Looking to escape the hustle and bustle of New York City for a weekend getaway? If you’re wondering what upstate towns are within a two-hour drive from the city, you’re in luck! We’ve done the research for you and compiled a list of charming towns that are just a short distance away. Whether you’re craving scenic nature trails, quaint Main Streets, or relaxing lakeside views, these upstate towns have it all. So pack your bags, hop in the car, and get ready to explore the hidden gems that await you just two hours from the Big Apple. If you’re looking for a quick weekend getaway from the hustle and bustle of New York City, there are plenty of charming upstate towns that are just a two-hour drive away. From the beautiful Pocono Mountains in Pennsylvania to the picturesque Hudson Valley in New York, there are endless options for a fun and relaxing trip. So grab your friends or significant other, jump in the car, and get ready to explore these incredible destinations!
Pocono Mountains, Pennsylvania
Located just a two-hour drive west of NYC, the Pocono Mountains in Pennsylvania are a haven for outdoor enthusiasts and nature lovers. One of the standout towns in this area is Stroudsburg. This quaint town is known for its charming Main Street, lined with unique shops, galleries, and restaurants. Explore the beautiful Stroud Park or take a leisurely stroll along the Brodhead Creek. With its small-town charm and natural beauty, Stroudsburg is a must-visit in the Pocono Mountains.
Another gem in the Pocono Mountains is Jim Thorpe. This historic town is named after the legendary Native American Olympian and offers a unique blend of natural beauty and cultural attractions. Take a ride on the Lehigh Gorge Scenic Railway and soak in the breathtaking views of the surrounding mountains and the Lehigh River. Visit the Asa Packer Mansion, a stunning Victorian-era house that offers a glimpse into the region’s rich history. Don’t forget to explore the charming shops and dine at the local eateries for a taste of Jim Thorpe’s vibrant culture.
Milford, set in the picturesque Delaware Water Gap, is another great option for a two-hour getaway from NYC. This charming town is known for its stunning natural beauty, with the Delaware River running right through it. Take a scenic hike in the Delaware Water Gap National Recreation Area or stroll along the quaint streets of Milford, admiring the historic architecture and browsing the unique shops. With its tranquil ambiance and proximity to nature, Milford is a true hidden gem in the Pocono Mountains.
Hudson Valley, New York
The Hudson Valley is a region renowned for its stunning landscapes, charming towns, and vibrant arts scene. One of the must-visit towns in the area is Beacon. Known for its thriving arts community, Beacon is home to the renowned Dia:Beacon, an art museum housed in a former Nabisco box-printing factory. Take a leisurely walk along the Main Street and explore the numerous galleries, boutiques, and restaurants that line the charming town center. And don’t miss the opportunity to hike up Mount Beacon for breathtaking views of the Hudson River and the surrounding valley.
Nestled along the Hudson River, Cold Spring is another delightful town in the Hudson Valley worth exploring. Its well-preserved 19th-century architecture gives the town a quaint and historical feel. Take a stroll along Main Street and discover unique antique shops, art galleries, and coffee shops housed in charming buildings. For a scenic adventure, hike up to the picturesque Breakneck Ridge, known for its challenging trails and panoramic views of the Hudson River. Cold Spring truly offers a perfect blend of history, natural beauty, and small-town charm.
Peekskill is another gem in the Hudson Valley that should not be missed. Situated on the banks of the Hudson River, this vibrant town is known for its thriving arts and cultural scene. Explore the rich history of Peekskill by visiting the Peekskill Museum or take a leisurely walk along the Riverfront Green Park for stunning river views. Don’t forget to grab a bite to eat at one of the many eclectic restaurants that offer a diverse range of cuisines. With its lively atmosphere and abundant cultural offerings, Peekskill is a delightful destination for a weekend getaway.
Catskill Mountains, New York
Known for their scenic beauty and tranquil ambiance, the Catskill Mountains offer a retreat from the fast-paced city life. Woodstock, a world-famous town, is a haven for artists and free spirits. Immerse yourself in the town’s bohemian vibe by visiting its numerous art galleries, music venues, and unique shops. Take a stroll through the village green and enjoy the charming cafes and restaurants that line the streets. If you’re up for some outdoor adventure, head to the nearby Overlook Mountain for a rewarding hike and stunning panoramic views of the surrounding countryside.
