9 Prettiest Towns to Visit in New York
When most people think of New York, they picture skyscrapers, yellow taxis, and business suits. They don't usually imagine adorable shops, pristine beaches, or majestic mountains. Yet the Empire State is replete with quaint villages folks love to visit, raise families in, or retire to. They also make easily accessible vacation spots for those living in the tri-state area. From the Finger Lakes to the Hamptons beaches, here are some of our favorites.
Lake George
Nestled in the rustic beauty of the Adirondack mountains, Lake George is only around 200 miles from New York City. The area began attracting vacationers in the 1890s when wealthy folks could escape hot summers by staying in their private retreats along 9N. Thanks to the availability of steamboats and railroad cars, the area was now more easily accessed. Many of the original Lake George mansions still exist today, and you can see them on the ten-mile stretch of land called "Millionaire's Row."
Lake George is no longer just a vacation destination for the well-off. The town is teeming with visitors in the summer months, and the lake itself is a popular destination for waterskiing, parasailing, tubing, paddling, and more. Moreover, downtown Lake George is an adorable locale for eating and shopping. Check out the ice cream and candy apples at Nina's Sweet Shoppe or the gifts at Live Laugh Love. Or visit the Lake George Outlet Mall, which is only a brief drive south of the Village and offers deals on many of your favorite name brands.
Accommodations abound in the popular getaway town, and they are available at every price point. For example, the Sagamore in nearby Bolton Landing offers a luxury experience with mountain views, golf, a spa, and restaurants. You can also choose familiar names like the Quality Inn Lake George, which offers modest rooms and an outdoor pool in the heart of downtown. Top off a busy day with a sunset meal on the water, and you'll wish you could return to this Adirondack gem every year.
Greenport
At the end of the North Fork of Long Island sits the charming hamlet of Greenport. In the summer, visitors flock to the area for waterfront dining at spots like Claudio's or Port Waterfront and to shop at charming downtown boutiques like Salt + Sea. Autumn brings folks to the village to check out wineries like Kontokosta Winery or to pick up fresh produce at the many farm stands. The Greenport waterfront is also home to The Greenport Carousel, which is over 100 years old and can be enjoyed for only $3.00 a ride. During the first Friday of each month from June to December, folks can stroll through the quaint village for the Greenport Gallery walk, when art galleries stay open late and offer special promotions. The Cherry Blossom Festival in May and the Maritime Festival in September are also popular events when the streets are lined with music, vendors, and celebrations.
The beachfront Sound View Greenport offers comfortable rooms, farm-to-table dining, and a piano bar. If you're looking for more modern accommodations, the Menhaden has rooftop firepits, updated decor, and complimentary bikes for guests. Whether you are a New York native or a new visitor, Greenport offers plenty of activities for a day trip or a weekend getaway.
Geneva
New York's Finger Lakes region is known for its glassy waters, wineries, and breweries. Geneva is located on the Northern edge of Seneca Lake, where swimming, boat tours, and fishing are popular. Stroll down Main Street and view the historic Geneva Row Houses, which are over 200 years old. You can also take in a musical, opera, play, or children's book reading at the Smith Opera House, which was built in 1894. During the day, venture out to Trestle Thirty-One, which hosts frequent events, or enjoy lakeside craft beer at Twisted Rail Brewing.
Popular lodging in the area includes the historic Bellhurst Castle, where you can enjoy opulent guest rooms, a spa, and tastings at the wine shop. Or you can stay at Geneva On the Lake, a 10-acre resort hotel with a sparkling lakeside pool, wine tour packages, and high tea on the weekends. If you're looking for extra excitement, be sure to visit during annual festivals like the Naples Grape Festival, which features music, wine-tasting, and family-friendly activities.
New Paltz
Located in New York's scenic Hudson Valley and only two hours from New York City, New Paltz is known for its music, hiking, biking, and wine. It has gained popularity as the home of Mohonk Mountain House, which was built in 1869 as a Victorian castle. Today, the picturesque mountainside retreat has a hotel, spa, restaurants, golf, and tennis courts. It's also a great spot from which to access all that New Paltz has to offer, including biking in Mohonk Preserve and shopping in the Water Street Market. Here, adorable shops like the Antiques Barn and Rhino Records will help you get your retail fix.
If you love wine, check out the pairings, fire pits, music, and scenery at Robibero Winery. Beer experts can check out the brews and axe-throwing at Clemson Brewing. Each summer, the Ulster County Fair takes place in New Paltz, complete with rides, concerts, and fireworks. There is also a craft fair in May and a Fall Fest in October. Kiddos, couples, and friend groups will have plenty to do whenever they choose to visit.
