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 ...
7.6/10 Good! (102 reviews)
"Clean, stylish and simple. Exactly what I was hoping for."

Reviewed on 1 September 2025

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The Brooks Motel
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
The price is SAR 350 per night from Nov 2 to Nov 3
SAR 350
SAR 474 total
2 Nov - 3 Nov
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! (668 reviews)
"Nice room, bathroom could use some repair, crumbling sheetrock surrounding tub enclosure, priced well"

Reviewed on 30 September 2025

Berkshire Mountain Lodge
Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

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! (86 reviews)
"Cabin was equipped with everything and clean. Easy process to check in. The views are beautiful"

Reviewed on 30 September 2025

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Postcard Cabins Eastern Catskills
See all 1,814 properties in Hillsdale
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.
It's All About the Mountain Views, Modern Farmhouse

It's All About the Mountain Views, Modern Farmhouse

Hillsdale
Book a stay at this family-friendly vacation home in Hillsdale. Enjoy free WiFi, a garden, and a pool table. Popular attraction Catamount Aerial Adventure Park ...
Gorgeous surroundings, wonderful hosts
"My friend and I had a wonderful stay in Hillsdale. Nina and Mitch were friendly, helpful hosts, and their place is lovely. It's not clear from the description, but the actual space is in the basement, so be warned, those beautiful mountain views are not available from the couches or bedrooms. This ..."

Reviewed on 9 October 2023

It's All About the Mountain Views, Modern Farmhouse
Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

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! (86 reviews)
"Cabin was equipped with everything and clean. Easy process to check in. The views are beautiful"

Reviewed on 30 September 2025

Postcard Cabins Eastern Catskills
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7, Lenox, MA
Stay at this 3-star condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located ...
8.6/10 Excellent! (131 reviews)
"Was a nice place to stay"

Reviewed on 26 September 2025

The Ponds at Foxhollow
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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

Catamount Aerial Adventure Park

You can take time to visit Catamount Aerial Adventure Park during your travels to Hillsdale. Discover the area's mountain views and seek out the hiking trails.

Catamount Aerial Adventure Park

Copake Lake

Commune with nature and explore the great outdoors at Copake Lake during your travels in Copake Lake.

Copake Lake

Hillsdale Town Hall

Hillsdale Town Hall is just one of the places to see in Hillsdale, so why not enjoy the other things to explore during your travels? Discover the sunrises while you're in the area.

Hillsdale Town Hall

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