Saugerties, located on the banks of the Hudson River, is another must-visit town in the Catskills. Explore the historic downtown area known for its charming architecture and browse the antique and specialty shops that dot the streets. Don’t miss the chance to visit the Saugerties Lighthouse, perched on the edge of the river, offering awe-inspiring views. For nature lovers, a visit to the Kaaterskill Falls, one of the highest waterfalls in New York, is a must-do. Saugerties offers a perfect blend of small-town charm and outdoor adventures.
Phoenicia, nestled in the heart of the Catskill Mountains, offers a true escape into nature. This small town is surrounded by breathtaking mountains, pristine rivers, and charming landscapes. Spend your time hiking the numerous trails in the area, fishing in the clear waters of the Esopus Creek, or simply relaxing next to a peaceful waterfall. Phoenicia’s laid-back atmosphere and natural beauty make it an ideal destination for outdoor enthusiasts and those seeking a tranquil retreat.
Delaware Water Gap, New Jersey
Located along the border of New Jersey and Pennsylvania, the Delaware Water Gap region is a nature lover’s paradise. The town of Delaware Water Gap, situated within the famous Delaware Water Gap National Recreation Area, offers endless opportunities for outdoor adventures. Kayak or raft along the Delaware River, hike the Appalachian Trail, or explore the hidden waterfalls that dot the area. Take a scenic drive along the Delaware Water Gap Scenic Byway for breathtaking views of the surrounding mountains and forests. With its stunning scenery and outdoor activities, Delaware Water Gap is a true gem for nature enthusiasts.
Columbia, a charming small town in New Jersey, is another must-visit in the Delaware Water Gap region. This historic town offers a glimpse into the region’s past with its well-preserved 19th-century architecture. Explore the Columbia Lake Nature Preserve, a beautiful park with walking trails and picnic areas, or take a scenic drive along the scenic Delaware River Road. Columbia’s peaceful ambiance and natural beauty make it a perfect destination for a relaxing weekend getaway.
Blairstown, also located in the Delaware Water Gap region, is a hidden gem waiting to be discovered. Surrounded by rolling hills, lush forests, and picturesque farmland, Blairstown offers a peaceful retreat for nature lovers. Explore the hiking trails in the nearby Kittatinny Valley State Park, go fishing in the Paulinskill River, or simply take in the serene beauty of the countryside. With its small-town charm and abundance of outdoor activities, Blairstown is an ideal destination for a weekend getaway.
New Paltz, New York
Known for its vibrant arts scene and stunning natural beauty, New Paltz is a popular destination for those looking to escape the city. This college town offers a charming downtown area with an array of trendy shops, cozy cafes, and diverse restaurants. Take a walk over the iconic Walkway Over the Hudson, the world’s longest elevated pedestrian bridge, for breathtaking views of the Hudson River and the surrounding scenery. Explore the internationally renowned Mohonk Preserve, where you can hike, rock climb, or simply enjoy the tranquility of nature. New Paltz is the perfect blend of small-town charm, cultural vibrancy, and outdoor adventures.
High Falls, a small hamlet just a short drive from New Paltz, is a hidden gem nestled among rolling hills and pristine forests. Take a stroll along the historic High Falls Waterfall Walk, where you can admire the picturesque waterfalls and charming shops and galleries. Enjoy a meal at one of the farm-to-table restaurants that showcase the region’s local produce and flavors. High Falls offers a serene and idyllic setting, perfect for a peaceful getaway in nature.
Gardiner, located at the foot of the Shawangunk Mountains, is another delightful town in the New Paltz area. Known for its breathtaking views and outdoor recreational opportunities, Gardiner is a paradise for outdoor enthusiasts. Explore the scenic trails in the Mohonk Preserve or rock climb on the world-famous Shawangunk Ridge. Visit the Gardiner Liquid Mercantile, a unique shop that offers a variety of crafts, pottery, and gourmet foods. With its natural beauty and outdoor adventures, Gardiner is a fantastic destination for those looking to reconnect with nature.
