Photo by Elizabeth Massa Peroulakis
Find 3 Star Hotels in Chester, MA from $95
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Our top choices for Chester 3-star hotels
La Quinta Inn & Suites by Wyndham Springfield MA
La Quinta Inn & Suites by Wyndham Springfield MAMetro Center
8.0 out of 10, Very Good, (1307)
"Great staff, very clean property, and good breakfast. "
Jasmine
$111 nightly
The price is $125
Dec 18 - Dec 19
Total with taxes and fees
9.0 out of 10, Wonderful, (788)
"This place is so peaceful and the staff is always helpful "
Leona
$108 nightly
The price is $120
Jan 14 - Jan 15, 2026
Total with taxes and fees
9.2 out of 10, Wonderful, (2257)
"Stayed 3 nights, really great hotel and value. "
Vince
$128 nightly
The price is $143
Dec 17 - Dec 18
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (988)
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
Dwight
$94 nightly
The price is $105
Dec 19 - Dec 20
Total with taxes and fees
9.2 out of 10, Wonderful, (923)
"Clean, lovely staff and breakfast "
MICHAEL
$123 nightly
The price is $137
Jan 5 - Jan 6, 2026
Total with taxes and fees
9.0 out of 10, Wonderful, (816)
"Easiest check in and out. Great food in dining room. "
William
$110 nightly
The price is $123
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHGSouth Lee
9.0 out of 10, Wonderful, (804)
"Convenient location, very roomy, well equipped kitchen.
"
Carolyn
$120 nightly
The price is $134
Dec 18 - Dec 19
Total with taxes and fees
9.2 out of 10, Wonderful, (584)
"Quiet, convenient… a bit pricey "
Mihai
$118 nightly
The price is $135
Dec 23 - Dec 24
Total with taxes and fees
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Explore similar 4-star hotels
Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Chester.
The Central Downtown Inn & Suites
20 W Housatonic St. Pittsfield MA
$85 nightly
The price is $95 total per night from Dec 17 to Dec 18
$95 total
Dec 17 - Dec 18
Total with taxes and fees
8.6/10 Excellent! (346 reviews)
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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 theater in Chester!
Photo by Elizabeth Massa Peroulakis
Open Photo by Elizabeth Massa Peroulakis
Top Chester Hotel Reviews
Holiday Inn & Suites Pittsfield-Berkshires by IHG
10/10 Excellent
Find out more about Chester
Three Star Hotel Guide for Chester
There’s a reason the top 3 star hotels in Chester, Massachusetts are so incredibly popular: They combine comforting amenities and just-for-you service with some of the best rates and discounts the area has to offer. When you book a stay at a three star hotel in Chester, you’ll get access to perfect little perks like on-site restaurants and cocktail bars, well-appointed fitness centers, and spacious rooms.
Search for a cheap deal on a 3 star upscale hotel in Chester for the most elegant experience, or grab a low rate on one of the cheap 3 star hotels in Chester near the local attractions, if you want something a touch more unassuming. Whatever your traveling style, make sure to use the search tools at Expedia to track down prices, read more about amenities, and score a few local discounts.
From business trips to family getaways, the Chester 3 star hotels offer a fantastic home base for any type of vacation.
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