Hillsdale, NY

Travel Guide
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is SAR148 per night from Jun 17 to Jun 18
SAR148
per night
Jun 17 - Jun 18
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! (260 reviews)
Modern, friendly and clean
"From my kind greeting from Bobby to my checkout in the morning, my stay could not have been better. Clean and up to date rooms, a great bar and friendly staff. Will definitely come back."

Reviewed on 13 Jun, 2024

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 SAR151 per night from Jun 24 to Jun 25
SAR151
per night
Jun 24 - Jun 25
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)
"AC in the room was to noise. Other than that it was all good."

Reviewed on 10 Jun, 2024

The Yankee, Trademark Collection by Wyndham
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is SAR206 per night from Jun 18 to Jun 19
SAR206
per night
Jun 18 - Jun 19
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (892 reviews)
"Historic 1770’s inn is a rare treasure connecting us to American history. Excellent staff and service. Gorgeous part of the country. Shame about the heavy Route 7 traffic rolling past the front door, not a concern when the inn was built."

Reviewed on 11 Jun, 2024

The Red Lion Inn
See all 1,678 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.
'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 in-room fireplaces and a spa tub. Popular attractions Vinnie's Farm Market and Kiwanis Ice Arena are located nearby.
7.2/10 Good! (22 reviews)
"Our trip was amazing. We do it again again and again"

Reviewed on 28 Apr, 2024

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
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). Our guests praise the clean rooms in our ...
8.8/10 Excellent! (74 reviews)
Would definitely stay again when in the area!
"Only stayed one night, but would have loved to stay for one week! Beautiful grounds and our host, Steven, was super welcoming and greeted us once we arrived to check us in. Local cat also greeted us once we arrived (if you’re driving, check under your car before backing out!)"

Reviewed on 2 Jun, 2024

Micosta Leisure Inn
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Sandisfield
Stay at this cabin in Sandisfield. Enjoy a garden, tennis courts, and patios. Popular attractions Otis Ridge and Ashintully Gardens are located nearby.
9.6/10 Exceptional! (30 reviews)
Great place
"We loved our time, very cozy cabin"

Reviewed on 31 Mar, 2024

Cabin w/3 Acres, Tennis+BBall 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

Image for Catamount Aerial Adventure Park

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
Image for Hillsdale Town Hall

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
Image for Community Library

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 35.714285714285715%
3 - Okay
1
" "3 - Okay 7.142857142857143%
2 - Disappointing
1
" "2 - Disappointing 7.142857142857143%
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