Storm King State Park, New York
Situated just a short drive from the city, Storm King State Park is a nature lover’s paradise. Its vast expanse of forests, rolling hills, and pristine lakes provides a tranquil escape from the bustling city life. Cornwall-on-Hudson, a charming town located near Storm King State Park, offers picturesque river views and a variety of outdoor activities. Take a leisurely walk along the scenic Hudson Riverfront or explore the historic Cornwall Landing, where George Washington’s Continental Army once camped during the Revolutionary War. With its rich history and natural beauty, Cornwall-on-Hudson is a great destination for outdoor enthusiasts and history buffs alike.
Highland Falls, located in close proximity to the United States Military Academy at West Point, offers a unique mix of history and natural beauty. Explore the West Point Museum to learn about the academy’s storied past or take a scenic drive along the Storm King Highway for breathtaking views of the Hudson River. Don’t miss the opportunity to hike up to the stunning Bear Mountain State Park, where you can enjoy panoramic views of the Hudson River Valley. Highland Falls is the perfect destination for those seeking a balance between history, nature, and outdoor recreation.
Salisbury Mills, a small town in Orange County, is another great option for a two-hour getaway from NYC. This charming town offers a glimpse into the region’s rural past with its well-preserved historic buildings and local farms. Explore the serene trails in the Black Rock Forest or take a scenic drive along the Hudson River Waterfront Walkway. With its peaceful ambiance and abundant natural beauty, Salisbury Mills is a fantastic destination for nature enthusiasts and those seeking a quiet retreat.
The Berkshires, Massachusetts
If you’re looking to venture a bit farther from NYC, the Berkshires in Massachusetts are well worth the drive. Great Barrington, a vibrant town located at the southern end of the Berkshires, offers a perfect blend of culture, history, and natural beauty. Explore the charming downtown area with its eclectic mix of shops, galleries, and restaurants. Visit the Norman Rockwell Museum, which showcases the works of the renowned American artist, or take a hike through the scenic Beartown State Forest. Great Barrington’s lively atmosphere and diverse attractions make it a must-visit destination in the Berkshires.
Lenox, a historic town in the heart of the Berkshires, is known for its rich cultural heritage. Explore the exquisite gardens at The Mount, the former home of author Edith Wharton, or catch a show at the renowned Tanglewood Music Center, the summer home of the Boston Symphony Orchestra. Visit the Ventfort Hall Mansion and Gilded Age Museum for a glimpse into the region’s opulent past. Lenox’s blend of culture, history, and natural beauty makes it a captivating destination for a weekend getaway.
Williamstown, located at the northern end of the Berkshires, is a charming town known for its world-class cultural institutions. Visit the Sterling and Francine Clark Art Institute, where you can admire an impressive collection of European and American artworks. Explore the stunning grounds of the Williams College Museum of Art, known for its contemporary and modern art exhibitions. Don’t forget to take a stroll through the picturesque Williams College campus, where architectural gems and beautiful landscapes await. With its rich cultural offerings and scenic beauty, Williamstown is a captivating destination for art enthusiasts and nature lovers alike.
Connecticut River Valley, Connecticut
Nestled along the Connecticut River, the Connecticut River Valley offers a peaceful retreat for those looking to escape the city. Essex, a quaint town known for its colonial charm, offers a perfect blend of history and natural beauty. Explore the picturesque Essex Village, where you can find well-preserved historic buildings, unique shops, and delicious eateries. Don’t miss the opportunity to take a cruise along the Connecticut River or visit the Connecticut River Museum, which showcases the region’s maritime heritage. With its charming ambiance and scenic surroundings, Essex is a splendid destination for a weekend getaway.
Old Saybrook, another gem in the Connecticut River Valley, offers a delightful mix of coastal beauty and small-town charm. Stroll along the picturesque Main Street and browse the boutique shops and art galleries that line the street. Take a walk along the scenic Saybrook Point where you can enjoy stunning views of the Connecticut River and the Atlantic Ocean. Don’t miss the chance to visit the historic Katherine Hepburn Cultural Arts Center, a vibrant venue that hosts a variety of performances and events. Old Saybrook’s coastal charm and cultural offerings make it a fantastic destination for a relaxing getaway.
