A covered wooden bridge over a river, surrounded by rocky terrain and greenery.

Find Chester motels from $92

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Chester motels

Restaurant

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, (704 reviews)
"Very nice staff easy access to everything good for dogs clean pool"
United States
Terry
$83 nightly
The price is $92
Oct 4 - Oct 5
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Premium bedding, in-room safe, iron/ironing board, WiFi (free)

2. Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (577 reviews)
"- well equipped room: microwave, tv, coffee machine, fridge, AC, towels - very clean and neat - comfortable bed, sofa, and chairs - quiet - pleasant and helpful staff"
United States
EDWARD S
$120 nightly
The price is $130
Sep 6 - Sep 7
Total with taxes and fees
Claremont Motor Lodge
Front of property - evening/night

3. Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (228 reviews)
"We really liked our stay. It was clean, quiet and safe. Comfy bed and very nice and clean bathroom. Very homey feel. Everyone was very helpful and friendly. Would certainly stay there again."
United States
Paull
$174 nightly
The price is $191
Sep 9 - Sep 10
Total with taxes and fees
Main and Mountain Bar & Motel
Standard Room, 2 Double Beds | Desk, blackout drapes, iron/ironing board, WiFi (free)

4. Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (352 reviews)
"I like it was clean bathroom was new."
United States
Eva
$111 nightly
The price is $121
Sep 8 - Sep 9
Total with taxes and fees
Royal Inn Claremont
Luxury Room, 2 Double Beds (Room 19) | Premium bedding, memory foam beds, desk, laptop workspace

5. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (217 reviews)
"Clean, modern, and peaceful."
Canada
Omar
$192 nightly
The price is $210
Sep 7 - Sep 8
Total with taxes and fees
Otherland Hotel
Deluxe Suite | Private kitchen | Coffee/tea maker, mini-fridge, microwave, freezer

6. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (608 reviews)
"Centrally located to waterfalls we went to Had everything we needed"
United States
John
$95 nightly
The price is $105
Sep 7 - Sep 8
Total with taxes and fees
Sleep Woodstock Motel
Mountain view

7. Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (188 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
$132 nightly
The price is $144
Sep 6 - Sep 7
Total with taxes and fees
Aerie Inn of Vermont
Exterior

8. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,001 reviews)
"Clean room, staff, breakfast, and parking were great!"
United States
JANE
$105 nightly
The price is $116
Sep 17 - Sep 18
Total with taxes and fees
The Putney Inn
Signature Suite, Kitchen, Mountain View | Living area | 42-inch TV with cable channels

9. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (415 reviews)
"Quiet and comfortable."
United States
Claire
$86 nightly
The price is $95
Sep 15 - Sep 16
Total with taxes and fees
Brittany Motel
Interior

10. The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (603 reviews)
"amazing breakfast!"
United States
Matheus
$199 nightly
The price is $219
Sep 6 - Sep 7
Total with taxes and fees
The Olympia Lodge
Free continental breakfast on weekends

11. Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very Good, (559 reviews)
"The room was really nice. It has just been remodeled."
United States
Anthony
$124 nightly
The price is $136
Sep 14 - Sep 15
Total with taxes and fees
Four Winds Country Motel
Lobby

12. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.8 out of 10, (48 reviews)
"Clean room ez checkin, coffee at breakfast good!"
United States
James
$84 nightly
The price is $93
Sep 6 - Sep 7
Total with taxes and fees
Colonial Motel
Lobby sitting area

13. Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (143 reviews)
"Perfect boutique stay"
United States
Michelle
$133 nightly
The price is $146
Sep 9 - Sep 10
Total with taxes and fees
Chalet 239
Fountain

14. Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (800 reviews)
"Good location."
United States
cody
$119 nightly
The price is $131
Sep 6 - Sep 7
Total with taxes and fees
Weathervane Motel
Reception

15. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (801 reviews)
"Good for a one-night stay. The room was comfortable enough for a quick stop while traveling. A big bonus is that they are very dog friendly, which made things much easier since we were traveling with our dogs. I would stay again if I needed a convenient place for the night."
United States
Jessica
$84 nightly
The price is $92
Sep 8 - Sep 9
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
Seasonal outdoor pool

16. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (680 reviews)
"I was given a key to an occupied room first, then moved to a room that a smoker used, and lastly a musty room that I used. It did have A/C and windows to the parking lot. There is a swimming pool in the center available for tenants."
United States
David
$99 nightly
The price is $109
Oct 4 - Oct 5
Total with taxes and fees
Econo Lodge Brattleboro South
Front of property

17. COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (76 reviews)
"Clean comfy rooms, amazing breakfast, friendly attentive staff, easy drive to Magic Mountain."
United States
Christopher
$178 nightly
The price is $194
Sep 8 - Sep 9
Total with taxes and fees
COHO Inn & Motor Lodge
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.
View all properties
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 Manchester View

The Manchester View

10/10 Excellent
"The room was beautiful and clean with a great view. The breakfast was delicious and plentiful. I highly recommend the place."
Jannette 1-night trip
Posted 16 hours ago
The Manchester View

Find out more about Chester

Chester Motels information

Number of reviews
5,425
Accommodation
24 Motels
Lowest Price
$92
Highest Price
$219

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.

Explore a world of travel with Expedia