher during popular times – like weekends and holidays – while staying midweek is often cheaper. To find the best nightly rates on Chester motels, try to be flexible with travel dates, and sort search results by price from low to high.
Is it better to stay in a Chester motel or hotel?
Motels and Hotels have different perks. When you stay at a motel, you're likely to find free parking and an outdoor pool. Staying overnight at a motel, can be handy when requiring easy road access. You'll often have access to your room from outside, and directly from the parking lot. Hotels generally have room access from inside the building. Motels are also often less expensive than hotels. The word "motel" was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.

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