Chester, a small town nestled in the hills of the Connecticut River Valley, is another must-visit in the region. Known for its well-preserved 18th and 19th-century buildings, Chester offers a glimpse into the region’s past. Explore the charming downtown area with its unique shops, art galleries, and cozy cafes. Take a walk through the picturesque Chester Village Cemetery, where many of the town’s notable residents are buried. With its historic charm and quaint atmosphere, Chester is a delightful destination for history enthusiasts and those seeking a peaceful escape.
Hunter Mountain, New York
Located in the heart of the Catskill Mountains, Hunter Mountain is a paradise for outdoor enthusiasts and adventure seekers. The town of Hunter, situated at the base of the mountain, offers a variety of recreational activities. Enjoy skiing or snowboarding on the slopes of Hunter Mountain during the winter months, or explore the numerous hiking and mountain biking trails during the summer. Visit the historic Kaatskill Mountain Club, a stunning Victorian-era hotel that offers panoramic views of the surrounding mountains. Hunter is the perfect destination for those looking to get their adrenaline pumping and experience the beauty of the Catskills.
Tannersville, another town nestled in the Catskill Mountains, is known for its charming Main Street and outdoor recreational opportunities. Explore the unique shops, art galleries, and cafes that line the streets of this vibrant town. For outdoor adventures, head to the nearby North-South Lake Campground and enjoy swimming, boating, or fishing in the crystal-clear lakes. Tannersville’s small-town charm and natural beauty make it an ideal destination for a weekend getaway.
Windham, located in the northern part of the Catskill Mountains, offers a perfect blend of outdoor recreation and small-town charm. Hit the slopes at Windham Mountain Resort during the winter months or explore the scenic hiking and mountain biking trails during the summer. Stroll along the charming Main Street and experience the warm hospitality of the local shops and restaurants. With its stunning natural beauty and abundant recreational opportunities, Windham is a fantastic destination for outdoor enthusiasts.
Eastern Long Island, New York
Escape to Eastern Long Island for a beach getaway just two hours from NYC. Greenport, a charming maritime village, offers a perfect blend of coastal beauty, history, and culture. Explore the lively downtown area with its vibrant mix of boutiques, art galleries, and restaurants. Take a stroll along the waterfront and admire the picturesque marina and historic buildings. Don’t miss the opportunity to visit one of the many wineries in the area and sample some of Long Island’s finest wines. Greenport’s coastal charm and cultural offerings make it an ideal destination for a beach vacation.
Southold, located on the picturesque North Fork of Long Island, is another great option for a two-hour getaway from NYC. This charming town is known for its vineyards, farms, and beautiful beaches. Explore the quaint downtown area and browse the unique shops and antique stores. Take a drive along the scenic Route 25 and discover the numerous wineries and farm stands that dot the landscape. For a leisurely day at the beach, head to the captivating Orient Beach State Park, where you can swim, hike, or simply relax on the sandy shores. Southold offers a perfect blend of coastal beauty and rural charm, making it an ideal destination for a weekend escape.
Amagansett, located on the eastern end of Long Island, is a serene and picturesque town that offers the quintessential beach getaway. This charming seaside hamlet boasts beautiful sandy beaches, rolling sand dunes, and dramatic coastal landscapes. Take a leisurely stroll along the Amagansett Main Beach and enjoy the calming sound of the waves crashing on the shore. Explore the art galleries, boutique shops, and gourmet restaurants that line the streets of this vibrant town. With its natural beauty and laid-back atmosphere, Amagansett is a fantastic destination for those seeking a beachside retreat.
In conclusion, if you’re looking for a quick and easy getaway from the city, there are plenty of upstate towns that are just a two-hour drive away. Whether you’re in the mood for outdoor adventures, cultural experiences, or simply a peaceful escape into nature, these destinations have something for everyone. So pack your bags, hit the road, and get ready to explore the beauty and charm of these incredible upstate New York and Pennsylvania towns.