Sizzling Romantic Getaways in the Hudson Valley

Winter is a splendid time to snuggle up with someone special. So, why not grab your partner and head to the Hudson Valley for a day or two? We’ve put together some wonderful weekend itineraries with lots of ways to woo—and wow—one another!


Day 1

Start off the weekend with a hike or cross-country skiing in Westchester County’s largest park.

Location: Reservation Road, Pound Ridge, NY

Make your way to the gorgeous Tarrytown House Estate where you’ll spend the night, about 45 minutes away. Take a dip in the indoor pool or freshen up for dinner.

Location: 49 East Sunnyside Lane, Tarrytown, NY

Relax and recharge with a well-deserved meal at Goosefeather. Sample the Kung Pao Chicken Wings paired with one of the restaurant’s excellent craft beers.

Location: 49 East Sunnyside Lane, Tarrytown, NY

Day 2

Enjoy your morning at Tarrytown House Estate, then venture across the Hudson River to Casa Hudson, about 30 minutes away. This artistically restored villa offers sweeping views of the Hudson River and spacious rooms. Peruse the artwork which is sure to inspire conversation and creativity.

Location: 34 First Street, Haverstraw, NY

Travel south about 30 minutes to the romantic restaurant Il Fresco in Orangeburg where Italian dishes served in a 1728 restored farmhouse with fireside dining.

Location: 15 Kings Highway, Orangeburg, NY

About 15 minutes away, you’ll find Maureen’s Jazz Cellar. This intimate setting promises great cocktails, and the best jazz, cabaret, and music in the Hudson Valley.

Location: 2 North Broadway, Nyack, NY


Day 1

Stroll through the quaint and romantic Village of Cold Spring, NY. About an hour north of NYC, it’s easy to access by car or the old romantic way—by train.

Location: Cold Spring, NY

As you’re strolling Main Street in Cold Spring, you’ll find Le Buchon. With its scarlet walls, well-stocked wooden wine rack and angled mirrors—you’ll be transported to a Parisian bistro. The menu focuses on classic French fares like mussels, cassoulet, and steak au poivre. Any of these dishes pairs well with a bottle of Bordeaux or Burgundy from their Francophilic wine list.

Location: 76 Main Street, Cold Spring, NY

Follow Main Street down to the serene Hudson River where you’ll find the Hudson River House. Built in 1832 and currently on the National Register of Historic Places, this country inn offers 11 intimate rooms and 2 suites. Indulge in breathtaking views of West Point, Storm King Mountain, the majestic Hudson River and mountains.

Location: 2 Main Street, Cold Spring, NY

Day 2

After checking out of Hudson River House, you’ll be traveling about 45 minutes to your next destination in Chester, NY. The Spa at Glenmere Mansion reflects the luxury and opulence of the Gilded Age. Enjoy the Herbal Steam Room, Dry Heat Sauna, Stimulating Swiss Shower, Cool Mist Room, and Aqua Massage Vitality Pool with your significant other. Indulge in a lavish couples massage where the finest products and techniques come together to offer what may be the perfect experience.

Location: 634 Pine Hill Road, Chester, NY

Less than 30 minutes away, you’ll find Rushmore Estate which offers four private rooms that are named after the presidents on Mount Rushmore. All rooms provide an ambiance that combines old-world charm and modern amenities. Enjoy lunch on the patio followed by an afternoon lounging at the pool or hiking on one of their many trails, or even hire a driver to take you on a wine tour.

Location: 14 Castleton Drive, Highland Mills, NY

Venture out to the nearby Newburgh Waterfront for an upscale dining experience featuring a Wine Spectator Award-winning wine list, Prime and Wagyu beef, fresh seafood, and breathtaking Hudson River views.

Location: 120 Front Street, Newburgh, NY


Day 1

Visit Dia Beacon for a stimulating experience packed with multi-media modern art exhibits and installations. Located in a former Nabisco box-printing factory on the banks of the Hudson River, Dia Beacon presents art from the 1960s to the present as well as special exhibitions and public programs. Well-known artists featured include Richard Serra, Dan Flavin, Joan Jonas, Louise Bourgeois and Michael Heizer.

