There’s something about that first warm breeze of the season that makes you want to drop everything, sit outside, and stay there until the sun goes down. Thankfully, there’s no shortage of places in Orange County, NY where you can do exactly that — cold drink in hand, good food in front of you and fresh air all around.
If you’re looking for outdoor dining spots that are actually worth the hype, here are a few local favorites that know how to do patio season right.
🌾 Blooming Hill Farm – Monroe, N.Y.
Tucked away in Monroe, Blooming Hill Farm offers a rustic-yet-refined farm-to-table dining experience surrounded by open fields, gardens, and woodlands. The peaceful outdoor setting invites guests to slow down and savor fresh, seasonal dishes that reflect the farm’s commitment to organic growing and thoughtful preparation. Whether for brunch or dinner, every meal here feels deeply connected to the land — simple, flavorful and beautifully in tune with nature.
🌅 Blu Pointe – Newburgh, N.Y.
Perched on the Newburgh waterfront, Blu Pointe offers some of the most scenic outdoor dining in Orange County, with sweeping Hudson River views that are especially stunning at sunset. The serene patio setting is perfect for a relaxed lunch or evening out, paired with a refined menu of fresh seafood, premium steaks and seasonal ingredients. An impressive wine list, featuring both local picks and imported favorites, completes the experience, making Blu Pointe a memorable spot for everything from special occasions to casual meals with a view.
🍇 City Winery Hudson Valley – Montgomery, N.Y.
City Winery Hudson Valley in Montgomery offers a laid-back yet charming escape, with a vineyard, tasting room and spacious outdoor patio overlooking scenic grounds. It’s the perfect place to sip wine, share small plates and unwind in a setting that feels like a mini getaway. From quiet afternoons to lively evenings with live music and seasonal events, City Winery blends great food, entertainment and atmosphere into one relaxing and memorable experience, especially when the warm weather arrives.
🐟 Captain’s Table – Monroe, N.Y.
Since 1934, the Captain’s Table has been a go-to destination for good food and even better vibes. Located just an hour north of Manhattan, this landmark restaurant blends classic American fare with a fun, beachy atmosphere. The star of the summer season? The Afterdeck; their open-air patio where guests can enjoy live music on Wednesday through Sunday evenings. With four onsite bars and over 15 beers on tap, it’s the perfect place to unwind with friends while soaking in warm weather, tasty bites and weekend entertainment. One of the standout features at Captain’s Table is the large sandpit area, perfect for keeping kids entertained while parents relax and enjoy their meal, making it a favorite for family-friendly dining!
🌿 Landmark Inn – Warwick, N.Y.
Dine where history meets elegance at the Landmark Inn in Warwick. Originally built in 1770, this beautifully preserved farmhouse-turned-restaurant features charming outdoor seating surrounded by lush greenery and centuries of stories. With a menu focused on contemporary American cuisine and locally sourced ingredients, it’s a serene and romantic setting to enjoy a summer dinner, especially under the soft glow of string lights at sunset.
🍔 Bottoms Up – Slate Hill, N.Y.
A true neighborhood gem, Bottoms Up Restaurant & Pub is all about comfort, community and classic pub fare. This family-owned spot offers a welcoming outdoor patio where guests can kick back with burgers, brews and good company. Whether you’re celebrating something special or just grabbing a casual bite, the outdoor seating at Bottoms Up adds that fresh-air charm we all crave during the warmer months.
🌇 Zulu Time Rooftop Bar & Lounge – West Point, N.Y.
Take your night to new heights at Zulu Time Rooftop Bar, perched atop the historic Thayer Hotel at West Point. This one-of-a-kind rooftop lounge boasts panoramic views of the Hudson River and the U.S. Military Academy. With seasonal cocktails, small plates and weekly themed nights (like Martini Thursdays and DJ Fridays), Zulu Time offers a lively atmosphere and unforgettable sunset backdrops making it a standout summer destination.
🥩 Prime 36 – Warwick, N.Y.
Located in the heart of Warwick, Prime 36 Italian Steakhouse pairs rustic elegance with bold, savory flavors. Their outdoor dining area provides a relaxed yet refined backdrop to enjoy premium steaks, Italian specialties and craft cocktails. It’s ideal for date nights or celebratory dinners where fresh air and expertly cooked filet mignon go hand in hand.
🌊 Primo Waterfront – Newburgh, N.Y.
If you’re dreaming of a breezy Italian getaway, Primo Waterfront brings the coastal vibes right to the Hudson Valley. Situated along the river in Newburgh, this bright and airy space features over 170 outdoor seats, a shaded pergola and stunning water views. The Mediterranean-inspired menu, complete with a raw bar, handmade pasta and chilled wines, makes it easy to relax, indulge and let the good times flow.
🍷 Pasta Della Nonna – Goshen, N.Y.
Pasta Della Nonna in Goshen blends fine dining with laid-back elegance, and their outdoor patio brings an added layer of charm. This locally loved Italian restaurant is known for handmade pastas, fresh seafood and an upscale menu rooted in tradition. Golden hour drinks and starlit dinners feel even more special with a setting this charming and food this delicious.
So next time the weather’s too nice to stay inside, take it as your sign to grab a seat outdoors somewhere new, or revisit a favorite and enjoy the best of what this season has to offer!
Sleep in an architecturally significant B&B, or book a room at a nationally known hotel. Casual travelers as well as visitors looking for luxury will find a wide range of properties to consider. There are lodging options for everyone – Try our user-friendly lodging search below and come stay with us in Orange County, NY.
