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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
The price is CA $150 per night from Oct 1 to Oct 2
CA $150
CA $198 total
Oct 1 - Oct 2
includes taxes & fees
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (662 reviews)
"Very convenient set up of both room and kitchen, resort very easy to navigate."

Reviewed on Sep 28, 2025

Opens in a new windowBerkshire Mountain Lodge
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 refundableReserve now, pay when you stay
The price is CA $180 per night from Oct 2 to Oct 3
CA $180
CA $221 total
Oct 2 - Oct 3
includes taxes & fees
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (739 reviews)
Beautiful in the Berkshires
"Beautiful well-maintained property. Very clean every possible convenient you could want. Friendly welcoming staff plan to return to this property often."

Reviewed on Sep 28, 2025

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the 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 $178 per night from Oct 1 to Oct 2
CA $178
CA $198 total
Oct 1 - Oct 2
includes taxes & fees
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (735 reviews)
"The owners did a wonderful job converting this obviously standard motel with rooms that are entered from the outdoors.The lobby/restaurant area was beautiful and comfortable. The outside terrace area was also well appointed but unusable on the lovely evening we were there because the cushions were ..."

Reviewed on Sep 27, 2025

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 $229 per night from Oct 31 to Nov 1
CA $229
CA $319 total
Oct 31 - Nov 1
includes taxes & fees
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,009 reviews)
"The room was spectacular! The entire facility was available to us, with wonderful sitting rooms, tables to play games. room service, a pool that is heated 365 days a year, and a history that would blow you away! Dining on the premises and a lovely gift shop."

Reviewed on Sep 27, 2025

Opens in a new windowThe Red Lion Inn
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 $136 per night from Oct 31 to Nov 1
CA $136
CA $152 total
Oct 31 - Nov 1
includes taxes & fees
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (883 reviews)
"The people were great ! The restaurant was on the 2 floor no free breakfast here. It was downtown. The hotel was clean just the rooms were small per my liking. The bathroom was awful to small. The area does not have much to choose from. No Hotels"

Reviewed on Sep 26, 2025

Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
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 $249 per night from Oct 5 to Oct 6
CA $249
CA $278 total
Oct 5 - Oct 6
includes taxes & fees
Stay at this 3.5-star 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! (773 reviews)
"Great property! Very large clean room in a unique hotel!"

Reviewed on Sep 23, 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
The price is CA $160 per night from Oct 27 to Oct 28
CA $160
CA $178 total
Oct 27 - Oct 28
includes taxes & fees
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,018 reviews)
"This weekend trip to the Berkshires was made perfect by our wonderful stay at the Black Swan. The property was beautiful and they were wonderfully accommodating to us with our dog. My only regret is that I was not able to try the onsite restaurant. Definitely next time!"

Reviewed on Sep 28, 2025

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
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
The price is CA $263 per night from Oct 1 to Oct 2
CA $263
CA $284 total
Oct 1 - Oct 2
includes taxes & fees
Stay at this 3.5-star spa hotel in Coxsackie. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (309 reviews)
"Hotel was very nice and modern but it's clearly geared toward Thur-Sat visitors as there was very little available on a Sunday evening stay. I arrived and due to the one person on duty had been assisting someone else outside of the hotel, I had to wander around"

Reviewed on Sep 25, 2025

Opens in a new windowvoco James Newbury Hudson Valley by IHG
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 $178 per night from Oct 28 to Oct 29
CA $178
CA $253 total
Oct 28 - Oct 29
includes taxes & fees
Stay at this 3.5-star 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. ...
9.6/10 Exceptional! (601 reviews)
"Delicious homemade breakfast in a very fun setting. A room was large and well appointed. The bed was extremely comfortable."

Reviewed on Sep 17, 2025

Opens in a new windowThe Cornell Inn, Lenox & The Berkshires
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 $248 per night from Oct 5 to Oct 6
CA $248
CA $277 total
Oct 5 - Oct 6
includes taxes & fees
Stay at this 3-star 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! (574 reviews)
"Great"

Reviewed on Aug 25, 2025

Opens in a new windowCourtyard by Marriott Lenox 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