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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 $168 per night from Jun 4 to Jun 5
CA $168
CA $219 total
Jun 4 - Jun 5
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! (961 reviews)
"Water pressure in shower overwhelmingly strong"

Reviewed on Jun 2, 2026

Opens in a new windowBerkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
The price is CA $148 per night from Jun 4 to Jun 5
CA $148
CA $166 total
Jun 4 - Jun 5
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! (969 reviews)
"I loved the funky vibe of this place. It was also very cozy."

Reviewed on Jun 2, 2026

Opens in a new windowBerkshires Untold
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is CA $203 per night from Jun 9 to Jun 10
CA $203
CA $289 total
Jun 9 - Jun 10
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)
"Very Charming hotel. Good size rooms, has many interesting features due to the age of the hotel. Takes you back to another era."

Reviewed on Jun 2, 2026

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 $206 per night from Jun 7 to Jun 8
CA $206
CA $230 total
Jun 7 - Jun 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! (864 reviews)
"Hotels Amazing stay here"

Reviewed on May 29, 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 $152 per night from Jun 4 to Jun 5
CA $152
CA $197 total
Jun 4 - Jun 5
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! (904 reviews)
"Spacious well-equipped units. Staff was friendly and helpful. Activity center was very nice. Would definitely stay again"

Reviewed on May 28, 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 $173 per night from Jun 11 to Jun 12
CA $173
CA $193 total
Jun 11 - Jun 12
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)
"Great breakfast and coffe is available 24 hours. Nice location to near by restaurants and great view by water."

Reviewed on May 24, 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 $169 per night from Jun 7 to Jun 8
CA $169
CA $189 total
Jun 7 - Jun 8
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! (1,002 reviews)
"The staff were very polite and helpful. But the property was under construction, so you had to walk over a block to your car and park it or you can do a valet that was never present? From what I was told from other people that were staying there is that the place I’ve been under construction for ..."

Reviewed on May 31, 2026

Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires 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 $254 per night from Jun 4 to Jun 5
CA $254
CA $284 total
Jun 4 - Jun 5
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! (629 reviews)
"I enjoyed relaxing by the firepit. The only thing that could of made it a better stay would be free breakfast or at least coffee and tea. They have a Starbucks and area where you can purchase items but it was more like self serve and pay at reception desk."

Reviewed on Jun 2, 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 $335 per night from Jun 7 to Jun 8
CA $335
CA $385 total
Jun 7 - Jun 8
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! (301 reviews)
"The staff was super friendly and cute intimate umm. The only downside was how thin the walls are and as a light sleeper, very difficult with the noise. Other than that, everything was good."

Reviewed on Jun 2, 2026

Opens in a new windowInterlaken Inn & Resort
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
203 Main St Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Jun 7 to Jun 8
CA $209
CA $240 total
Jun 7 - Jun 8
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! (1,000 reviews)
"The staff at the front desk and the breakfast staff were very accommodating and cheerful."

Reviewed on Jun 1, 2026

Opens in a new windowThe Cornell Inn, Lenox & The Berkshires
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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