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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 $170 per night from Jun 18 to Jun 19
CA $170
CA $221 total
Jun 18 - Jun 19
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! (982 reviews)
"Well decorated. Staff were helpful and pleasant. The suite was very big and well stocked with everything you would need"

Reviewed on Jun 16, 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 $190 per night from Jun 23 to Jun 24
CA $190
CA $213 total
Jun 23 - Jun 24
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! (989 reviews)
"I stayed for a short time, this had everything I needed and was reasonably priced. Room was a clean, had a comfy bed, was quiet, and very friendly staff to greet me both when I checked in and out… with yummy coffee in the morning. It’s a basic stay, but everything you need. Would definitely ..."

Reviewed on Jun 15, 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 $217 per night from Jul 1 to Jul 2
CA $217
CA $305 total
Jul 1 - Jul 2
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! (1,011 reviews)
"We thought we were booking a room at the Inn and expected to eat in the restaurant after a long day of travel. Our room was actually around the corner in an old house. ?We were underdressed for the restaurant (jeans, sneakers, decent shirts) and ate in the pub in the basement."

Reviewed on Jun 16, 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
The price is CA $250 per night from Jun 18 to Jun 19
CA $250
CA $280 total
Jun 18 - Jun 19
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! (866 reviews)
"The whole experience was great. Staff excellent."

Reviewed on Jun 16, 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 $162 per night from Jun 21 to Jun 22
CA $162
CA $209 total
Jun 21 - Jun 22
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! (910 reviews)
"This was our forth stay and we will return next year for sure. Family friendly easy and clean. We love it!"

Reviewed on Jun 15, 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 $191 per night from Jun 23 to Jun 24
CA $191
CA $213 total
Jun 23 - Jun 24
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! (1,007 reviews)
"Wasnt there very long"

Reviewed on Jun 16, 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
The price is CA $169 per night from Jun 22 to Jun 23
CA $169
CA $189 total
Jun 22 - Jun 23
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! (1,010 reviews)
"There is a lot of construction going on outside which resulted in no parking. You have to park at the bank lot next door. This in itself was tollerable, however, the check-in/unloading, and check-out/loading was a nightmare with no parking near the entry way. There was room for cars but the manager ..."

Reviewed on Jun 15, 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 $237 per night from Jun 29 to Jun 30
CA $237
CA $264 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! (631 reviews)
"We arrived at the hotel and there was"

Reviewed on Jun 13, 2026

Opens in a new windowCourtyard by Marriott Lenox Berkshires
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 $236 per night from Jun 22 to Jun 23
CA $236
CA $265 total
Jun 22 - Jun 23
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! (375 reviews)
"It was a perfect spot close to Hudson. Loved it right on the water amazing and a cute town for a bonus"

Reviewed on Jun 13, 2026

Opens in a new windowvoco James Newbury Hudson Valley by IHG
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

3 out of 5
249 Stockbridge Rd Great Barrington MA
The price is CA $237 per night from Jun 21 to Jun 22
CA $237
CA $264 total
Jun 21 - Jun 22
includes taxes & fees
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (786 reviews)
"Dawn was super helpful in getting us checked in."

Reviewed on Jun 14, 2026

Opens in a new windowFairfield Inn & Suites by Marriott Great Barrington 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!

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