Hillsdale, NY

Travel Guide

The Brooks Motel

The Brooks Motel

2 out of 5
2871 New York 23 Hillsdale NY
Stay at this motel in Hillsdale. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Catamount Aerial Adventure Park and Community Library ...
7.4/10 Good! (119 reviews)
Yes everything was perfect, just had a little trouble getting the WIFI for the TV set up!

Reviewed on 2025/12/1

The Brooks Motel
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
The price is NT$2,388 per night from Jan 4 to Jan 5
NT$2,388
NT$2,667 total
Jan 4 - 2026/1/5
includes taxes & fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,000 reviews)
Wonderful breakfast, amazing relaxing hot tub, Beautiful clean room, staff friendly very helpful. Will stay again !!

Reviewed on 2025/12/17

The Yankee, Trademark Collection by Wyndham
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 NT$2,926 per night from Dec 24 to Dec 25
NT$2,926
NT$3,268 total
Dec 24 - Dec 25
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! (988 reviews)
Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful .

Reviewed on 2025/12/15

Holiday Inn & Suites Pittsfield-Berkshires by IHG
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.
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
282 Cairo Junction Rd Catskill NY
Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park ...
9.4/10 Exceptional! (109 reviews)
Everything has exceeded expectations!!!

Reviewed on 2025/12/14

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7 Lenox MA
Stay at this condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions The Mount and Wyndhurst Golf & Club are located ...
8.6/10 Excellent! (136 reviews)
As others have said, it’s extremely well kept and clean. In the Condo and the common areas…immaculate actually. It’s very dated. It would have been nice to know we would have people above us, and the hot tub no longer exists and that was disappointing. It’s a great location and condo is well equipped. ...

Reviewed on 2025/12/7

The Ponds at Foxhollow
Micosta Leisure Inn

Micosta Leisure Inn

3 out of 5
3007 County Rd 20 Hudson NY
Book a stay at this business-friendly aparthotel in Hudson. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions FASNY Museum of Firefighting ...
9.2/10 Wonderful! (132 reviews)
Such a great place! Everything was clean and perfect for our stay. The staff was super friendly and helpful. The room was a great size and full of amenities. The property was pretty as well and quiet. I would stay here the next time I visit Hudson.

Reviewed on 2025/12/12

Micosta Leisure Inn
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.

Popular places to visit

Reviews of Hillsdale

4.3
Top Destination
5 - Excellent
7
5 - Excellent 50%
4 - Good
5
4 - Good 36%
3 - Okay
1
3 - Okay 7%
2 - Disappointing
1
2 - Disappointing 7%
1 - Terrible
0
1 - Terrible 0%

4/5 - Good

Verified traveler

Hillsdale is close enough to Great Barrington that you can avail yourself of all the benefits of a big town. But its just far enough removed that you feel relaxed and peaceful. The town is a great jumping off point for exploring the area.

5/5 - Excellent

Sherry

Charming, small town that is close to the highway. Beautiful country side. If we had the time, we would have explored more.

2/5 - Disappointing

Verified traveler

The woman at check in was very pleasant and helpful.

5/5 - Excellent

Verified traveler

Love the area; picturesque and quiet

Cities near Hillsdale

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