Find and compare 3 Star hotels in Hillsdale
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check prices for these dates
Featured Hillsdale 3 Star hotels
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Aug 31 to Sep 1
CA $131
CA $178 total
Aug 31 - Sep 1
includes taxes & fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,077 reviews)
"The rooms were spotless and a good size. And is not far from Lenox which was our focus. I’d suggest that guests bring some food with them and there is a supermarket nearby. There is not a morsel of food in the ‘resort’. The tv is complicated and I’m not sure why it is set up the way it is. Check ..."
Reviewed on Aug 17, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Sep 9 to Sep 10
CA $177
CA $198 total
Sep 9 - Sep 10
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! (1,009 reviews)
"Pleasant stay and Sarah made a bouquet of flowers for my daughter’s birthday..a fellow Leo!"
Reviewed on Aug 17, 2026
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Sep 9 to Sep 10
CA $215
CA $309 total
Sep 9 - Sep 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 ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is CA $176 per night from Aug 23 to Aug 24
CA $176
CA $197 total
Aug 23 - Aug 24
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 ...
7.8/10 Good! (1,010 reviews)
"Problems with elevators. Rooms were clean but in disrepair. Parking is abysmal due to exterior construction. Staff were good but working under tough conditions. Very overpriced for what we got"
Reviewed on Aug 16, 2026
The Little Lion
506 Stockbridge Road Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Sep 1 to Sep 2
CA $156
CA $174 total
Sep 1 - Sep 2
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! (601 reviews)
"Clean, convenient, remotely operated by the owner, the Red Lion, a short distance away. We could use all the amenities offered by the Red Lion (meals, pool, hot tub) while staying at the much more reasonable Little Lion. A great bargain for Stockbridge!"
Reviewed on Aug 16, 2026
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Sep 7 to Sep 8
CA $248
CA $277 total
Sep 7 - Sep 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! (893 reviews)
"A great location for a concert at Tanglewood and a chance to explore a new city. Parking is easy and convenient. The staff is very welcoming and helpful. The facilities are clean, modern, quiet, and vintage at the same time. A beautiful bar and restaurant on site and many restaurants and coffee shops ..."
Reviewed on Aug 17, 2026
Holiday Inn Club Vacations Oak 'n Spruce Resort
190 Meadow Street South Lee MA
Fully refundable
The price is CA $162 per night from Sep 8 to Sep 9
CA $162
CA $208 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (964 reviews)
"The location was excellent, and the roads between Lee and Stockbridge, and in a lovely, secluded area. The rooms were spacious, ours included a living room, dining and kitchen area, and upstairs bedroom with spacious closet and bathroom. The price was reasonable. It was very quiet and well maintained. ..."
Reviewed on Aug 16, 2026
The Cornell Inn, Lenox & The Berkshires
203 Main St Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $247 per night from Aug 25 to Aug 26
CA $247
CA $284 total
Aug 25 - Aug 26
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! (1,004 reviews)
"Bed not very comfortable.."
Reviewed on Aug 14, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Fully refundable
The price is CA $177 per night from Sep 14 to Sep 15
CA $177
CA $198 total
Sep 14 - Sep 15
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! (1,005 reviews)
"Very nice, clean, good breakfast. Only complaint was that it was very expensive because we booked last minute and it the peak season. I would stay again but not at the price we were charged."
Reviewed on Aug 16, 2026
voco James Newbury Hudson Valley by IHG
60 S River St Coxsackie NY
Fully refundable
The price is CA $223 per night from Aug 23 to Aug 24
CA $223
CA $250 total
Aug 23 - Aug 24
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 ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Beautiful hotel, super clean and new looking, very helpful and friendly staff, room was spacious, quiet and very comfortable."
A verified traveller stayed at Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
