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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 $200 per night from Jul 26 to Jul 27
CA $200
CA $255 total
Jul 26 - Jul 27
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! (999 reviews)
"We thoroughly enjoyed our stay. The rooms are spacious and beautifully furnished, and having a stove and refrigerator along with a separate living/dining room was a definite plus. The 24/7 coffee and hot chocolate machine in the lobby was another perk, as were the hot tub and large (albeit shallow) ..."

Reviewed on Jun 24, 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 $224 per night from Jul 8 to Jul 9
CA $224
CA $314 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! (1,000 reviews)
"A delight every time! Can’t wait to go back"

Reviewed on Jun 25, 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 $204 per night from Jun 29 to Jun 30
CA $204
CA $228 total
Jun 29 - Jun 30
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. ...
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 $396 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! (869 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
The price is CA $210 per night from Jun 30 to Jul 1
CA $210
CA $263 total
Jun 30 - Jul 1
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! (915 reviews)
"Nice people"

Reviewed on Jun 22, 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 $241 per night from Jun 29 to Jun 30
CA $241
CA $269 total
Jun 29 - Jun 30
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)
"Excellent all around. Wife and I are fairly particular but this exceeded our expectations on many levels. More high-end than most all mid-level hotel chains."

Reviewed on Jun 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 $181 per night from Jun 29 to Jun 30
CA $181
CA $202 total
Jun 29 - Jun 30
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)
"The hotel is getting a new parking garage so parking was at a premium. But the FREE valet service makes it worthwhile for sure. The rooms were extremely clean, comfortable and quiet. The buffet breakfast in the morning is top-notch and everyone I spoke to was very helpful accommodating, and truly ..."

Reviewed on Jun 25, 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 $229 per night from Jun 29 to Jun 30
CA $229
CA $257 total
Jun 29 - Jun 30
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! (379 reviews)
"This was such a great surprise. This property was sooo beautiful and we’ll be back!"

Reviewed on Jun 22, 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
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Jun 29 to Jun 30
CA $217
CA $242 total
Jun 29 - Jun 30
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! (633 reviews)
"Very lovely room with king bed and a nice view out the window. The bistro had excellent food, and the pool and hot tub were wonderful. Very enjoyable 2 nights"

Reviewed on Jun 24, 2026

Opens in a new windowCourtyard by Marriott Lenox Berkshires
The Little Lion

The Little Lion

3 out of 5
506 Stockbridge Road Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from Jul 7 to Jul 8
CA $171
CA $191 total
Jul 7 - Jul 8
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! (570 reviews)
"Best budget accommodation we have experienced in the region. Very comfortable with pleasing grounds, and an excellent location, just minutes outside of Great Barrington. Very clean, with a good shower and comfy bed. Limited amenities but signage indicated guests here have access to the offerings ..."

Reviewed on Jun 24, 2026

Opens in a new windowThe Little Lion
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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