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Your Hillsdale Vacation
The rich history and welcoming locals are just the beginning of the things Hillsdale has to offer. Experience the sights and sounds of this captivating city the way you want with a customized Hillsdale vacation package. Every trip to Hillsdale just has to include a bit of sightseeing. Where to first? Catamount Aerial Adventure Park and Taconic State Park are key attractions. Whatever your travel plans or the size of your budget, organizing your ultimate tailored Hillsdale vacation is easy with Expedia.
The Latest Hillsdale vacation packages

Lodges At Cresthaven
Reviewed on Nov 23, 2025


The Landing Hotel at Rivers Casino & Resort
Reviewed on Nov 23, 2025

Homewood Suites by Hilton Albany Crossgates Mall, NY
Reviewed on Nov 28, 2025

Homewood Suites by Hilton Clifton Park
Reviewed on Nov 11, 2025
Discover the most popular places to visit in Hillsdale
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.
Hillsdale Hotel Deals

The Brooks Motel
Everything was lovely, thanks. Small note: the toilet seat needs a bolt on one side. Otherwise everything was great! Thx
Reviewed on Nov 10, 2025

Berkshire Mountain Lodge
When we are out in Pittsfield we always stay at the BML. The rooms are spacious, clean, and comfortable. For the price of a hotel room, you get a small condo. The staff is always friendly and helpful. Stay there, you won't regret it.
Reviewed on Nov 26, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Great checking. Great staff, great room.
Reviewed on Nov 22, 2025
Find the Best Hillsdale Vacation Packages
Hillsdale Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | Lake Taghkanic State Park, Hudson Chatham Winery and Catamount Aerial Adventure Park |
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