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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sep - 14 Sep
In two months
10 Oct - 12 Oct

Motels in Chester

FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (766)
"Close to our target event a plus"
The price is AED 261
AED 292 total
includes taxes & fees
25 Aug - 26 Aug
FairBridge Inn Express
Riverdale Inn
Exterior

Riverdale Inn

2.0 star property
5.8 out of 10, (999)
"Close to shopping area, nice to stay and services. "
The price is AED 293
AED 335 total
includes taxes & fees
13 Aug - 14 Aug
Riverdale Inn
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (782)
"My stay was perfect. I can't wait to stay there again. "
The price is AED 290
AED 324 total
includes taxes & fees
1 Sep - 2 Sep
Howard Johnson by Wyndham Lenox
Berkshire Inn
1 bedroom, desk, iron/ironing board, free WiFi

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (793)
"good location....easy access to highlight destinations and downtown"
The price is AED 342
AED 382 total
includes taxes & fees
13 Aug - 14 Aug
Berkshire Inn
River Valley Inn
Basic Studio, 1 King Bed | 1 bedroom, desk, laptop workspace, free WiFi

River Valley Inn

2.0 star property
8.6 out of 10, Excellent, (37)
"Great quiet motel. "
The price is AED 474
AED 529 total
includes taxes & fees
13 Aug - 14 Aug
River Valley Inn
Econo Lodge Lee - Great Barrington
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (622)
"It was lovely!"
The price is AED 234
AED 262 total
includes taxes & fees
25 Aug - 26 Aug
Econo Lodge Lee - Great Barrington
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (736)
"Helpful, friendly staff. Clean, convenient, quiet."
Monument Mountain Motel
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (537)
"Excellent location, friendly service, clean, comfortable room."
The price is AED 275
AED 308 total
includes taxes & fees
1 Sep - 2 Sep
Travelodge by Wyndham Great Barrington Berkshires
The Little Lion
Pet-friendly

The Little Lion

3.0 star property
8.6 out of 10, Excellent, (527)
"Comfy, quiet, and clean "
The price is AED 547
AED 611 total
includes taxes & fees
1 Sep - 2 Sep
The Little Lion
Pleasant Valley Motel West Stockbridge
Garden view

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (992)
"Clean and convenient. Great value."
The price is AED 255
AED 280 total
includes taxes & fees
17 Aug - 18 Aug
Pleasant Valley Motel West Stockbridge
Wagon Wheel Inn
Property grounds

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (617)
"Convenient location for my trip"
The price is AED 253
AED 283 total
includes taxes & fees
17 Aug - 18 Aug
Wagon Wheel Inn
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (400)
"No frills but it was a great stay!"
The price is AED 400
AED 447 total
includes taxes & fees
25 Aug - 26 Aug
Sunset Inn
East Rock Inn
Premium Apartment | Private kitchen | Electric kettle

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (29)
"Quit eat and comfortable "
The price is AED 522
AED 583 total
includes taxes & fees
1 Sep - 2 Sep
East Rock Inn
Becket Motel
Front of property

Becket Motel

2.5 star property
6.6 out of 10, (58)
"Comfortable stay "
The price is AED 331
AED 492 total
includes taxes & fees
20 Aug - 21 Aug
Becket Motel
Express Inn
Exterior

Express Inn

2.0 star property
2.0 out of 10, (1)
"Gross, gross, gross. "
Express Inn
Elm Motel
Reception

Elm Motel

2.0 star property
7.2 out of 10, Good, (123)
"Very clean, lacking bathroom and bathroom storage. Good price."
The price is AED 327
AED 365 total
includes taxes & fees
31 Aug - 1 Sep
Elm Motel
Heart of the Berkshires
Economy Cabin | 1 bedroom, premium bedding, individually decorated, free WiFi

Heart of the Berkshires

7.0 out of 10, Good, (8)
"Was great comfy quiet "
Heart of the Berkshires
Lantern House Motel
Gazebo

Lantern House Motel

2.5 star property
8.2 out of 10, Very Good, (455)
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should open the windows. How about I decide that? The room was musty-smelling, and everything was very dated and just didn't feel very clean. There are better options in Great Barrington. This is a place to...
Lantern House Motel
Red Carpet Inn West Springfield
Iron/ironing board, free WiFi

Red Carpet Inn West Springfield

2.0 star property
6.8 out of 10, (207)
"Did not like it bad experience"
Red Carpet Inn West Springfield
The Weathervane Motel
Property grounds

The Weathervane Motel

2.0 star property
7.2 out of 10, Good, (128)
"Booked a king bed but when I got there they told me no cable in that room. They gave me a room with a double bed that were on top of being small were very uncomfortable plus so much dust in air conditioner my allergies were affected plus it stunk couldn’t stay had to repack and go drive around and find a clean hotel plus staff never used a mask or gloves when I went back next day because I forgot my meds in drawer He told me he already cleaned room and there was nothing in the room I walked past...
The Weathervane 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.
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Top Chester Hotel Reviews

Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

10/10 Excellent
"Very clean, internet access, and bed comfort."
Bryan 2-night trip
Posted 6 hours ago
Quality Inn & Suites Northampton - Amherst

Frequently asked questions

What can I expect from a motel trip to Chester?
If you're having a hard time finding motels in Chester, let Expedia help you find a motel or something similar from over 835 lodging options in the larger area. Just use our search tools to filter by price per night or cost-saving amenities such as free parking and free airport transportation.
What is a motel?
When you stay at a motel, you'll often find an outdoor pool and free parking. With a stay at a motel, you'll usually access your room directly from the parking lot. Starting in the early 1950s, customized neon signs often lit up the roadside motels, and you can see these today along the historic U.S. Route 66.
What are the best motels in Chester?
These are some of our customers' favorite motels to book in the larger area. FairBridge Inn Express is located 17.4 mi (28 km) from the heart of Chester. Enjoy access to the business center, and freebies including WiFi and parking. Riverdale Inn: Free WiFi and free parking are available during your stay, along with room amenities like air conditioning. Central Chester is 20.2 mi (32.5 km) away. Howard Johnson by Wyndham Lenox: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Located 17 mi (27.3 km) from the heart of Chester. River Valley Inn: Central Chester is 18.6 mi (29.9 km) away. Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Berkshire Inn: 18.4 mi (29.6 km) from the heart of Chester. Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking.
What can I do in Chester?
Some outdoorsy places nearby include Glendale Falls, Pyramid Lake, and Skyline Trail. You'll find these family-friendly sights in the area: The Bookstore, Congregation Beth Israel, and Bousquet Ski Area. While you're checking out the area, consider visiting Chester Town Hall, Blandford Ski Area, and Jacob's Pillow.
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 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Chester are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.
What are my options for getting around Chester when staying in a motel?
We've gathered some information about getting around Chester to help you navigate your stay: Fly into Westfield, MA (BAF-Barnes Municipal), which is located 15.4 mi (24.7 km) from the city center. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 18.9 mi (30.4 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.