4/5 - Good
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.

Clean ! Great location
Reviewed on Jan 5, 2026

All of the above!
Reviewed on Jan 3, 2026

Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN
Reviewed on Jan 4, 2026
I love it!! We spend a beautiful Christmas
Reviewed on Dec 25, 2025

Condo was a great space. Bathroom walls should be repainted as stains are evident. There were also stains on the couch which I cleaned.
Reviewed on Jan 3, 2026

Absolutely perfect in every way. Super accessible, private and quiet, and everything you need for a perfect getaway in Hudson. 10 minutes or so from downtown, seamless process. Definitely plan to come again!
Reviewed on Dec 28, 2025
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.
Commune with nature and explore the great outdoors at Copake Lake during your travels in Copake Lake.
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 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.
Charming, small town that is close to the highway. Beautiful country side. If we had the time, we would have explored more.
The woman at check in was very pleasant and helpful.
Love the area; picturesque and quiet
