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Find Chester motels from $68

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Chester motels

A two-story building with a red facade, a balcony on the second floor, and a parking lot in front.

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, (714 reviews)
"Beds and bedding were super comfy but the room itself was rather small and dated."
United States
Lynne
$90 nightly
The price is $99
Nov 16 - Nov 17
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, (610 reviews)
"Room was clean, staff was polite, parking was easy."
United States
Katie
$108 nightly
The price is $117
Nov 8 - Nov 9
Total with taxes and fees
Claremont Motor Lodge
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

3. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,001 reviews)
"Great location and wonderful staff! I love staying here every year!"
United States
Kristen
$81 nightly
The price is $89
Dec 6 - Dec 7
Total with taxes and fees
The Putney Inn
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

4. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (651 reviews)
"Property was clean, staff was available to trouble shoot, amenities room was great!"
United States
Alfred
$130 nightly
The price is $143
Nov 12 - Nov 13
Total with taxes and fees
Sleep Woodstock Motel
A modern outdoor lounge area with two lounge chairs and a wooden deck.

5. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (234 reviews)
"Love the Nordik style accommodations and very comfortable bed!"
United States
Debi
$164 nightly
The price is $179
Nov 8 - Nov 9
Total with taxes and fees
Otherland Hotel
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, (455 reviews)
"It was a great stay"
United States
Keith
$86 nightly
The price is $95
Nov 9 - Nov 10
Total with taxes and fees
Brittany Motel
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.

7. COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (79 reviews)
"Quiet and peaceful."
United States
James
$198 nightly
The price is $216
Nov 30 - Dec 1
Total with taxes and fees
COHO Inn & Motor Lodge
A reception area with a counter, a computer, and various informational posters on the wall.

8. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (843 reviews)
"If you are looking for a clean place to rest your head for the night this place is it!"
United States
Cara
$62 nightly
The price is $68
Nov 8 - Nov 9
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
A cozy cabin interior with a fireplace, wooden walls, a checkered chair, and a large window allowing natural light.

9. Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very good, (580 reviews)
"Room was clean. Perfect for the one night we stayed."
United States
Diane
$102 nightly
The price is $112
Dec 6 - Dec 7
Total with taxes and fees
Four Winds Country Motel
An air conditioner with a control panel displaying temperature settings.

10. Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (364 reviews)
"It's ok for a pit stop. Overall clean. The floors were not level so we learned to adjust walking in there, not that The bed were"
United States
Victor
$110 nightly
The price is $119
Dec 6 - Dec 7
Total with taxes and fees
Royal Inn Claremont
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".

11. Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
3.5 star property
Ludlow
9.6 out of 10, Exceptional, (235 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
$291 nightly
The price is $320
Nov 16 - Nov 17
Total with taxes and fees
Main and Mountain Bar & Motel
A cozy living room with a fireplace, a coffee station, and a view of the outside.

12. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.4 out of 10, (114 reviews)
"Value for money. Clean and conveniently located. Friendly staff."
United States
Swaraj
$95 nightly
The price is $105
Nov 8 - Nov 9
Total with taxes and fees
Colonial 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, (628 reviews)
"Cute family run lodge with excellent made to order breakfast."
United States
Ivy
$195 nightly
The price is $215
Dec 1 - Dec 2
Total with taxes and fees
The Olympia Lodge
A stone fountain surrounded by rocks, with a house in the background.

14. Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (814 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
$106 nightly
The price is $117
Dec 6 - Dec 7
Total with taxes and fees
Weathervane Motel
A swimming pool area with lounge chairs and a sunbed, surrounded by windows and doors.

15. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (698 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
Dec 6 - Dec 7
Total with taxes and fees
Econo Lodge Brattleboro South
A wooden deck with a bench and an umbrella, leading to a dark-colored building with a door and windows.

16. Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (159 reviews)
"We enjoyed staying the night during a road trip - very comfortable with welcoming staff."
United States
Ruth
$157 nightly
The price is $173
Nov 11 - Nov 12
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

The Manchester View

The Manchester View

10/10 Excellent
"The staff member who welcomed us was kind, explaining areas to visit and pointing out parts of town. I appreciated the daily check-in’s. Rooms were clean and spacious. Parking was ideal, being able to be right in front of the room. Will definitely stay again!"
Kerri 3-night trip
Posted 13 hours ago
The Manchester View

Find out more about Chester

Chester Motels information

Number of reviews
1,550
Accommodation
24 Motels
Lowest Price
$68
Highest Price
$320

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 $68 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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