Hillsdale, NY

Travel Guide
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is SAR 367 per night from Jan 22 to Jan 23
SAR 367
SAR 410 total
includes taxes & fees
22 Jan - 23 Jan
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! (477 reviews)
"Great place! Beautiful room and dining area very aesthetic. The bed was so comfortable. No microwaves and the bathroom floor could’ve been a little cleaner but other than that it was great for a roadside motel!"

Reviewed on 15 January 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 SAR 375 per night from Jan 20 to Jan 21
SAR 375
SAR 419 total
includes taxes & fees
20 Jan - 21 Jan
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)
Excellent stay
"Friendly, helpful management & staff. Excellent breakfast, made to order omelettes. Quiet. great pool & jacuzzi. Clean."

Reviewed on 4 January 2025

The Yankee, Trademark Collection by Wyndham
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
The price is SAR 446 per night from Jan 28 to Jan 29
SAR 446
SAR 551 total
includes taxes & fees
28 Jan - 29 Jan
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (584 reviews)
"We had a beautiful 2 bedroom suite. It had everything we needed. Very clean!"

Reviewed on 12 January 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
See all 1,755 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.
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
Lanesborough
Stay at this vacation home in Lanesborough. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Crane Museum of Papermaking and Crane ...
9.6/10 Exceptional! (234 reviews)
Easy and nice
"Very lovely place to stay. Everything was clean and the owner made everything simple."

Reviewed on 7 January 2025

Berkshire Village Carriage House - Super Private!!
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! (92 reviews)
"Second time I’ve stayed. Nice place. Owner very communicative. Good prices."

Reviewed on 5 January 2025

Micosta Leisure Inn
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield
Stay at this cabin in Sandisfield. Enjoy a garden, tennis courts, and patios. Popular attractions Otis Ridge and Old Baldy Wildlife Sanctuary are located ...
9.6/10 Exceptional! (35 reviews)
Nice Cabin
"A nice cabin in the woods. Only issue was rodents at the property. We had four sighting in three days. Would stay again if they resolved the mouse problem."

Reviewed on 3 January 2025

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
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