Sag Harbor
Sag Harbor is located on the northern shore of the South Fork of Long Island on Gardiners Bay. Part of the area's prestigious Hampton towns, Sag Harbor has become a charming destination for day-trippers and those looking for an overnight getaway. Take a walk down Main Street and experience a healthy slice of Americana, including the adorable toy store Kites on the Harbor and the quirky gift shop Sylvester and Co.
If you love live entertainment, enjoy the local musicians and celebrity appearances at The Bay Street Theater. If movies are more your style, don't miss the elegant atmosphere and modern flicks at the Sag Harbor Cinema. History buffs can learn about Long Island's seafaring past and check out the art exhibits at the Sag Harbor Whaling Museum. If you're looking for a wonderful meal, enjoy the cloth napkins and fireside charm of The American Hotel, where you can also find rooms for rent. The Sag Harbor Inn and Baron's Cove Resort are other lovely places to sip, sup, and spend the night.
Cooperstown
Located a little over four hours northeast of New York City, Cooperstown is best known as the home of the National Baseball Hall of Fame & Museum. Here, you can view the plaques of the 364 Hall of Fame members and enjoy exhibits like The Souls of the Game: Voices of Black Baseball. Yet Cooperstown also offers enough entertainment for a complete vacation experience. For example, you can take your kiddos fishing or hiking at Gilbert Lake State Park or check out the fresh produce at the Cooperstown Farmers Market.
One of the most popular lodging options in the area is the Otesaga Resort Hotel, where you can enjoy luxury suites, a spa, and golf. It's also a place to sample an upscale meal overlooking Lake Otesaga at 1909 or try some locally grown fare at Hawkeye Ball & Grill. You can also find comfortable, affordable accommodations at the Holiday Inn Express Inn & Suites.
Piermont
Piermont is a quiet hamlet less than an hour north of New York City, where the views of the Hudson River are pretty spectacular. Waterfront restaurants like Cornetta's Piermont offer great spots to enjoy local seafood. You can also run, walk, or bike along the Piermont Pier or stop for lunch at the Sidewalk Bistro. If you still have energy, stop by nearby Tallman Mountain State Park, which offers hiking, biking, and a swimming pool. If you're staying overnight, check out the cozy Riverview Bed and Breakfast or enjoy a luxury hotel experience at the nearby Pearl River Hilton.
Huntington
Located in the middle of Long Island, Huntington's downtown could rival any on the prestigious North or South forks. Stroll through downtown and check out adorable shops like Madison's Niche and old-fashioned eateries like Munday's. If you prefer traditional stores, the Walt Whitman Mall is just down the road. If art and wellness are your thing, enjoy the exhibits, drop-in workshops, or yoga classes at The Heckscher Museum of Art. While you're there, check out the live music, picnicking, and trails at Heckscher Park.
Huntington is also the home of Oheka Castle, a stunning estate-turned-historic-hotel that offers tours, dining, and lodging. The mansion is also the site where Taylor Swift filmed her Blank Space video. If you prefer more traditional accommodations, check out the Hampton Inn & Suites Huntington Downtown.
Montauk
At the tip of the South Fork Long Island rests Montauk, also known as The End because it is the furthest point east in New York State. One of the most popular destinations in the area is the Montauk Lighthouse, where you can enjoy tours, a gift shop, and a virtual aquarium. If you love to eat out, check out the bites at the famous John's Drive-In or the drafts at the Montauk Brewing Company. Bringing the family along? Visit Ditch Plains Beach, where there are lifeguards and food trucks. You can also enjoy the fishing and hiking at Montauk Point State Park.
If you're looking for somewhere to stay, Gurney's Montauk Resort & Seawater Spa offers a complete luxury experience with pools, fitness classes, a beach club, and live music. Gurney's is a great place to stop by for a special meal at Scarpetta Beach for those not looking to stay overnight. You can also check out the more low-key lodging at The Breakers Montauk or the Ocean Resort Inn.
Whether you live in the metropolis, the tri-state area, or a long ride away, New York State is worth a visit. With a fine variety of resorts, mountains, and beach towns, you'll find whatever you're looking for. If New York is a destination you've always wondered about, be sure to check out its adorable small towns, complete with shopping, fine dining, and lovely accommodations. You'll love New York in no time!
