Find and compare 3 Star hotels in Windsor
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Top Windsor 3 Star hotels
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
$170 nightly
The price is $190 total per night from Jun 16 to Jun 17
$190 total
Jun 16 - Jun 17
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! (1,013 reviews)
"Very clean. Accessible room was spacious. However, very little turning radius in bathroom, toilet not elevated and can’t fit under vanity."
Reviewed on Jun 13, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $173 total per night from Jun 15 to Jun 16
$173 total
Jun 15 - Jun 16
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! (978 reviews)
"Staff had no knowledge of how to extend a stay gave me the run around"
Reviewed on Jun 12, 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $152 total per night from Jun 15 to Jun 16
$152 total
Jun 15 - Jun 16
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! (2,394 reviews)
"Property is great and stay was great"
Reviewed on Jun 13, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $151 total per night from Jun 16 to Jun 17
$151 total
Jun 16 - Jun 17
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! (986 reviews)
"The Foundry thefoundryws.com loves to house our touring artists here. They all feel welcomed and comfortable. The location is great and amenities are perfect."
Reviewed on Jun 13, 2026
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $211 total per night from Jul 1 to Jul 2
$211 total
Jul 1 - Jul 2
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! (1,006 reviews)
"It is a charming, historic hotel. Dinner in the tavern was delicious and service was very good. The only thing we didn't like was the mattress, which needs to be replaced as it has divits. Other than that, it's a cool place that is fun to explore. Wish we were here longer to try out the pool. We ..."
Reviewed on Jun 8, 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 Jun 15 to Jun 16
$200 total
Jun 15 - Jun 16
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! (864 reviews)
"Hotels Amazing stay here"
Reviewed on May 29, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Fully refundable
$152 nightly
The price is $169 total per night from Jun 16 to Jun 17
$169 total
Jun 16 - Jun 17
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! (908 reviews)
"Love it here. Staff is amazing and beautiful units and resort :)"
Reviewed on Jun 11, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Fully refundable
$136 nightly
The price is $151 total per night from Jun 22 to Jun 23
$151 total
Jun 22 - Jun 23
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 ...
9.2/10 Wonderful! (1,005 reviews)
"The view was great. It is in 10 to 30 minutes of places I wanted to visit. The staff went out of their way to accommodate me with the personal items I needed. I didn't need to use the Kayaks or pontoon that they rent to use on Lake Laural. The only drawback is no beach."
Reviewed on Jun 9, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
$115 nightly
The price is $128 total per night from Jun 17 to Jun 18
$128 total
Jun 17 - Jun 18
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! (1,008 reviews)
"Quiet room. Comfortable bed linens"
Reviewed on Jun 14, 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 13 to Jul 14
$287 total
Jul 13 - Jul 14
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! (478 reviews)
"Staying at room 26,our concern was using the steep and narrow steps staircase"
Reviewed on Jun 8, 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
Berkshires Untold
5 out of 5
Posted 14 hours ago
Travelocity Verified Review
"The Foundry thefoundryws.com loves to house our touring artists here. They all feel welcomed and comfortable. The location is great and amenities are perfect."
A verified traveler stayed at Berkshires Untold
