Find and compare 3 Star hotels in Windsor
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Top Windsor 3 Star hotels
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $143 total per night from Aug 31 to Sep 1
$143 total
Aug 31 - Sep 1
Total with taxes and fees
This aparthotel 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 ...
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $139 total per night from Aug 31 to Sep 1
$139 total
Aug 31 - Sep 1
Total with taxes and fees
This aparthotel 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 ...
9/10 Wonderful! (1,067 reviews)
"A nice place to stay in the Berkshires."
Reviewed on Aug 13, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $162 total per night from Sep 8 to Sep 9
$162 total
Sep 8 - Sep 9
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! (1,027 reviews)
"Lovely man at check in for our overnight ( to see Hugh Jackman at 7 pm at Tanglewood lucky us!👍 Checked that food would be available in their bar upon our trying as has driven 2+ hrs assured yes until just before 10 pm closing. Called once on way back at 9:10 for 10 min drive to dbl check as hungry. ..."
Reviewed on Aug 12, 2026
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$215 nightly
The price is $240 total per night from Sep 9 to Sep 10
$240 total
Sep 9 - Sep 10
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! (1,019 reviews)
"This is a historic and very dated hotel. Be aware there are numerous buildings and you may not be in a room in the main building. Although the setting of our room was quiet and pleasant, the condition of the building is in need of updating, and frequent outdoor cleaning and sweeping for spider webs. ..."
Reviewed on Aug 12, 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
$140 nightly
The price is $156 total per night from Sep 2 to Sep 3
$156 total
Sep 2 - Sep 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 ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
$119 nightly
The price is $133 total per night from Sep 13 to Sep 14
$133 total
Sep 13 - Sep 14
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 ...
7.8/10 Good! (1,000 reviews)
"Hotel is currently under renovation which impacted parking and only 1 elevator available. Hotel staff, cleanliness and location excellent."
Reviewed on Aug 10, 2026
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $200 total per night from Sep 7 to Sep 8
$200 total
Sep 7 - Sep 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 ...
Holiday Inn Club Vacations Oak 'n Spruce Resort
190 Meadow Street South Lee MA
Fully refundable
$135 nightly
The price is $150 total per night from Sep 10 to Sep 11
$150 total
Sep 10 - Sep 11
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 ...
Jiminy Peak Mountain Resort
37 Corey Rd Hancock MA
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $178 total per night from Aug 30 to Aug 31
$178 total
Aug 30 - Aug 31
Total with taxes and fees
2 outdoor tennis courts, 2 hot tubs, and an outdoor pool are all featured at this smoke-free hotel. Enjoy a meal from the restaurant and perks like free self ...
8.2/10 Very Good! (1,006 reviews)
"Quiet and serene. Great weekend escape!"
Reviewed on Aug 10, 2026
The Cornell Inn, Lenox & The Berkshires
203 Main St Lenox MA
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $231 total per night from Aug 25 to Aug 26
$231 total
Aug 25 - Aug 26
Total with taxes and fees
A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free ...
9.2/10 Wonderful! (1,002 reviews)
"The staff were terrific from welcome to departure. Breakfast was diverse and tasty. The Inn location was great for Tanglewood and local restaurants. We intend to return should we be in that area again!"
Reviewed on Aug 12, 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 Windsor
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 Windsor 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 Windsor 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 Windsor today!
Recent Windsor hotel reviews by fellow wanderers
Berkshire Mountain Lodge
5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"A nice place to stay in the Berkshires."
A verified traveler stayed at Berkshire Mountain Lodge
