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Hillsdale, New York

Wander
Hillsdale Valley

4 bedrooms
4 baths
6 beds
10 guests
2,500 sqft
Guest house
Mountain view
Let’s make this your best trip ever. We want you to venture beyond the four walls of our homes to explore everything each destination has to offer. From amazing restaurants, to outdoor activities, to local treasures around Wander Hillsdale Valley. Continue below to view our local activity guide video, travel guides, restaurant recommendations and more.
Explore this location
Welcome to Hillsdale, New York
Nestled in the heart of the Hudson Valley, this location offers easy access to a wide range of outdoor and cultural activities. Enjoy scenic hikes and nature walks at Taconic State Park or Bash Bish Falls, just a short drive away. In the winter, head to nearby Catamount Mountain Resort for skiing and snowboarding. The charming towns of Hudson and Great Barrington are close by, offering boutique shopping, art galleries, farm-to-table dining, and live music. Whether you're seeking outdoor adventure or a relaxed weekend exploring local culture, there's something for everyone in this vibrant region.
3:37 PM EDT
Restaurants
Fine dining with beautiful views
Heirloom Lodge

Heirloom Lodge

Heirloom Lodge is a seasonal, wine-focused restaurant in the Berkshires, offering a changing menu rich in local produce. Its ambiance combines rustic charm with a sophisticated dining experience.
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Activities
Catamount Aerial Adventure Park

Catamount Aerial Adventure Park

Experience the thrill of Catamount Aerial Adventure Park, featuring nine tree-top courses with ziplines and obstacles perfect for adventure-seekers. This park is ideal for families and groups seeking an exciting outdoor challenge.
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Catamount Mountain Resort

Catamount Mountain Resort

Catamount Mountain Resort offers thrilling summer activities, perfect for adventure-seekers and families. Enjoy ziplining, aerial adventures, and scenic chairlift rides amidst beautiful mountain scenery.
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Beebe Hill State Forest

Beebe Hill State Forest

Beebe Hill State Forest offers a scenic hike to a historic fire tower with breathtaking views, perfect for nature lovers and families seeking adventure. The picturesque trail and stunning vistas make it an ideal outing for those who appreciate the outdoors.
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THE WANDER APP
The best activities, in your pocket

Soon, we’re rolling out Wander Explore, giving you access to the best destinations during your trip. Download the app today to get notified when we launch.

Wander Explore
Coming soon

Explore all the best restaurants, museums, trails, parkings, pharmacies, and more. Save your favorite picks, create lists, make reservations - all from the Wander app.

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