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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 $172 per night from Jun 24 to Jun 25
CA $172
CA $224 total
Jun 24 - Jun 25
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! (997 reviews)
"Property very well maintained, everything you would need for an extended stay, we stayed one night for a show at Tanglewood(20” away) The rooms have microwave, fridge, dishes, dishwasher,etc. everything you would need to eat in. Also pool, hot tub, exercise and movies at night in a great room. Helpful ..."

Reviewed on Jun 21, 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 $203 per night from Jun 24 to Jun 25
CA $203
CA $226 total
Jun 24 - Jun 25
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
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is CA $205 per night from Jul 1 to Jul 2
CA $205
CA $293 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! (1,005 reviews)
"I did not stay in the main building but had a room in a separate building on the same block. I quite liked my room away from the inn. It was roomy, quiet, across the street from a church, easy walk to the cafe, and there was a bunny 🐰 eating grass outside each night. I think I will request such ..."

Reviewed on Jun 22, 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 $352 per night from Jul 7 to Jul 8
CA $352
CA $394 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! (868 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 $204 per night from Jun 24 to Jun 25
CA $204
CA $255 total
Jun 24 - Jun 25
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 $214 per night from Jun 29 to Jun 30
CA $214
CA $239 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! (1,002 reviews)
"The picture on my the booking page doesn’t give a clue that it locates right at the highway. I would never choose it if I knew that my windows will face day and night traffic. The property is very outdated"

Reviewed on Jun 21, 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 $180 per night from Jun 29 to Jun 30
CA $180
CA $201 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! (1,004 reviews)
"Property is adequate, though rundown. The building is undergoing renovations, and hopefully, a better hotel will emerge. The suite was clean with nice views of the surrounding area, but the living room area was dated, and the kitchen was undersized. We did not utilize the pool or the restaurant. ..."

Reviewed on Jun 22, 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 $215 per night from Jun 29 to Jun 30
CA $215
CA $241 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! (632 reviews)
"Great staff. Nice hotel."

Reviewed on Jun 23, 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
Fully refundable
The price is CA $227 per night from Jun 25 to Jun 26
CA $227
CA $255 total
Jun 25 - Jun 26
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
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 $263 per night from Jun 29 to Jun 30
CA $263
CA $294 total
Jun 29 - Jun 30
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! (787 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!

Recent Hillsdale hotel reviews by fellow wanderers