Find 2 Star Hotels in Chester, MA from $74

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Chester 2 Star Hotels

Our top choices for Chester 2-star hotels

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,014 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
$93 nightly
The price is $103
Mar 18 - Mar 19
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,010 reviews)
"Friendly clean accommodation were just what we needed. "
United States
Carrie
$106 nightly
The price is $120
Mar 22 - Mar 23
Total with taxes and fees
Tru by Hilton Chicopee Springfield

Quality Inn West Springfield

Quality Inn West Springfield
2.5 star property
West Springfield
7.0 out of 10, Good, (1,010 reviews)
"Great place, excellent breakfast, nice pool."
United States
Sonja
$83 nightly
The price is $95
Mar 17 - Mar 18
Total with taxes and fees
Quality Inn West Springfield

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (743 reviews)
"Great property, very accommodating. "
United States
Shanice
$107 nightly
The price is $120
Mar 15 - Mar 16
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Baldwin Inn & Suites, SureStay Collection by Best Western

Baldwin Inn & Suites, SureStay Collection by Best Western
2.5 star property
West Springfield
7.8 out of 10, Good, (127 reviews)
"Clean room and very spacious, staff was friendly, i would only add a small dinning table to the room. "
United States
Tomarie
$87 nightly
The price is $100
Mar 11 - Mar 12
Total with taxes and fees
Baldwin Inn & Suites, SureStay Collection by Best Western

Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield
2.5 star property
West Springfield
6.8 out of 10, (1,003 reviews)
"What made this motel great was the desk clerk’s. Professional all the way and they couldn’t have bee better. "
United States
Mike
$77 nightly
The price is $89
Mar 15 - Mar 16
Total with taxes and fees
Red Roof Inn PLUS+ West Springfield

Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1,002 reviews)
"The room was great and jose at the front desk was very kind amd helpful and at the breakfast department he was great."
United States
LUIS
$88 nightly
The price is $101
Mar 11 - Mar 12
Total with taxes and fees
Best Western Springfield West Inn

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"Very friendly and good Breakfast."
United States
Jesse
$112 nightly
The price is $125
Mar 11 - Mar 12
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.4 out of 10, Very Good, (118 reviews)
"Friendly staff, really nice room, quiet. I really enjoyed my stay."
United States
Desiree
$100 nightly
The price is $112
Mar 11 - Mar 12
Total with taxes and fees
River Valley Inn

Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel
2.5 star property
West Springfield
9.6 out of 10, Exceptional, (159 reviews)
"Exceptionally clean, loved the massage chair and free shampoo .. the beds were so comfy!"
United States
Jackie
$118 nightly
The price is $135
Mar 31 - Apr 1
Total with taxes and fees
Blue – A Modern Hotel, an Ascend Collection Hotel

Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst
2.5 star property
Northampton
7.2 out of 10, Good, (1,006 reviews)
"Staff was great and the room was well appointed and clean. "
United States
Stephanie
$101 nightly
The price is $113
Mar 22 - Mar 23
Total with taxes and fees
Quality Inn & Suites Northampton - Amherst

Riverdale Inn

Riverdale Inn
2.0 star property
West Springfield
5.8 out of 10, (999 reviews)
"Great people and wonderful room!!"
United States
Jeffrey
$69 nightly
The price is $80
Mar 23 - Mar 24
Total with taxes and fees
Riverdale Inn

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,004 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
$83 nightly
The price is $93
Mar 28 - Mar 29
Total with taxes and fees
Quality Inn Lee - Lenox South

Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
Hadley
9.0 out of 10, Wonderful, (976 reviews)
"Best hotel in the area, hands down"
United States
alexander
$136 nightly
The price is $152
Mar 25 - Mar 26
Total with taxes and fees
Hampton Inn Hadley-Amherst Area

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (846 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
$80 nightly
The price is $90
Apr 1 - Apr 2
Total with taxes and fees
Berkshire Inn

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Great stay, great breakfast"
United States
Peter
$111 nightly
The price is $124
Mar 22 - Mar 23
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (829 reviews)
"The room was clean, and the staff was friendly and helpful. "
United States
Damien
$67 nightly
The price is $74
Mar 11 - Mar 12
Total with taxes and fees
Monument Mountain Motel

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (838 reviews)
"Clean room and the bed was very comfortable "
United States
Arlan
$69 nightly
The price is $77
Mar 11 - Mar 12
Total with taxes and fees
Howard Johnson by Wyndham Lenox

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (831 reviews)
"I will stay again"
United States
Jailene
$114 nightly
The price is $127
Mar 22 - Mar 23
Total with taxes and fees
Hampton Inn Westfield

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (917 reviews)
"Pleasantly surprised by this hotel. For a budget-friendly option, it was clean, comfortable, and far better than I expected. Great value for the price"
United States
Amanda
$88 nightly
The price is $98
Apr 5 - Apr 6
Total with taxes and fees
Quality Inn Westfield - Springfield
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Chester.
Still don't see what you're looking for?
See all properties in Chester.
You can also use these popular filters to refine your search.
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.

Learn more about Chester

Experience the hiking, camping, and monuments in Chester!

An amazing keystone arch bridge!
Photo by Chris Addams
Open Photo by Chris Addams

Top Chester Hotel Reviews

Find out more about Chester

Chester Motel Guide

Planning a getaway with only a few bucks to spare? Expedia can help! With the inexpensive rates at the top motels in Chester, Massachusetts you can put together the vacation of your dreams without spending every penny of your yearly travel budget.

These smaller places are ideal if you need a home base that lets you easily explore the local sights; many of the best motels in Chester are located near major freeways and public transportation. Plus, when you book a cheap deal on a motel in Chester, you’ll find quiet rooms, complimentary toiletries, and comfortable sleeping areas, so you can unwind after a long day.

No matter which motel you choose, don't forget to use the travel tools at Expedia to search for local discounts, compare rates on the hottest motels, and plan your next vacation. You won't believe how budget-friendly an amazing getaway can be.

Also, feel free to check out the motels near me page to find the cheapest deals on motels near your current location.

Explore a world of travel with Expedia