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Featured Hillsdale 3 Star hotels

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
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! (776 reviews)
Friendly staff, room was very clean. Pool area well maintained. Overall a great place to stay

Reviewed on Nov 30, 2025

Opens in a new windowBerkshire Mountain Lodge
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Dec 12 to Dec 13
CA $127
CA $142 total
Dec 12 - Dec 13
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! (976 reviews)
The room was clean, and staff who checked us in was both courteous and informative.

Reviewed on Nov 28, 2025

Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Dec 8 to Dec 9
CA $152
CA $169 total
Dec 8 - Dec 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! (806 reviews)
Enjoyed the Clubhouse before retiring in for the evening. Cozy, comfortable, and relaxing atmosphere.

Reviewed on Nov 10, 2025

Opens in a new windowBerkshires Untold
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
The price is CA $185 per night from Dec 8 to Dec 9
CA $185
CA $234 total
Dec 8 - Dec 9
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 ...
9/10 Wonderful! (794 reviews)
We stayed over Thanksgiving and it did not disappoint. The customer service was great, the indoor pools were clean, there were tons of activities for kids even over the holiday. We will be back!

Reviewed on Nov 29, 2025

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Jan 5 to Jan 6
CA $211
CA $298 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,004 reviews)
Great location, nice rooms, and excellent price n house dining. Next time I go I’ll try to get top floor room, sounded like a basketball team were in room above my 2nd floor room

Reviewed on Dec 1, 2025

Opens in a new windowThe Red Lion Inn
Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Dec 22 to Dec 23
CA $184
CA $206 total
Dec 22 - Dec 23
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 ...
9.4/10 Exceptional! (805 reviews)
Spacious rooms. Attentive staff. Free parking behind the hotel.

Reviewed on Dec 5, 2025

Opens in a new windowHotel On North
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
Fully refundable
The price is CA $140 per night from Dec 17 to Dec 18
CA $140
CA $156 total
Dec 17 - Dec 18
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! (1,001 reviews)
All of the above

Reviewed on Dec 3, 2025

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from Dec 14 to Dec 15
CA $187
CA $208 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (588 reviews)
Clean room. Very nice staff. Quiet.

Reviewed on Nov 29, 2025

Opens in a new windowCourtyard by Marriott Lenox Berkshires
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 out of 5
74 Interlaken Road Lakeville CT
The price is CA $291 per night from Dec 12 to Dec 13
CA $291
CA $335 total
Dec 12 - Dec 13
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 ...
8/10 Very Good! (270 reviews)
Super friendly and pet friendly. We are so grateful to have been able to check in early to finish getting ready for the wedding we attended! Thank you for the hospitality!

Reviewed on Oct 13, 2025

Opens in a new windowInterlaken Inn & Resort
 Diamond Mills Resort

Diamond Mills Resort

3.5 out of 5
25 South Partition Street Saugerties NY
The price is CA $372 per night from Dec 8 to Dec 9
CA $372
CA $451 total
Dec 8 - Dec 9
includes taxes & fees
Book a stay at this spa hotel in Saugerties. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (344 reviews)
Great spot. Staff was hospital and friendly.

Reviewed on Nov 27, 2025

Opens in a new window Diamond Mills Resort
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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