Location: 3 Beekman Street, Beacon, NY

You’ve probably worked up an appetite, so make your way to Pawling, about 30 minutes away. Reserve a table at McKinney and Doyle for a robust menu of small plates and seasonal specials, creative cocktails, and decadent desserts. Rustic decor and its former life as a pub contribute to a one-of-a-kind environment, centered around a philosophy of “serious cuisine in a not-so-serious atmosphere.” The corner bakery fuels an impressive assortment of sweets, so don’t forget to save room for dessert!

Location: 10 Charles Colman Blvd, Pawling, NY

It’s time to make your way north. This inviting property features an eclectic collection of furniture, lighting, and art. Perfect for a romantic escape, this centuries-old building houses the boutique hotel, plus an accompanying farm-to-table restaurant, The Corner. Grab an inventive nightcap at the bar.

Location: 53 Broadway, Tivoli, NY

Day 2

The dreamy adventure continues as your travel across the Hudson River to a winter wonderland. Situated on the dramatic Shawangunk Mountain ridge, Minnewaska State Park features numerous waterfalls, three crystalline sky lakes, dense hardwood forests and ledges opening to beautiful vistas. Cross-country skiing, snowshoeing and hiking opportunities abound.

Location: 5281 Route 44-5, Kerhonkson, NY

Less than 30 minutes away, Hasbrouck House is centered around an 18th-century Dutch Colonial Stone Mansion. Deemed Americas’ Most Romantic Retreat by the World Boutique Hotel Awards—Hasbrouck House invites couples to arrange for additional items to be waiting for them upon arrival: a custom floral arrangement, champagne, flower petals, chocolate, candles, bath salts, maple syrup, etc. Massages or a private yoga session can be booked through the guest services team.

Location: 3805 Main Street, Stone Ridge, NY

For dinner, make your way to Butterfield. The restaurant’s floor plan of intimate dining spaces creates the perfect fireside setting for couples. Treat yourselves to one or more of their specialties such as Tuna Crudo Tacos, Pilsner Battered Cauliflower or Hay Smoked Rabbit.

Location: 3805 Main Street, Stone Ridge, NY


Day 1

Looking for an adventurous romantic activity? Hike or cross-country ski at Art Omi. In the event of snow, the Sculpture & Architecture Park will remain open. If conditions allow—cross country skiing and snowshoeing are permitted. Be prepared—as rental equipment is not available, and trails are not groomed.

Location: 1405 County Route 22, Ghent, NY

Not far away, you’ll find the Inn at Silver Maple Farm. This rustic countryside retreat is tucked away in the sweet spot where the Hudson Valley meets the beautiful Berkshire foothills. The Inn at Silver Maple Farm offers eleven beautiful guest rooms decorated in elevated pastoral style.

Location: 1871 State Route 295, East Chatham, NY

For dinner, travel to The Maker Restaurant in Hudson, NY where you’ll find a glass conservatory, enveloped by layers of greenery. The Restaurant serves seasonal plates with an “emphasis on playful curiosity and a passion for sustenance.”

Location: 302 Warren Street Hudson, NY

Day 2

Time to try something new! Catskill Cryo is the first venue in New York's upper Hudson Valley River Valley to offer whole-body cryotherapy— a scientifically proven treatment designed to address and improve a variety of ailments and conditions from chronic pain to insomnia.

Location: 414 Main Street, Catskill, NY

After your wellness treatment, make your way to The Stewart House. This idyllic waterfront escape with magnificent views of the Hudson River is steeped in history and has been warmly welcoming guests since 1883.

Location: 2 Second Street, Athens, NY

For dinner, make Seconds Restaurant your first choice. Maybe start with The Moroccan Date Salad followed by Figgy Piggy--pork tenderloin stuffed with figs with red wine sauce. Yum!

Location: 7 Second Street, Athens, NY