Hillsdale, NY

Travel Guide
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is SAR 774 per night from Dec 19 to Dec 20
SAR 774
SAR 1,032 total
includes taxes & fees
19 Dec - 20 Dec
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,002 reviews)
"The feel of an old fashioned Christmas feel"

Reviewed on 15 December 2024

The Red Lion Inn
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is SAR 364 per night from Dec 29 to Dec 30
SAR 364
SAR 407 total
includes taxes & fees
29 Dec - 30 Dec
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! (1,004 reviews)
"This hotel was awesome! We enjoyed the hot tub along with the fireplace in our room!"

Reviewed on 15 December 2024

The Yankee, Trademark Collection by Wyndham
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is SAR 353 per night from Jan 1 to Jan 2
SAR 353
SAR 395 total
includes taxes & fees
1 Jan - 2 January 2025
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (453 reviews)
Highly recommend!
"The young lady working at the front desk was very prompt and cordial upon my check-in. It was simply nice room, thoughtfully done yet comfortable and a great location!"

Reviewed on 12 December 2024

Life House Berkshires
See all 1,750 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.
Micosta Leisure Inn
Micosta Leisure Inn
3 out of 5
3007 County Rd 20, Hudson, NY
Stay at this 3-star business-friendly aparthotel in Hudson. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions FASNY Museum of Firefighting ...
9/10 Wonderful! (85 reviews)
"Fantastic place to stay! So homey, comfortable, and peaceful. Steven was a fabulous host, and his property is wonderful - in a beautiful garden. The room is large and beyond well equipped. No reason to pay more to stay downtown Hudson. We’re on a month-long New England road trip, and this has been ..."

Reviewed on 9 October 2024

Micosta Leisure Inn
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
Stay at this cabin in Saugerties. Enjoy patios and in-room fireplaces. Popular attractions Vinnie's Farm Market and Kiwanis Ice Arena are located nearby.
7.2/10 Good! (27 reviews)
Perfect Peaceful Getaway
"We had a great time at the cabin! It was the perfect escape from the city. The view was gorgeous, and the cabin had everything we needed. We also tried to use the canoe but the padlock is stuck, it might be rusted/need to be replaced. Otherwise everything was perfect!"

Reviewed on 7 July 2024

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Hamptons on the Hudson in South Saugerties
Hamptons on the Hudson in South Saugerties
Glasco
Book a stay at this family-friendly vacation home in Glasco. Enjoy free WiFi, private pools, and a garden. Popular attractions Falling Waters Preserve and West ...
9.8/10 Exceptional! (12 reviews)
Girl’s Getaway
"Our group of 7 women had a great time in the house. Beautiful property. Nice view of the Hudson. Lots of amenities. Well stocked kitchen. Cozy and comfortable. We enjoyed the Nespresso machine. Lots of room for us to spread out and to hang out together in the living room and enjoy a meal in the dining ..."

Reviewed on 4 November 2024

Hamptons on the Hudson in South Saugerties
See all 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.

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

Community Library

Community Library 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.

Community Library

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