Outdoor Dining, Daytrips, and Much More

With easy access to Stewart International Airport, NJ Transit, and the Taconic State Parkway, begin your adventure in Poughkeepsie, NY, as you like: by plane, train, or car. Hudson Valley is a rewarding location to explore and attractions are never in short supply. From skydiving to tours of wineries, Poughkeepsie Grand Hotel & Conference Center is near many fun things to do.

National Parks & Preserves

Hudson Valley is home to some of the finest National Parks, State Parks, and Preserves in the United States. Named a top 20 must-see destination of the world by National Geographic Traveler, this region boasts beautiful canopied drives, looming mountain backdrops, a blooming farmer’s market scene, and wide array of hiking trails, swimming spots, and tree-lined trails. This National Heritage Area is also one of the oldest wine-producing areas in the country.

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Walkway Over the Hudson

One of the longest elevated pedestrian bridges in the world is one mile away from Poughkeepsie Grand Hotel & Conference Center. Arrive on foot and enjoy a three-mile, roundtrip trek that rises at times to more than 200 feet above the sparkling Hudson River. The path is perfectly suited to bicyclists and was voted the region’s Best Bike/Rail Trail two years in a row by readers of Hudson Valley Magazine. Along the way, learn about the walkway’s history from educational plaques.

Woodbury Common Premium Outlets

Find your fit from any number of well-known designer and retail giants at Woodbury Common Premium Outlets. Featuring 220 stores such as Ralph Lauren, Michael Kors, The North Face, Coach, and Nike, a full day of world-class shopping awaits for guests at Poughkeepsie Grand Hotel & Conference Center. The commons are situated directly off the New York State Thruway near The Arden House, the historic estate and mansion of railroad magnate Edward Henry Harriman.

West Point United States Military Academy

Take a tour of one of the United States’ most storied military academies. The history runs deep at West Point, and Revolutionary War buffs have plenty of things to do and love. Explore the garrison at Fort Putnam or the earliest Revolutionary War fortifications in the Hudson Valley at Constitution Island. See performances at Eisenhower Hall Theatre or visit The West Point Museum, the nation’s oldest military museum showcasing more than 60,000 Army artifacts.

Skydive the Ranch

Staying grounded is overrated. Take the plunge at Skydive the Ranch, your premier destination in the Hudson Valley for tandem skydiving. Unforgettable, airborne experiences await in Gardner, NY, for guests at Poughkeepsie Grand Hotel & Conference Center. Get a bird’s-eye view of Schunemunk Mountain State Park from 13,500 feet, one of the highest dropzones offered by a tandem skydiving center in New York State.

Outdoor Dining on the Waterfront

Mouthwatering meals are a mainstay of the Hudson River. Walk along the bank and discover popular waterfront restaurants in Newburgh with a daunting variety of cuisines, menus, and settings. Mill House Brewery is one of Poughkeepsie’s most popular restaurants serving great food and a vast selection of local beers! In the mood for fine dining? Place your reservation for Blu Pointe and indulge in gourmet surf and turf.

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Hudson Valley Renegades Baseball Game

Plan a fun day with friends and family at the ballpark. The Hudson Valley Renegades is a minor league favorite in Poughkeepsie, NY, with a regular lineup of games that you need to catch if you’re staying during baseball season. Dutchess Stadium is 15 miles south of our hotel along the Hudson River, making a trip to the ballpark the perfect excuse to explore waterfront restaurants along the bank and nearby Newburgh attractions.

Bethel Woods Center for the Arts

Few Hudson Valley attractions are as famous as Bethel Woods Center for the Arts, located on the site of the 1969 Woodstock festival. For guests at our hotel taking a daytrip, this destination offers a staggering array of things to do. Pavilion Stage is a 16,000-seat amphitheater that frequently hosts festivals, world-tour concerts, and arts programs. Pick up merch at the museum and see what it was like to be in the historic 450,000-person crowd using the augmented reality tour Meet Me at Woodstock.


Take a wine tour in one of the country’s oldest wine-making and grape-growing regions. Hudson Valley is home to more than 25 award-winning wineries. The vintages produced in this verdant Valley are coveted around the world, and guests at Poughkeepsie Grand Hotel & Conference Center have a lot of options to choose from. Ride the Little Wine Bus or hop across the historic Hudson Valley Beer Trail. Want to work for your drink? Hike, kayak, or zipline with an adventure tour.


Many of New York’s famed breweries call the Hudson Valley home. From Newburgh, Mill House, and Captain Lawrence Brewing Company to cider aficionados Angry Orchard, there’s something for everyone near Poughkeepsie Grand Hotel & Conference Center. Take our amber-hued Valley by storm on The Little Beer Bus, a group-friendly attraction for groups on the Hudson Valley Beer Tour or anyone else who needs a safe ride as they hop between our hoppy stops.

Historical Hudson Valley

At the end of the day, guests at our hotel are immersed in a rich location—rich in natural beauty, historic mansions, outdoor activities, waterfront dining, unique attractions, and more. There’s a new park, grove, estate, museum, fairground, or nature trail to discover every day. This National Heritage Area has a story to tell, and the Hudson Valley knows how to keep you interested and engaged. Join us for unforgettable, and educational, stays in Poughkeepsie, NY.

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