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Your Highland Vacation
Reserve a Highland vacation package and get set to experience all this city has to offer. Consider basing yourself in the neighborhood of Poughkeepsie Waterfront, which is great for families, history and culture. If sightseeing is on the to-do list during your trip to Highland, swing by well-known attractions like Walkway Over the Hudson State Historic Park, Franklin D Roosevelt Library & Museum and Apple Greens Golf Course. Check out Expedia's wide range of travel options and book your dream vacation to Highland now.
The Latest Highland vacation packages


Lotte New York Palace
Reviewed on Aug 15, 2025

Courtyard New York Manhattan/ Midtown East
Reviewed on Aug 17, 2025


The Harbor Front Inn
Reviewed on Aug 14, 2025
Discover the most popular places to visit in Highland
Franklin D Roosevelt Library & Museum
You can study the exhibits at Franklin D Roosevelt Library & Museum, a museum with a story of its own, during your travels to Highland. While you're in the area, stroll along the riverfront.
What to do in Highland

Llama/Alpaca Hike and Farm Tour

Hudson Valley Wine and Food Day Trip with Sommelier host from NYC
Highland Hotel Deals

SureStay Plus Hotel by Best Western Highland Poughkeepsie
Reviewed on Aug 16, 2025

The Crossroads Hotel, Newburgh
Reviewed on Aug 15, 2025

Wildflower Farms, Auberge Resorts Collection
Reviewed on May 15, 2025
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- Hotels near Walkway Over the Hudson State Historic Park
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- Walkway Over the Hudson State Historic Park
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