Find and compare 3 Star hotels in Hillsdale
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check prices for these dates
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 $187 per night from Aug 19 to Aug 20
CA $187
CA $241 total
Aug 19 - Aug 20
includes taxes & fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,015 reviews)
"Quite comfortable. Better-than-most value compared to many over-priced rates at nearby accommodations."
Reviewed on Jul 19, 2026
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is CA $257 per night from Jul 29 to Jul 30
CA $257
CA $350 total
Jul 29 - Jul 30
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! (1,005 reviews)
"Dinner in the main dining room was amazing! Food delicious and staff attentive. We stayed in the Stephen’s House and arrived in the dark. It was not well lighted and 184 was up a huge flight of stairs. We had to haul up too many bags! We would have done a sm. 1 night bag If we had known this was ..."
Reviewed on Jul 19, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from Jul 23 to Jul 24
CA $231
CA $258 total
Jul 23 - Jul 24
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! (1,004 reviews)
"Staying at this hotel should be a story left untold. A dressed up motel."
Reviewed on Jul 20, 2026
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $349 per night from Jul 29 to Jul 30
CA $349
CA $390 total
Jul 29 - Jul 30
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 ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Fully refundable
The price is CA $224 per night from Jul 27 to Jul 28
CA $224
CA $277 total
Jul 27 - Jul 28
includes taxes & fees
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in ...
9.2/10 Wonderful! (940 reviews)
"Rooms had not been updated since the seventies."
Reviewed on Jul 20, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
The price is CA $229 per night from Jul 22 to Jul 23
CA $229
CA $256 total
Jul 22 - Jul 23
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 ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is CA $182 per night from Jul 23 to Jul 24
CA $182
CA $203 total
Jul 23 - Jul 24
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 ...
8/10 Very good! (1,004 reviews)
"Under massive construction"
Reviewed on Jul 20, 2026
The Little Lion
506 Stockbridge Road Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Jul 22 to Jul 23
CA $177
CA $197 total
Jul 22 - Jul 23
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 ...
8.6/10 Excellent! (586 reviews)
"The little lion is like an extra room annex to the Red Lion inn up the road in Sturbridge, which has all the amenities - Dining, pool, etc."
Reviewed on Jul 20, 2026
Interlaken Inn & Resort
74 Interlaken Road Lakeville CT
The price is CA $339 per night from Jul 22 to Jul 23
CA $339
CA $390 total
Jul 22 - Jul 23
includes taxes & fees
Book a stay at this spa hotel in Lakeville. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Holley-Williams House Museum and Harney and ...
8.2/10 Very good! (304 reviews)
"This is a large inn in a remote rural area. I spent three nights in the inn. My biggest complaint is the food service. There’s a restaurant affiliated to the Inn. The food options are very limited. I ordered six chicken wings and found out inside the wing is cold and the wind is not even fully cooked. ..."
Reviewed on Jun 29, 2026
The Cornell Inn, Lenox & The Berkshires
203 Main St Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from Jul 22 to Jul 23
CA $231
CA $265 total
Jul 22 - Jul 23
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 cornel Inn is terrific! Great location near tanglewood, shops snd restaurants. Great breakfast"
Reviewed on Jul 19, 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
The Yankee Inn
5 out of 5
Posted 11 hours ago
Travelocity Verified Review
"The room was neat and had access to outside to enjoy sitting. The fridge in the room was a convenient size for cold and frozen foods. The staff was responsive to issues, even when I told them they could wait to fix it until after we left (it was fixed quickly. The breakfast was excellent and offered a nice variety. Would happily stay here again."
A verified traveller stayed at The Yankee Inn
