Did you know that Orange County is home to America’s oldest continuously operating winery? Established in 1839, Brotherhood Winery offers a fascinating glimpse into New York’s rich viticultural history. Located just 50 miles north of Manhattan, Orange County combines charming sophistication with rural beauty, making it an ideal destination for travelers seeking diverse experiences without venturing too far from the city.
Getting to Orange County
Orange County is conveniently located in the Hudson Valley region of New York State, making it easily accessible by various transportation methods. Whether you’re coming from New York City or other parts of the country, here’s how to reach this beautiful destination.
By Air
The closest major airports to Orange County are Stewart International Airport in Newburgh (within Orange County itself), as well as the New York City airports (JFK, LaGuardia, and Newark). Stewart Airport offers limited commercial flights, while the NYC airports provide extensive domestic and international connections.
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By Car
Orange County is easily accessible via several major highways. From New York City, take the New York State Thruway (I-87) north, which runs directly through the county. Other major routes include Interstate 84, which crosses the county east to west, and US Route 6, which provides scenic access through the southern portion of the county.
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By Public Transportation
Metro-North Railroad’s Port Jervis Line provides service from Hoboken, NJ (with connections from New York Penn Station) to several Orange County stations including Tuxedo, Harriman, and Port Jervis. Coach USA/Shortline buses also offer service from the Port Authority Bus Terminal in Manhattan to various Orange County locations.
When to Visit Orange County
Spring (April-May)
Spring brings mild temperatures and blooming landscapes to Orange County. This is an excellent time to visit for outdoor activities like hiking and exploring the county’s numerous parks and gardens. The Orange County Arboretum is particularly beautiful during this season.
Summer (June-August)
Summer offers warm weather perfect for enjoying Orange County’s outdoor attractions. This is peak season for activities on the Hudson and Delaware rivers, as well as for visiting the county’s many farms and outdoor markets. Summer also brings numerous festivals and events throughout the region.
Fall (September-November)
Fall is arguably the most spectacular time to visit Orange County, with stunning foliage transforming the landscape. The popular Warwick Applefest in October draws thousands of visitors. This season is ideal for scenic drives, hiking, and visiting wineries and farm markets.
Winter (December-March)
Winter brings a quieter atmosphere to Orange County, with opportunities for snow sports at nearby mountains. Indoor attractions like museums and historic sites remain open, and the holiday season brings festive events and decorations to the county’s charming towns and villages.
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Top Attractions in Orange County
Orange County offers a diverse range of attractions that appeal to history buffs, outdoor enthusiasts, families, and art lovers alike. Here are some of the must-visit destinations that showcase the best things to do in Orange County, New York.
Storm King Art Center
This world-renowned outdoor sculpture park spans 500 acres of rolling hills, fields, and woodlands. The center features more than 100 carefully positioned sculptures by some of the most acclaimed artists of our time. Walking paths wind through the landscape, creating a perfect harmony between art and nature.
United States Military Academy at West Point
This historic military academy offers guided tours that provide insights into the institution’s rich history and traditions. Visitors can explore the West Point Museum, which houses one of the largest collections of military artifacts in the country, and enjoy spectacular views of the Hudson River from the campus grounds.
LEGOLAND New York Resort
This family-friendly theme park features seven themed lands with more than 50 rides, shows, and attractions. Kids and adults alike can enjoy LEGO-themed adventures, from roller coasters to building experiences. The park also includes a LEGO-themed hotel for those wanting to extend their stay.
Brotherhood Winery
America’s oldest continuously operating winery offers tours of its historic underground cellars and tastings of its award-winning wines. Founded in 1839, the winery provides a fascinating glimpse into the history of American winemaking while offering visitors a chance to sample excellent local vintages.
Bear Mountain State Park
This stunning park offers panoramic views of the Hudson Highlands and a variety of recreational activities. Visitors can enjoy hiking trails, including a section of the Appalachian Trail, boating on Hessian Lake, swimming pools, picnic areas, and a merry-go-round featuring hand-carved animals native to the area.
Warwick Drive-In Theater
Experience a slice of Americana at this classic drive-in theater operating since 1950. One of only about 300 drive-ins left in the country, it features three screens showing first-run movies. Bring your own snacks or visit the concession stands for traditional movie treats and comfort food.
Outdoor Activities and Recreation
Orange County’s diverse landscape, situated between the Hudson and Delaware rivers, offers abundant opportunities for outdoor recreation throughout the year. From hiking and biking to water sports and winter activities, there’s something for every outdoor enthusiast.
