Photo by Elizabeth Massa Peroulakis

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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 MA
3.0 star property
Metro Center
8.0 out of 10, Very Good, (1307)
"Great staff, very clean property, and good breakfast. "
United States
Jasmine
$111 nightly
The price is $125
Dec 18 - Dec 19
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Springfield MA

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (788)
"This place is so peaceful and the staff is always helpful "
United States
Leona
$108 nightly
The price is $120
Jan 14 - Jan 15, 2026
Total with taxes and fees
Berkshire Mountain Lodge

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2257)
"Stayed 3 nights, really great hotel and value. "
United States
Vince
$128 nightly
The price is $143
Dec 17 - Dec 18
Total with taxes and fees
D. Hotel Suites & Spa

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
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 . "
United States
Dwight
$94 nightly
The price is $105
Dec 19 - Dec 20
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (923)
"Clean, lovely staff and breakfast "
United Kingdom
MICHAEL
$123 nightly
The price is $137
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Ellery

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (816)
"Easiest check in and out. Great food in dining room. "
United States
William
$110 nightly
The price is $123
Dec 21 - Dec 22
Total with taxes and fees
Berkshires Untold

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 IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (804)
"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
$120 nightly
The price is $134
Dec 18 - Dec 19
Total with taxes and fees
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield
3.0 star property
West Springfield
9.2 out of 10, Wonderful, (584)
"Quiet, convenient… a bit pricey "
United States
Mihai
$118 nightly
The price is $135
Dec 23 - Dec 24
Total with taxes and fees
Courtyard by Marriott West Springfield

Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
3.0 star property
Hadley
9.4 out of 10, Exceptional, (713)
"great location and huge room, very nice hotel suite!"
United States
Lihong
$138 nightly
The price is $154
Jan 7 - Jan 8, 2026
Total with taxes and fees
Homewood Suites by Hilton Hadley Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
Northampton
9.2 out of 10, Wonderful, (1004)
"An excellent stay. Wonderfully clean, friendly front desk staff and the breakfast buffet was actually good. Will definitely stay again."
United States
Joyce
$125 nightly
The price is $140
Dec 29 - Dec 30
Total with taxes and fees
Fairfield Inn & Suites Springfield Northampton/Amherst

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1004)
"The room was very clean. The bed, linens & towels were exceptional. All of the staff were wonderful. "
United States
Joyce
$179 nightly
The price is $200
Jan 6 - Jan 7, 2026
Total with taxes and fees
The Red Lion Inn

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (805)
"Clean room and staff was super friendly"
United States
Yuen
$149 nightly
The price is $166
Dec 21 - Dec 22
Total with taxes and fees
Hotel On North

Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1000)
"Beautiful historic property with great dining options."
United States
Mark
$165 nightly
The price is $184
Dec 17 - Dec 18
Total with taxes and fees
Hotel Northampton

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
$100 nightly
The price is $112
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (590)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
$135 nightly
The price is $151
Dec 18 - Dec 19
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires

Homewood Suites by Hilton Holyoke-Springfield/North

Homewood Suites by Hilton Holyoke-Springfield/North
3.0 star property
Holyoke
9.0 out of 10, Wonderful, (1002)
"We absolutely love it here. My husband and I stay here a couple times a year for a getaway. The staff is always pleasant. They are renovating the hotel, but it is not affecting the stay at all. I highly recommend this hotel. I cannot wait for my next stay!"
United States
MELISSA
$119 nightly
The price is $133
Jan 13 - Jan 14, 2026
Total with taxes and fees
Homewood Suites by Hilton Holyoke-Springfield/North

Residence Inn by Marriott West Springfield

Residence Inn by Marriott West Springfield
3.0 star property
West Springfield
8.6 out of 10, Excellent, (524)
"Yes, very clean room and staff was great "
United States
Nicolas
$125 nightly
The price is $143
Dec 21 - Dec 22
Total with taxes and fees
Residence Inn by Marriott West Springfield

Residence Inn Springfield Chicopee

Residence Inn Springfield Chicopee
3.0 star property
Chicopee
9.2 out of 10, Wonderful, (472)
"Clean, spacious room, lobby is welcoming. I would stay there again"
United States
Yorklin
$144 nightly
The price is $163
Dec 22 - Dec 23
Total with taxes and fees
Residence Inn Springfield Chicopee

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1002)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
$172 nightly
The price is $192
Dec 17 - Dec 18
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (658)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
$111 nightly
The price is $124
Jan 9 - Jan 10, 2026
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
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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.
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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.

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Frozen Sanderson Brook Falls in Chester
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Top Chester Hotel Reviews

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.

Frequently asked questions

How much does it cost to stay in a 3-star hotel in Chester?
To lock in a reasonably priced 3-star hotel in Chester, use Expedia's handy filter tool. Determine your budget, choose your preferred amenities and lots more. You also have the ability to arrange your search results so the cheapest options appear at the top.

  • Search for the lowest price per night right now from $95

What is the difference between a 4-star and 3-star hotel in Chester?
Relaxation is easy in 3-star hotels in Chester. Besides cozy surroundings, these more economical properties include a variety of welcome amenities like free WiFi, coffee or tea maker and gym facilities. A 4-star hotel offers a more sophisticated ambience with enhanced features such as an on-site spa center, indoor or outdoor pool and spacious rooms. Regardless of your desired hotel style or budget, we have what you're looking for.
What is the difference between a 3-star hotel and a motel in Chester?
One of the benefits of choosing a motel around Chester is inexpensive rates. This means more bucks in your wallet to tour some leading attractions. Often located near airport terminals and highways, and with plenty of parking, this property style is a popular option among road trippers. When you check in to a 3-star hotel, you'll get more than just a comfortable room to relax in. You'll also usually have access to amenities like business facilities and a gym.

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