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Shop, Stay, and Celebrate: Your Ultimate Woodbury Holiday Getaway

During the beautifully bright holiday season, you can embark on a very merry getaway to the Hudson Valley. After you shop at Woodbury Common Premium Outlets, and snag designer items for a fraction of the cost, you can then make the most out of your winter day (or weekend away) by exploring the undeniably charming Hudson Valley region. Whether you’re an out-of-town visitor who is traveling to Woodbury for the first time, or a local who is excited for a change of scenery, our wintry travel guide is here to help you plan your ultimate Woodbury holiday getaway.

Shop & Save in Style

Woodbury Common Premium Outlets is where luxury meets legendary deals, and this fantastic outlet center is home to luxe brands like Prada, Gucci, and Moncler, where you can seize wonderful seasonal deals as we head into winter. The center’s luxe brands feature exquisite apparel, shoes, cosmetics, fragrance, leather goods, eyewear, and accessories at gloriously discounted prices. And if you are traveling for the holidays, you will not want to miss the incredible sale at Tumi, where you can find bags and travel items at up to 40% off; plus there is complimentary monogramming on all in-store purchases. Since shopping is always much more peaceful whenever you can beat the crowds, it’s recommended to arrive early and shop on weekdays to ensure a relaxed shopping experience.

Beyond The Bags

The Hudson Valley is comprised of memorable wineries, cozy restaurants, and scenic winter views and hiking trails, which makes it the perfect surrounding area to turn your holiday shopping trip into an ideal winter getaway.

Incredible Wineries

Warwick is home to beloved wineries like Warwick Valley Winery & Distillery and Applewood Winery that highlight the region’s top-tier wines and ciders while showcasing live music and events as well. And if you’re looking for a winery with some history, Brotherhood, America’s Oldest Winery is located in Washingtonville, only 20 minutes away from Woodbury Commons. The Brotherhood Winery will also be hosting a Murder Mystery Dinner in December that will include a full buffet dinner and an open wine tasting bar.

Cozy Dining

If you’re looking for a cozy dining spot with Italian cuisine, Cafe Amarcord, in Beacon, is the place to be for elevated dishes like Branzino In Bordetto and Ribeye Fiorentina. You can also head over to the Riverview Restaurant, in Cold Spring, where you will get a (seasonally delicious) dinner with a view as you take in the small town charm and picturesque Hudson River waterfront. And of course, if you’re a lover of the region’s history, you will most definitely want to stop by West Point and dine at McArthur’s Riverview Restaurant at the Thayer Hotel (think tall, gothic windows and an old-world aesthetic), where they are renowned for their award-winning Sunday Champagne Brunch.
Scenic Winter Views and Hiking Trails in Orange County, NY

Scenic Winter Views and Hiking Trails in Orange County, NY

Outdoor enthusiasts and nature lovers will truly fall in love with the scenic grounds and hiking trails at Bear Mountain State Park and Harriman State Park. Harriman State Park is quite large, and it’s comprised of 31 lakes and reservoirs, 200 miles of hiking trails, two public camping areas, two beaches, and miles of scenic roads, vistas, and wildlife. The Black Forest is another scenic excursion with various trails, recommended short hikes, and sweeping views of the Hudson Valley.

Holiday Events Nearby

‘Tis the season for ice skating, quaint villages, and holiday lights; the Hudson Valley certainly becomes a whimsical winter wonderland during the most wonderful time of the year.

Ice Skating in Monroe, NY

Nestled in Monroe is Crane Park, also referred to as the Millponds, where you can ice skate as long as the green flag indicates that it’s good to go. This quaint rink embraces simplicity (you would have to bring your own skates and hot chocolate), but you can definitely lean into those romanticized ice skating dreams with the pond’s serene winter surroundings. And not too far from Monroe is Bear Mountain Ice Rink, an idyllic outdoor rink with the mountains as your gorgeous backdrop.

Sugar Loaf Arts & Crafts Village

Sugar Loaf, a historic and quaint hamlet in Orange County, is home to stunning views, intricate artisan shops, and several eateries. Since the 1970’s, this artist’s community has been a working crafts village, and this wonderfully eclectic hamlet is sure to be decked out for the holiday season.
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Hudson Valley Holiday Lights Festivals

Hudson Valley Holiday Lights Festivals

The Hudson Valley shimmers and shines with holiday lights such as the nostalgic holiday lights experience at The Watt Christmas Wonderland in Goshen, and The Wonderland of Lights in Rhinebeck, which is another drive-thru that features mesmerizing holiday light displays. The Holiday Spirit Festival in Wappingers Falls is a joyous interactive experience that is sure to include plenty of holiday cheer, peppermint hot chocolate and all. And then there is the largest holiday light festival in the Hudson Valley, A Frosty Fest, which is located in Ulster Park and includes a spectacular drive-thru that’s comprised of holiday lights, animations with music, animatronics, actors, and all of your favorite holiday characters.

Easy Travel from NYC

Woodbury Bus is the most convenient and comfortable way to get from Manhattan to Woodbury Common. Woodbury Bus is located at 810 8th Avenue, and your ride is guaranteed to be a stress-free experience from start to finish. Woodbury Bus offers reserved seating, on-board amenities, and terrific drivers who will get you to Woodbury swiftly and safely. (After all, why deal with the hassle of traffic or public transit during one of the busiest times of the year?) Woodbury Bus is the best way to get to Woodbury Common for one-of-a-kind shopping and wintry sightseeing.

Make It a Private Experience

For groups, families, or VIP travelers, Private Tours NYC can thankfully turn your trip into a custom, full-day Hudson Valley holiday experience that features can’t-miss shopping, local sightseeing, and dining. Private Tours NYC will happily work with you to curate your ideal itinerary.

Woodbury Bus: The Return Meeting Point | Photo: Woodbury Bus

As Bing Crosby croons, it’s a beautiful sight, we’re happy tonight, walking in a winter wonderland. You can easily travel to Woodbury from NYC, via Woodbury Bus, to kick off your ultimate Woodbury holiday getaway that can include extraordinary shopping, incredible wineries, cozy dining, scenic winter views and hiking trails, holiday events, and even a personalized itinerary when you book a private tour with Private Tours NYC. Shop, stay, and celebrate in Woodbury this holiday season!

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