Hiking and Biking
- Explore the Heritage Trail, a 10-mile paved path perfect for walking, running, and biking
- Hike the challenging trails at Schunnemunk State Park, offering spectacular ridge views
- Discover the Fitzgerald Falls to Little Dam Lake trail for beautiful waterfall views
- Experience the Sterling Ridge & Shore Loop for diverse terrain and landscapes
- Try the Popolopen Torne Loop Trail for a moderate hike with rewarding vistas
Water Activities
- Enjoy kayaking and canoeing on the Delaware River with several outfitters offering rentals and guided trips
- Take a scenic cruise on the Hudson River to view the dramatic highlands from the water
- Try fishing in the region’s numerous lakes and rivers, known for bass and trout
- Visit Greenwood Lake for swimming, boating, and water sports during summer months
- Experience whitewater rafting adventures with Storm King Adventure Tours
Winter Recreation
When snow blankets the region, Orange County transforms into a winter playground. Mount Peter Ski Area offers family-friendly skiing and snowboarding, while the county’s parks provide opportunities for snowshoeing and cross-country skiing on designated trails. Ice skating is available at several locations, including Bear Mountain State Park’s outdoor rink.
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Historic Sites and Museums
Orange County’s rich history dates back to colonial times, with numerous well-preserved sites that tell the story of America’s development. From Revolutionary War landmarks to fascinating museums, history enthusiasts will find plenty to explore.
Washington’s Headquarters State Historic Site
Located in Newburgh, this was the nation’s first publicly owned historic site. General George Washington made crucial military decisions here during the final months of the Revolutionary War. Visitors can tour the historic fieldstone farmhouse and explore the museum’s award-winning exhibits about Washington’s leadership.
Museum Village
This open-air historical museum in Monroe recreates 19th-century village life with authentic buildings and artifacts. Explore shops, a one-room schoolhouse, and various trade demonstrations. Don’t miss seeing “Harry,” the museum’s mastodon skeleton discovered locally in 1952.
Harness Racing Museum & Hall of Fame
Located in Goshen, known as the “Cradle of the Trotter,” this museum celebrates the history of harness racing. Interactive exhibits, memorabilia, and a 3D simulator offer insights into this historic sport that has deep roots in Orange County.
More Historical Attractions
- Goshen Historic Track – A National Historic Landmark and the oldest active harness racing track in the world
- Orange County Farmers Museum – Showcasing the agricultural heritage of the region
- Motorcyclepedia Museum – Housing over 600 motorcycles dating back to 1897
- New Windsor Cantonment State Historic Site – Where the Continental Army spent their final winter encampment
- Fort Montgomery State Historic Site – A Revolutionary War battlefield with reconstructed fortifications
Family Fun and Entertainment
Orange County offers numerous family-friendly attractions that provide entertainment and fun for visitors of all ages. From theme parks to interactive adventures, these destinations create memorable experiences for the whole family.
Adventure Parks
- The Castle Fun Center – This entertainment complex in Chester features go-karts, mini-golf, laser tag, bumper cars, rock climbing, and an indoor arcade
- Urban Air Adventure Park – An indoor trampoline and adventure park in Middletown with climbing walls, obstacle courses, and more
- New York Renaissance Faire – A seasonal attraction in Tuxedo with period entertainment, crafts, and food (weekends from August through October)
- Pure Terror Scream Park – For families with older children, this seasonal Halloween attraction offers thrilling haunted houses
Educational Fun
- Hudson Highlands Nature Museum – Offers interactive exhibits and trails that teach children about local wildlife and ecosystems
- Orange County Arboretum – Features 35 acres of gardens and plant collections with educational programs
- Stagecoach Trails Alpacas – A working farm where families can meet alpacas and learn about these fascinating animals
- Sugar Loaf Art and Craft Village – Watch artisans at work and participate in hands-on workshops
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Food, Wine, and Craft Beverages
Orange County’s agricultural heritage has fostered a thriving food and beverage scene. From farm-to-table restaurants to award-winning wineries and craft breweries, culinary enthusiasts will find plenty to savor throughout the region.
