Find and compare 3 Star hotels in Hillsdale
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Featured Hillsdale 3 Star hotels
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Aug 31 to Sep 1
CA $132
CA $178 total
Aug 31 - Sep 1
includes taxes & fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Sep 8 to Sep 9
CA $182
CA $203 total
Sep 8 - Sep 9
includes taxes & fees
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (1,001 reviews)
"Location great for Jacob’s pillow weekend. Small restaurant with limited menu, but had all we needed and prepared just right. Outdoor seating a plus"
Reviewed on Aug 14, 2026
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from Sep 13 to Sep 14
CA $221
CA $316 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,002 reviews)
"a very old building with tons of history and character. The room was very clean and comfortable and the staff was excellent...very friendly and accommodating."
Reviewed on Aug 13, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is CA $166 per night from Sep 13 to Sep 14
CA $166
CA $185 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (1,002 reviews)
"The room was clean and the beds comfortable. The bathroom was small but nice. Lots of construction in the parking areas but luckily we got a parking space. Staff was friendly and helpful. We ate at the hotel, the food was good."
Reviewed on Aug 14, 2026
The Little Lion
506 Stockbridge Road Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Sep 1 to Sep 2
CA $157
CA $175 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $249 per night from Sep 7 to Sep 8
CA $249
CA $279 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.6/10 Exceptional! (890 reviews)
"Hotel on North has been my go to every time I go back home to Pittsfield. The staff is always friendly and courteous. The rooms are clean, comfortable, large, and amazing. It is like recapturing a part of where I grew up! I always have a great stay at Hotel on North!"
Reviewed on Aug 14, 2026
Holiday Inn Club Vacations Oak 'n Spruce Resort
190 Meadow Street South Lee MA
Fully refundable
The price is CA $163 per night from Sep 8 to Sep 9
CA $163
CA $209 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (959 reviews)
"I enjoyed having so much room in my two bedroom unit. Very nice grounds and pools for a family. I liked the smaller pool by my unit. The food bar is a big weakness. They need a decent place that one can get a breakfast without going off property. They also need regular trash pickup so the bears don’t ..."
Reviewed on Aug 14, 2026
The Cornell Inn, Lenox & The Berkshires
203 Main St Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Aug 25 to Aug 26
CA $248
CA $285 total
Aug 25 - Aug 26
includes taxes & fees
Stay at this B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular ...
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
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Fully refundable
The price is CA $178 per night from Sep 14 to Sep 15
CA $178
CA $198 total
Sep 14 - Sep 15
includes taxes & fees
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
9/10 Wonderful! (1,003 reviews)
"We were very pleased with our room with the lakeside porch and closeness to the exit door and breakfast"
Reviewed on Aug 14, 2026
voco James Newbury Hudson Valley by IHG
60 S River St Coxsackie NY
Fully refundable
The price is CA $224 per night from Aug 16 to Aug 17
CA $224
CA $251 total
Aug 16 - Aug 17
includes taxes & fees
Book a stay at this spa hotel in Coxsackie. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
9.2/10 Wonderful! (396 reviews)
"Stayed one night. Hotel was beautifully situated by the Hudson river and landscape was amazing and well maintained. Room was clean and staffs were friendly. But not quite recommend their breakfast."
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 Hillsdale
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 Hillsdale 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 Hillsdale 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 Hillsdale today!
Recent Hillsdale hotel reviews by fellow wanderers
Berkshires Untold
5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Location great for Jacob’s pillow weekend. Small restaurant with limited menu, but had all we needed and prepared just right. Outdoor seating a plus"
A verified traveller stayed at Berkshires Untold
