Find and compare 3 Star hotels in Cheshire
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Top Cheshire 3 Star hotels
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $126 total per night from Nov 2 to Nov 3
$126 total
Nov 2 - Nov 3
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, ...
8.8/10 Excellent! (668 reviews)
"Nice room, bathroom could use some repair, crumbling sheetrock surrounding tub enclosure, priced well"
Reviewed on Sep 30, 2025
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $125 total per night from Nov 2 to Nov 3
$125 total
Nov 2 - Nov 3
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 ...
8.6/10 Excellent! (2,020 reviews)
"Absolutely fantastic!!! This just be our new escape from reality place. Everything was top shelf."
Reviewed on Sep 28, 2025
Hotel Downstreet, an Ascend Collection Hotel
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $161 total per night from Nov 2 to Nov 3
$161 total
Nov 2 - Nov 3
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 ...
8.6/10 Excellent! (999 reviews)
a gem
"Totally perfect for mass mocha"
Reviewed on Sep 21, 2025
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
$129 nightly
The price is $144 total per night from Nov 2 to Nov 3
$144 total
Nov 2 - Nov 3
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 ...
9/10 Wonderful! (741 reviews)
"Clean property with plenty to do!"
Reviewed on Sep 28, 2025
Berkshires Untold
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $98 total per night from Nov 2 to Nov 3
$98 total
Nov 2 - Nov 3
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! (735 reviews)
"The owners did a wonderful job converting this obviously standard motel with rooms that are entered from the outdoors.The lobby/restaurant area was beautiful and comfortable. The outside terrace area was also well appointed but unusable on the lovely evening we were there because the cushions were ..."
Reviewed on Sep 27, 2025
The Red Lion Inn
30 Main Street, Stockbridge, MA
$210 nightly
The price is $235 total per night from Nov 2 to Nov 3
$235 total
Nov 2 - Nov 3
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
8.8/10 Excellent! (1,010 reviews)
"Great place! Food excellent ss well!"
Reviewed on Sep 30, 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Fully refundable
$103 nightly
The price is $115 total per night from Nov 2 to Nov 3
$115 total
Nov 2 - Nov 3
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 and free WiFi in public ...
7.8/10 Good! (883 reviews)
"The people were great ! The restaurant was on the 2 floor no free breakfast here. It was downtown. The hotel was clean just the rooms were small per my liking. The bathroom was awful to small. The area does not have much to choose from. No Hotels"
Reviewed on Sep 26, 2025
Hotel On North
297 North Street, Pittsfield, MA
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $179 total per night from Oct 5 to Oct 6
$179 total
Oct 5 - Oct 6
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 ...
9.4/10 Exceptional! (775 reviews)
"Absolutely loved every part of my stay at Hotel North. Parking was so easy and safe. The Hotel is decorated so tastefully, the staff was so welcoming. When I stepped into my room, I felt I had walked into a soothing refuge. Your decorators knew just how to balance the aesthetics with furnishings, ..."
Reviewed on Sep 26, 2025
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St, Lee, MA
$110 nightly
The price is $122 total per night from Nov 2 to Nov 3
$122 total
Nov 2 - Nov 3
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! (1,017 reviews)
"This hotel is such a beautiful respite - the lake area with the Adirondack chairs is perfect to sit and relax. Having Mint (delicious Indian food) on site really completes the stay. My room was clean and decently sized. Will absolutely return!"
Reviewed on Sep 27, 2025
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $166 total per night from Oct 19 to Oct 20
$166 total
Oct 19 - Oct 20
Total with taxes and fees
Ski-in/ski-out access, 2 restaurants, and 2 outdoor tennis courts are all featured at this smoke-free condo resort. Take advantage of ski lessons, ski rentals ...
8.2/10 Very Good! (979 reviews)
"Cool"
Reviewed on Sep 19, 2025
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
The Red Lion Inn
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Great place! Food excellent ss well!"
A verified traveler stayed at The Red Lion Inn