Wineries and Craft Beverages
Orange County is home to numerous wineries, breweries, distilleries, and cideries that showcase locally produced beverages. Many offer tours and tastings in beautiful settings:
- Brotherhood Winery – America’s oldest continuously operating winery offers historic cellar tours and tastings
- Applewood Winery – Known for fruit wines and hard ciders in a picturesque setting
- Warwick Valley Winery & Distillery – Produces award-winning wines, ciders, and spirits
- Long Lot Farm Brewery – Farm brewery using locally grown ingredients
- Angry Orchard Innovation Cider House – Experimental cidery offering unique varieties
- Pennings Farm Cidery – Craft cider made from apples grown on the family farm
- City Winery Hudson Valley – Located in a historic mill with concerts and events
Farm-to-Table Dining
Orange County’s fertile “black dirt” region produces abundant crops that supply local restaurants. Many establishments emphasize locally sourced ingredients and seasonal menus:
- Fine dining restaurants in historic buildings throughout Warwick, Chester, and Montgomery
- Casual eateries featuring locally raised meats and produce
- Cafés and bakeries offering artisanal breads and pastries
- Farm markets and stands selling fresh produce directly to consumers
Farmers Markets and Food Trails
Explore Orange County’s agricultural bounty through its numerous farmers markets and food trails. The Warwick Valley Apple Trail connects orchards, cideries, and farm stands, while seasonal markets throughout the county offer everything from fresh produce to artisanal cheeses, baked goods, and specialty foods.
Where to Stay in Orange County
Orange County offers a diverse range of accommodations to suit every preference and budget. From historic bed and breakfasts to modern hotels and vacation rentals, visitors can find the perfect place to stay while exploring the region.
Historic Inns and B&Bs
Experience local hospitality in charming historic properties throughout Orange County. Many bed and breakfasts are located in beautifully restored 18th and 19th-century buildings in picturesque towns like Warwick, Montgomery, and Cornwall. These accommodations often feature period furnishings, gourmet breakfasts, and personalized service.
Hotels and Resorts
For those preferring modern amenities and services, Orange County offers several hotels and resorts. Options range from budget-friendly chain hotels near major highways to upscale properties with full-service restaurants, swimming pools, and fitness centers. The LEGOLAND New York Resort also features a themed hotel perfect for families.
Vacation Rentals
For a home-away-from-home experience, consider renting a private house, cabin, or apartment. Vacation rentals are available throughout the county, from rural farmhouses with mountain views to apartments in historic village centers. These options are ideal for families or extended stays, offering privacy and the convenience of kitchen facilities.
Recommended Areas to Stay
- Warwick – A charming town with numerous B&Bs, close to wineries and apple orchards
- Newburgh/New Windsor – Convenient to I-84 and the Hudson River, with several hotel options
- Middletown – Central location with easy access to attractions throughout the county
- Goshen – Historic village near the Heritage Trail and harness racing attractions
- Highland Falls/West Point – Close to the Military Academy and Bear Mountain State Park
Practical Information
Getting Around
A rental car is the most convenient way to explore Orange County, as public transportation is limited. Major highways connect the towns and attractions, making navigation relatively easy. Some areas, particularly the historic downtowns, are walkable once you arrive.
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Weather
Orange County experiences four distinct seasons. Summers (June-August) are warm with average highs in the 80s°F. Fall (September-November) brings spectacular foliage and cooler temperatures. Winters (December-February) can be cold with snow, while spring (March-May) features mild temperatures and blooming landscapes.
Visitor Information
The Orange County Tourism Office provides information, maps, and brochures to help plan your visit. Their website, orangetourism.org, offers comprehensive listings of attractions, accommodations, dining options, and events. Visitor information centers are located in several towns throughout the county.
Local Etiquette
Orange County combines rural charm with New York sophistication. When visiting farms, wineries, or outdoor attractions, dress casually and wear appropriate footwear. Reservations are recommended for popular restaurants, especially on weekends. Tipping practices follow standard American customs (15-20% for restaurant service).
Plan Your Orange County Adventure
From historic landmarks and world-class art to outdoor adventures and farm-fresh cuisine, Orange County, New York offers a perfect blend of cultural richness and natural beauty. Just a short drive from New York City, this Hudson Valley gem provides an ideal escape for weekend getaways or extended vacations throughout the year.
Whether you’re hiking the scenic trails of Bear Mountain, sampling wines at America’s oldest winery, exploring Revolutionary War history, or enjoying family fun at LEGOLAND, Orange County delivers memorable experiences for every type of traveler. Start planning your visit today and discover why this region has been captivating visitors for generations.
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