Wander
Hillsdale, New York

Wander
Hillsdale Springs

3 bedrooms
4.5 baths
3 beds
6 guests
5,635 sqft
Pool outdoor
Fire place
Movie Theater
Outdoor dining area
Sauna
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 Springs. Continue below to view our local activity guide video, travel guides, restaurant recommendations and more.
Explore this location
Welcome to Hillsdale, New York
The area offers a variety of activities for outdoor enthusiasts and those seeking a peaceful retreat. Explore the scenic hiking and biking trails that wind through the nearby Taconic Hills and state parks, or enjoy skiing and snowboarding at Catamount Mountain Resort during the winter months. Art and culture lovers can visit local galleries and historic sites, while foodies will appreciate the farm-to-table dining options and charming local markets. Additionally, tranquil lakes and rivers provide opportunities for kayaking, fishing, and picnicking in a serene natural setting.
4:43 PM EDT
Travel guides
Let's make this your best trip ever
Restaurants
Fine dining with beautiful views
Cook and Larder

Cook and Larder

A delightful café offering ready-to-go meals, fresh baked goods, and gourmet coffee in a relaxed setting. Perfect for breakfast or lunch, this spot is a local favorite for its high-quality ingredients and friendly service. Open daily from 8:00 AM to 3:00 PM.

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Hillsdale House

Hillsdale House

A historic tavern dating back to 1797, offering American comfort food like burgers, pizza, and barbecue in a cozy atmosphere. With a full bar and outdoor seating, it’s great for casual dining or drinks with friends. Open Thursday to Monday from 4:00 PM to 9:00 PM.

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Random Harvest

Random Harvest

An organic gourmet market featuring fresh produce, artisanal products, and fantastic sandwiches made to order. With its farm-to-table ethos, it’s a must-visit for food lovers seeking local flavors. Open daily from 9:00 AM to 6:00 PM.

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Activities
Clark Art Institute

Clark Art Institute

A world-class museum featuring an impressive collection of European and American art alongside rotating exhibitions. Visitors can also explore scenic walking trails on the expansive grounds. Open Tuesday to Sunday from 10:00 AM to 5:00 PM.

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MASS MoCA

MASS MoCA

A renowned contemporary art museum housed in a converted factory complex, showcasing large-scale installations and live performances year-round. It’s an essential destination for art enthusiasts seeking cutting-edge creativity. Open daily from 10:00 AM to 6:00 PM (closed Tuesdays).

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Tanglewood Music Center

Tanglewood Music Center

A premier music venue hosting world-class performances by the Boston Symphony Orchestra and other acclaimed artists during the summer season. Set amidst the Berkshires’ natural beauty, it offers an unforgettable cultural experience. Open Monday to Friday from 10:00 AM to 4:00 PM and Saturdays from 12:30 PM to 4:30PM.

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Groceries
Freshtown of Hillsdale

Freshtown of Hillsdale

A full-service grocery store offering fresh produce, deli items, and household essentials at competitive prices. With its convenient location on Route 23, it’s a one-stop shop for families and individuals alike. Open Monday to Saturday from 7:00 AM to 8:00 PM and Sunday from 7:00 AM to 7:00 PM.

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Hillsdale Supermarket

Hillsdale Supermarket

A locally owned and operated market offering a wide selection of fresh produce, meats, and pantry staples. Known for its friendly service and community focus, it’s a convenient spot for all your grocery needs. Open Monday to Saturday from 7:00 AM to 8:00 PM and Sunday from 7:00 AM to 7:00 PM.

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Random Harvest Market

Random Harvest Market

An organic gourmet market featuring fresh produce, artisanal goods, and a café serving delicious sandwiches and baked goods. With its farm-to-table ethos, it’s perfect for those seeking high-quality, locally sourced products. Open daily from 9:00 AM to 6:00 PM.

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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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