Accommodations in Chester (Page 4)

Enjoy your stay and find the best accommodations in Chester at affordable prices

Searching for an accommodation in Chester (Massachusetts)? You will find a various number of lodgings for your overnight stay in Chester, starting from $45 per bed and night. Whether you are looking for a hotel, a guesthouse or an apartment, you will find an accommodation that meets your needs.

Accommodations in Chester and region (40 miles)

Old Mill Inn

Inn in Hatfield near Chester, Massachusetts , 87 School Street

Set in a converted mill dating from 1870, this unique boutique Inn sits on the banks of the Mill River, 5 miles from downtown Northampton.

Parking
Bar
Family rooms

Superb 209 Reviews 9.4

from $234.82 Show details »

Best Western Plus Berkshire Hills Inn &...

Hotel in Pittsfield near Chester, Massachusetts , 1350 West Housatonic Street

Located off Route 20, this Pittsfield hotel is 3.6 miles from Lichtenstein Center for the Arts.

Parking
Fitness centre
Family rooms
Tea/Coffee maker
Shower

Good 264 Reviews 7.9

from $159.08 Show details »

Riverdale Inn

Hotel in Springfield near Chester, Massachusetts , 1500 Riverdale Street

This hotel offers breakfast and free cable TV to guests.

Parking
Family rooms
Bath
Air conditioning
Hairdryer

Disappointing 324 Reviews 4.6

from $89.00 Show details »

Shaker Mill Inn

B&B in West Stockbridge near Chester, Massachusetts , 2 Oak Street

Set 6.3 km from Tanglewood Musical Center in West Stockbridge, Shaker Mill Inn offers accommodation with air conditioning and free WiFi.

Parking
Pets allowed
Breakfast in the room

Superb 85 Reviews 9.3

from $239.00 Show details »

Red Roof Inn PLUS+ West Springfield

Hotel in Springfield near Chester, Massachusetts , 1254 Riverdale Street

Located just 1 mile off Interstate 91, this hotel features free Wi-Fi access.

Parking
Pets allowed

Pleasant 587 Reviews 6.8

from $87.30 Show details »

Quality Inn

Hotel in Great Barrington near Chester, Massachusetts , 372 Main Street

Enjoy a convenient and affordable place to stay at our Quality Inn® hotel in the quaint town of Great Barrington, MA.

Parking
Family rooms

Good 487 Reviews 7.9

from $101.15 Show details »

Residence Inn by Marriott West Springfie...

Hotel in West Springfield near Chester, Massachusetts , 64 Border Way

This all-suite hotel in West Springfield is a 10-minute drive to the MassMutual Center, a multi-purpose arena.

Parking
Pets allowed
Fitness centre
Family rooms
Indoor pool

Very good 87 Reviews 8.1

from $149.00 Show details »

Quality Inn

Hotel in West Springfield near Chester, Massachusetts , 1150 Riverdale Street

The Quality Inn hotel is conveniently located on Interstate 91, with easy access to the Massachusetts Turnpike (Interstate 90) and all the Pioneer Val...

Parking
Pets allowed
Fitness centre
Outdoor pool
Swimming pool

Pleasant 662 Reviews 6.7

from $118.15 Show details »

Clarion Hotel Aqua Lagoon Waterpark

Hotel in West Springfield near Chester, Massachusetts , 1080 Riverdale Street

This West Springfield Clarion Hotel is located just off Interstate 91 and one mile from the Connecticut River bank.

Parking
Fitness centre
Indoor pool
Swimming pool
Tea/Coffee maker

Disappointing 109 Reviews 4.4

from $67.00 Show details »

Wainwright Inn

B&B in Great Barrington near Chester, Massachusetts , 518 Main Street

Situated 15 km from Norman Rockwell Museum, Wainwright Inn features accommodation with a garden, a terrace and a 24-hour front desk for your convenien...

Parking
Family rooms
Kid meals
Tea/Coffee maker
Shower

Superb 69 Reviews 9.3

from $240.35 Show details »

Comfort Inn & Suites West Springfield

Hotel in West Springfield near Chester, Massachusetts , 106 Capital Drive

The Comfort Inn & Suites hotel is near the Naismith Memorial Basketball Hall of Fame, Eastern States Exposition (The Big E) and Bright Nights at Fores...

Parking
Indoor pool
Swimming pool
Swimming Pool
Shower

Good 303 Reviews 7.2

from $113.24 Show details »

Hampton Inn West Springfield

Hotel in West Springfield near Chester, Massachusetts , 1011 Riverdale Street

The MassMutual Convention Center is 4 miles from this hotel in West Springfield.

Parking
Pets allowed
Fitness centre
Family rooms
Outdoor pool

Good 211 Reviews 7.5

from $138.07 Show details »

Daniel Stebbins B and B

B&B in South Hadley near Chester, Massachusetts , 25 Woodbridge Street

Located in South Hadley, 15 km from Amherst College and 24 km from Eastern States Exposition Center, Daniel Stebbins B and B provides accommodation wi...

Parking
Family rooms
Breakfast in the room

Superb 33 Reviews 9.3

from $270.25 Show details »

Courtyard by Marriott West Springfield

Hotel in West Springfield near Chester, Massachusetts , 885 Riverdale Street

Situated in West Springfield, 6 km from Eastern States Exposition Center, Courtyard by Marriott West Springfield features rooms with air conditioning.

