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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
The price is CA $190 per night from Aug 2 to Aug 3
CA $190
CA $244 total
Aug 2 - Aug 3
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! (1,013 reviews)
"Loved the new coffee machine!"

Reviewed on Jul 4, 2026

Opens in a new windowBerkshire Mountain Lodge
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 $233 per night from Jul 8 to Jul 9
CA $233
CA $324 total
Jul 8 - Jul 9
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! (1,001 reviews)
"Our room was very nice and the bed very comfortable. The hotel is a bit dated and could use updating. Overall it was a very enjoyable stay"

Reviewed on Jul 4, 2026

Opens in a new windowThe Red Lion Inn
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 $203 per night from Jul 7 to Jul 8
CA $203
CA $227 total
Jul 7 - Jul 8
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)
"Just okay."

Reviewed on Jul 4, 2026

Opens in a new windowBerkshires Untold
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 $354 per night from Jul 7 to Jul 8
CA $354
CA $395 total
Jul 7 - Jul 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! (871 reviews)
"Always a great experience at Hotel on North! Great, comfortable room with amazing bathroom. Helpful and friendly staff. Safe parking in the rear secured lot."

Reviewed on Jun 24, 2026

Opens in a new windowHotel On North
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 $235 per night from Jul 8 to Jul 9
CA $235
CA $290 total
Jul 8 - Jul 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 ...
9.2/10 Wonderful! (922 reviews)
"We had a lovely, one night stay here. I went with my adult son and his girlfriend to see Paul Simon at Tanglewood (which turned out to be an amazing show!) The front desk staff at the resort were friendly and accommodating; they let us use the amenities early before we could check in, which was GREAT! ..."

Reviewed on Jul 3, 2026

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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
The price is CA $235 per night from Jul 7 to Jul 8
CA $235
CA $262 total
Jul 7 - Jul 8
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 ...
9.2/10 Wonderful! (1,004 reviews)
"Loved this place. It was a bit dated aesthetically, but the charm outweighed that. Beds are comfortable. The setting on the lake is beautiful and its size of the hotel is lovely. Staff and guests were delightful. In retrospect, I wish I’d paid more for a lakefront room — it would’ve been worth it. ..."

Reviewed on Jul 3, 2026

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundable
The price is CA $209 per night from Aug 3 to Aug 4
CA $209
CA $233 total
Aug 3 - Aug 4
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! (1,001 reviews)
"Breakfast was great! We were caught off guard by the parking lot renovation but the free valet parking made up for it. Staff was very friendly!"

Reviewed on Jul 4, 2026

Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG

3.5 out of 5
60 S River St Coxsackie NY
Fully refundable
The price is CA $231 per night from Aug 2 to Aug 3
CA $231
CA $259 total
Aug 2 - Aug 3
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! (382 reviews)
"The rooms were clean and comfortable and this would be an excellent venue for a wedding. Unfortunately the rooftop terrace was closed and there were no really comfortable outdoor or indoor places to lounge if one does not wish to stay in the rooms. Only two tables outdoors and a fire pit with a few ..."

Reviewed on Jun 25, 2026

Opens in a new windowvoco James Newbury Hudson Valley by IHG
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd Lenox MA
The price is CA $312 per night from Jul 12 to Jul 13
CA $312
CA $349 total
Jul 12 - Jul 13
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! (634 reviews)
"Our flight was delayed so that got us to the hotel 10 min before closing the restaurant. Carlos was in charge of the restaurant and he came to our aid and fed us and took care not to rush us. Perfect service!! Loved the kindness of all the staff."

Reviewed on Jul 1, 2026

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 $343 per night from Jul 12 to Jul 13
CA $343
CA $395 total
Jul 12 - Jul 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 ...
8.2/10 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

Opens in a new windowInterlaken Inn & 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