Hillsdale

Travel Guide

A rural landscape with snow-covered fields, a winding road, and scattered trees.
A snow-covered landscape with fields, trees, and distant mountains.
A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.
A grassy field with wildflowers and a hill in the background.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is €103 per night from 8 Nov to 9 Nov
€103
8 Nov - 9 Nov
includes taxes & fees
Stay at this golf aparthotel in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in ...
Berkshire Mountain Lodge
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
The price is €75 per night from 25 Nov to 26 Nov
€75
25 Nov - 26 Nov
includes taxes & fees
Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,004 reviews)
"Office staff wonderful! Room clean but older carpet and bathroom looked dingy."

Reviewed on 3 Nov 2026

Quality Inn Great Barrington
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
282 Cairo Junction Rd Catskill NY
Fully refundable
The price is €185 per night from 3 Dec to 4 Dec
€185
3 Dec - 4 Dec
includes taxes & fees
Stay at this cabin in Catskill. Enjoy free parking, furnished patios and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park are ...
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
See all 1,867 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.
Beautiful New Build 1-bedroom home with Central Air ,on charming Copake Lake

Beautiful New Build 1-bedroom home with Central Air ,on charming Copake Lake

Copake Lake NY
Stay at this holiday home in Hillsdale. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Copake Lake and Mosquito Island ...
9.4/10 Exceptional! (6 reviews)
"Cozy and simple cottage steps away from the lake. Perfect for a couple and close to so many historic and beautiful parts of Hudson Valley. We went at the end of October to witness the stunning autumn displays along the rolling hills. We'll be back!"

Reviewed on 26 Oct 2026

Beautiful New Build 1-bedroom home with Central Air ,on charming Copake Lake
Hudson Valley and The Berkshires getaway

Hudson Valley and The Berkshires getaway

Hillsdale NY
Stay at this holiday home in Hillsdale. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Catamount Aerial Adventure Park and Art et Industrie ...
10/10 Exceptional! (15 reviews)
"We had such an incredible stay, this home is gorgeous and was the perfect quiet sanctuary for our weekend. I would stay again without a doubt."

Reviewed on 18 Sept 2026

Hudson Valley and The Berkshires getaway
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Stay at this golf aparthotel in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in ...
Berkshire Mountain Lodge
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.

Stay near popular Hillsdale attractions

Catamount Aerial Adventure Park

6.4/10 (5 reviews)
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.
See properties
A stream flowing over rocks with moss and autumn leaves.

Hudson

A row of parked cars along a street lined with brick buildings, including a sign for 'Vault Studio' and 'Hotpoint'.

Great Barrington

A forest with autumn leaves, trees, and gravestones.

Austerlitz

A waterfall cascading over large rocks surrounded by lush green foliage.

Copake Falls

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