Hillsdale, NY

Travel Guide

Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is AED 355 per night from Apr 21 to Apr 22
AED 355
AED 397 total
includes taxes & fees
21 Apr - 22 Apr
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! (541 reviews)
"Quiet, quick, and easy stay. Clean simple rooms"

Reviewed on 5 April 2025

Life House Berkshires
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 AED 325 per night from Apr 15 to Apr 16
AED 325
AED 363 total
includes taxes & fees
15 Apr - 16 Apr
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! (988 reviews)
"Comfortable beds"

Reviewed on 3 April 2025

The Yankee, Trademark Collection by Wyndham
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 out of 5
190 Meadow Street, South Lee, MA
The price is AED 393 per night from Apr 9 to Apr 10
AED 393
AED 491 total
includes taxes & fees
9 Apr - 10 Apr
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
8.8/10 Excellent! (615 reviews)
"Clean and great location"

Reviewed on 28 March 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
See all 1,753 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.
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Austerlitz
Stay at this vacation home in Hillsdale. Enjoy free WiFi, a garden, and patios. Popular attractions Art et Industrie and Hoffman's Pottery are located ...
10/10 Exceptional! (11 reviews)
Wonderful Holiday Home
"We had our family Thanksgiving at this home and it was a great time. Enough space to cook a Thanksgiving meal, have a baking contest, play board games, and relax. The bedrooms were comfortable and everyone commented on how well they slept. More than enough bathrooms and showers with hot water for ..."

Reviewed on 1 December 2024

Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
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, hiking/biking on site, and furnished patios. Popular attractions Catskill Golf Club and Mahayana Temple are ...
8/10 Very Good! (7 reviews)
"We always live these cabins & we've been coming for years!"

Reviewed on 26 March 2025

Postcard Cabins Eastern Catskills
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! (94 reviews)
"Lovely caring owner. Beautiful room Hope to stay there again!"

Reviewed on 16 February 2025

Micosta Leisure Inn
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

Mosquito Island

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

Mosquito Island

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