Air conditioning

Very good 85 Reviews 8.3

from $157.82 Show details »

Knights Inn Hadley

Motel in Hadley near Chester, Massachusetts , 208 Russell Street

Amherst Amtrak and the University of Massachusetts are a 10-minute drive from this motel.

Parking
Pets allowed
Family rooms
Outdoor pool
Swimming pool

Okay 48 Reviews 6.0

from $119.99 Show details »

Lakefront Berkshires Retreat with Deck,...

Holiday home in Great Barrington near Chester, Massachusetts

Offering lake views, Lakefront Berkshires Retreat with Deck, Dock and Boat! is an accommodation set in Great Barrington, 8.3 km from Norman Rockwell M...

Parking
Pets allowed
Internet facilities
Hairdryer
Iron

Good 4 Reviews 7.7

from $329.00 Show details »

Candlewood Suites-West Springfield, an I...

Hotel in West Springfield near Chester, Massachusetts , 572 Riverdale Street

Located 1 mile off Interstate 91, this West Springfield, Massachusetts hotel boasts an indoor pool and hot tub, as well as free Wi-Fi access.

Parking
Pets allowed
Fitness centre
Family rooms

Good 211 Reviews 7.8

from $153.00 Show details »

Tentrr Signature Site - Great Barrington...

Luxury tent in Great Barrington near Chester, Massachusetts

Tentrr Signature Site - Great Barrington Campsite - with Goats and Pool! is situated in Great Barrington, 16 km from Norman Rockwell Museum, 23 km fro...

Parking
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $129.00 Show details »

Best Western Springfield West Inn

Hotel in West Springfield near Chester, Massachusetts , 429 Riverdale Street

Featuring an outdoor swimming pool, Best Western Springfield West is located in West Springfield.

Parking
Refrigerator
Free toiletries
Cable channels
Toilet paper

Good 530 Reviews 7.3

from $117.86 Show details »

Tru By Hilton Chicopee Springfield

Hotel in Chicopee near Chester, Massachusetts , 440 Memorial Drive

Just off Interstate 90, this hotel is located adjacent to Chicopee Marketplace.

Parking
Bar
Fitness centre
Swimming pool
Swimming Pool

Very good 324 Reviews 8.3

from $176.48 Show details »

Hampton Inn Chicopee - Springfield

Hotel in Chicopee near Chester, Massachusetts , 600 Memorial Drive

This Chicopee hotel offers spacious rooms with free Wi-Fi and a flat-screen TV.

Parking
Fitness centre
Family rooms
Tea/Coffee maker
Bath

Very good 206 Reviews 8.3

from $142.22 Show details »

Residence Inn by Marriott Springfield Ch...

Hotel in Chicopee near Chester, Massachusetts , 500 Memorial Drive

Located off of the Massachusetts Turnpike (Interstate 90), this Marriott hotel in Chicopee is within 10 minutes’ drive of both Springfield and Holyo...

Parking
Pets allowed
Fitness centre
Indoor pool
Swimming pool

Fabulous 85 Reviews 8.9

from $200.10 Show details »

Quality Inn Chicopee-Springfield

Hotel in Chicopee near Chester, Massachusetts , 463 Memorial Drive

The Quality Inn hotel is convenient to the largest United States Air Force reserve base in the United States, Westover Air Reserve Base.

Parking
Pets allowed
Fitness centre
Shower
Bath

Pleasant 276 Reviews 6.2

from $59.00 Show details »

Bright Springfield Apartment with 2 Balc...

Apartment in Springfield near Chester, Massachusetts

Bright Springfield Apartment with 2 Balconies! is located in Springfield, 6 km from The Big E, 38 km from Amherst College, as well as 42 km from Winto...

Parking

Superb 3 Reviews 9.3

from $259.67 Show details »

Cozy Springfield Apartment, Close to Par...

Apartment in Springfield near Chester, Massachusetts

Cozy Springfield Apartment, Close to Parks! is set in Springfield, 6 km from The Big E, 38 km from Amherst College, and 42 km from Wintonbury Hills Go...

Parking

no reviews

from $277.67 Show details »

Number of Accommodations in Chester	201
Average price per night	$146.79
Lowest price per night	$45.00
Highest price per night	$995.00

Most popular accommodations in Chester

The most popular accommodations in Chester based on average guest rating (Top 10).

Cheapest accommodations in Chester

The cheapest accommodations in Chester based on room rate per night (Top 10).

Most booked accommodations in Chester

The most booked accommodations in Chester based on popularity with guests (Top 10).

Sleep & Travel in Chester (Massachusetts)

Getting the best travel and overnight stay experience requires careful planning and attention to detail. Start by researching your destination and choosing the right accommodations for your needs and budget. Consider factors such as location, amenities, and reviews from other travelers. To make the most of your trip, take the time to explore Chester and immerse yourself in the local culture. This might include trying new foods, visiting historic sites, or attending cultural events.

When booking your accommodation in Chester, be sure to communicate any special requests or preferences you may have, such as a specific room type or dietary restrictions. This will help ensure that your stay is comfortable and enjoyable. Also don't forget to pack wisely and bring along any necessary travel essentials, such as comfortable shoes, sunscreen, and a camera to capture all of your memories. With careful planning and a spirit of adventure, you can have an unforgettable travel and overnight stay experience.

How to find the best accommodation in Chester

To find the perfect place to stay in Chester, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

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