Find Us
Pawling Chamber of Commerce
59 Charles Colman Blvd
(Not a mailing address)
845-855-0500
Hours of Operation
Monday – Friday 10 am – 4 pm
Saturday 10 am- 2 pm
Pawling Chamber of Commerce
59 Charles Colman Blvd
(Not a mailing address)
845-855-0500
Monday – Friday 10 am – 4 pm
Saturday 10 am- 2 pm
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This comfortable and elegant boutique hotel is located just steps away from the Pawling Metro North Station as well as local shops and restaurants. Check out their special Happy Anniversary package, which includes flowers, desserts and champagne delivered to your room.
Visitors come from far and wide to visit this award-winning restaurant, which is attached to a fabulous bakery. Enjoy their creative craft cocktails or carefully curated wine list, and dine on favorites like Maine Lobster Risotto and Peking Duck a L’Orange. Don’t skip dessert, which includes a variety of delicious cakes and pies freshly made in their bakery. The vibe here is fine dining in a relaxed “neighborhood restaurant” setting. Cozy up with your partner in one of their booths and enjoy an intimate meal together.
Chef Harris Mayer is the creative genius behind this new restaurant, featuring farm-to-table fare in a romantic country setting Visit their website to check the menu before you go, because it changes daily based on what ingredients are locally available. You can expect exquisite handmade pastas, wood-fired oven pizzas with dough made from locally grown flour and entees like grilled swordfish and braised short ribs, along with sides like hen of the woods mushrooms. Even the wines and spirits are sourced from local wineries and distilleries when possible! Cornerstone is open for dinner Wednesday through Sunday and for brunch on Sundays.
This charming boutique features contemporary fashions, jewelry, handmade accessories for women, and also includes a smaller collection for men.
This local shop has a huge selection of terrific gifts for every age group, and is an especially great place to find Pawling swag, as well as locally made food items like Crown Maple Syrup and Harney Teas.
If you’d like to give your sweetheart some fresh flowers during your romantic Pawling getaway, visit Parrino’s Greenhouse and Florist, and choose from a wide selection of flower arrangements and plants.
This unique shop carries hand crafted home decor and scented candles that are made in the store. Stop by and pick up something for your home to remind you of your romantic country getaway.
This lovely gallery, owned by photographer Jane Haslam, features art, crafts and photography by local artists. Stop in here to find beautiful prints and postcards of the breathtaking natural scenery in Pawling and the Hudson Valley, as well as hand crafted jewelry, soaps, and other one-of-a-kind gifts.
Stop in here to find that perfect bottle of wine to share with your partner after your day exploring Pawling.
Book a “couples” massage. Book your massage(s) in advance at massageattheatrium.com and treat yourself and your partner to the gift of total relaxation!
Take a yoga class together. Check out the daily classes at Pawling Yoga & Wellness. You can register online for a class as late as 15 minutes before the class begins.
Go to Daryl’s House to hear a great band. This venue, owned by local resident Daryl Hall of Hall & Oates, hosts an eclectic line-up of musicians and bands, and you can get a delicious dinner here too.
If you and your partner love horses, make an appointment to visit Akindale Thoroughbred Aftercare. This non-profit, located on a breathtakingly beautiful farm, rehabilitates and finds homes for retired racehorses.
If it’s summertime, take your love out on the lake in a row boat! Get a couple of day passes to the waterfront at Lakeside Park (2 Lakeside Drive) and spend some time swimming too, if you’d like. Rowboat, kayak and paddle board rentals are all included in your admission fee. For more info, visit www.pawlingrec.org.
Hike up to Cat Rocks on the Appalachian Trail and enjoy the view together. Head to West Dover Road, park by the Dover Oak (the oldest and largest white oak tree on the A.T. at over 300 years old), cross the street and follow the white blazes for a short hike up to Cat Rocks. Bring a picnic lunch from Vinny’s Deli or the Pawling Family Quick Stop, and enjoy the spectacular view of Pawling and the surrounding area.
If you and your partner enjoy golfing, play a round at one of America’s oldest public golf courses, established in 1890. During their open season, they take daily reservations. Times are available, 12-minute intervals, throughout the day starting at 9:00 a.m. Payment reserves your time, first come first serve basis. Book online or call the clubhouse in advance to schedule your game.
There aren’t a lot of drive-in movie places left in the United States, but luckily we still have a few of them here in the Hudson Valley. If you’d like to cuddle up to your date 1950’s style at the drive-in, visit Four Brothers Drive-In, about a 30 minute drive north in Amenia. More than just a drive-in theater, this is a total retro experience. Visitors can enjoy a full meal on the patio of the Four Brothers Restaurant or enjoy fun variations of classic snacks and creative cocktails from the Grand Shack. You can even reserve an Airstream trailer and spend the night!
About a forty minute drive from Pawling, the Walkway Over the Hudson is the world’s longest elevated pedestrian bridge, spanning the Hudson River between Poughkeepsie and Highland, NY. The bridge is open from dawn to dusk year round, but the busy season is during the warm months, when the elevator is open and they host special events. The views of the river and surrounding towns are spectacular, and the bridge is wide enough to accommodate pedestrians, strollers, bikes, scooters and dog walkers. The walkway is 1.28 miles long from gate to gate and stands 212 feet above the river. Bathrooms, information kiosks and food vendors are located on both sides of the bridge. The walkway also hosts special nighttime events, with movie nights in the park under the bridge on the Poughkeepsie side, and Walkway at Night, where visitors can walk the bridge from sunset into the evening for a small donation fee. For more info, visit https://walkway.org/ After your walk, enjoy a romantic dinner at Lola’s or the Mill Street Brewing Company and catch a show at the Bardavon.
