Find and compare 3 Star hotels in Cheshire
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Top Cheshire 3 Star hotels
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
$154 nightly
The price is $172 total per night from Jun 30 to Jul 1
$172 total
Jun 30 - Jul 1
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express ...
8.8/10 Excellent! (1,000 reviews)
"No real breakfast"
Reviewed on Jun 21, 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $159 total per night from Jul 6 to Jul 7
$159 total
Jul 6 - Jul 7
Total with taxes and fees
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks ...
8.8/10 Excellent! (2,410 reviews)
"The room was great. Had everything I needed and was very comfortable."
Reviewed on Jun 24, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $181 total per night from Jul 27 to Jul 28
$181 total
Jul 27 - Jul 28
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, ...
9/10 Wonderful! (1,005 reviews)
"The room in lobby were great. The big front porch was actually a nice thing to have, because the fire pit was closed (and the guy worked the front desk at night said he didn’t have a key to start it.) The bar was closed. The boutique was closed and there really wasn’t anywhere else you could go. ..."
Reviewed on Jun 26, 2026
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$196 nightly
The price is $219 total per night from Jul 8 to Jul 9
$219 total
Jul 8 - Jul 9
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
8.8/10 Excellent! (1,003 reviews)
"Staff"
Reviewed on Jun 27, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $178 total per night from Jun 29 to Jun 30
$178 total
Jun 29 - Jun 30
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby ...
9/10 Wonderful! (991 reviews)
"I usually stay here and yes staff are nice and rooms are decent but I’ve seen a decline in amenities. Maybe the expense of things - bathrobe in room, water and snacks were what I was used to seeing .in the room."
Reviewed on Jun 25, 2026
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
$249 nightly
The price is $278 total per night from Jul 7 to Jul 8
$278 total
Jul 7 - Jul 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's ...
9.6/10 Exceptional! (869 reviews)
"Always a great experience at Hotel on North! Great, comfortable room with amazing bathroom. Helpful and friendly staff. Safe parking in the rear secured lot."
Reviewed on Jun 24, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Fully refundable
$165 nightly
The price is $184 total per night from Jun 30 to Jul 1
$184 total
Jun 30 - Jul 1
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate ...
9.2/10 Wonderful! (916 reviews)
"Nice people"
Reviewed on Jun 22, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
$161 nightly
The price is $180 total per night from Jul 6 to Jul 7
$180 total
Jul 6 - Jul 7
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
9/10 Wonderful! (1,003 reviews)
"Had a wonderful 4 night stay at the Black Swan Inn. Location was great - close to Lenox and on a beautiful lake - I recommend booking a lakeside room."
Reviewed on Jun 26, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
$149 nightly
The price is $166 total per night from Jun 29 to Jun 30
$166 total
Jun 29 - Jun 30
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
8/10 Very Good! (1,003 reviews)
"Older building but excellent location Massive renovation going on"
Reviewed on Jun 27, 2026
The Porches Inn at Mass MoCA
231 River Street North Adams MA
Fully refundableReserve now, pay when you stay
$257 nightly
The price is $287 total per night from Jul 27 to Jul 28
$287 total
Jul 27 - Jul 28
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the ...
9.4/10 Exceptional! (481 reviews)
"Uniquely designed to maintain character of the old timey structures yet very modern."
Reviewed on Jun 26, 2026
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.
3 Star Hotels Cheshire
Maybe you’ve got to travel for work, or perhaps you’re finally ready to book that much-deserved vacation—regardless, it’s time for you to get on a plane and you’re going to make the most of it. You’ve traveled enough to know how important a comfy bed and room service can be, so booking a hotel with all the amenities you need is a priority.
You can find 3 star hotels in Cheshire that keep you close to all the great sightseeing and activities around the area, or even book a place that’s a bit more secluded, if that’s what you prefer. No matter what you’re looking for—whether you’re all about the location or are invested in on-site perks--Travelocity will help you find the accommodation that works best for you.
When it comes to options, you’ll have them. The Cheshire 3 star hotels give you plenty of choices as far as access to the best areas, and many also offer a breakfast buffet, as well as plenty of other amenities like high-speed Wi-Fi and an on-site pool or spa.
Whatever you’re looking for on your next getaway, browse Travelocity’s big selection of hotels to ensure you get the best possible deal. Book one of the best 3 star hotels in Cheshire today!
Recent Cheshire hotel reviews by fellow wanderers
Best Western Plus Berkshire Hills Inn & Suites
4 out of 5
Posted 15 hours ago
Travelocity Verified Review
"The room was very clean. Staff were friendly and helpful. Breakfast was ok. Parking was good. Good location stopped over. Quaint city."
A verified traveler stayed at Best Western Plus Berkshire Hills Inn & Suites
