Majestic Overlook Mountain: Nature's Playground
Discover Overlook Mountain in Woodstock, NY for breathtaking views, scenic hiking trails, and a perfect blend of adventure and nature's beauty.
Overlook Mountain, nestled in the heart of Woodstock, New York, offers an unforgettable experience for outdoor enthusiasts and nature lovers alike. This stunning mountain peak provides breathtaking views, invigorating hiking trails, and a chance to immerse yourself in the natural beauty of the Catskills.
A brief summary to Overlook Mountain
- Woodstock, New York, US
Local tips
- Visit early in the morning to avoid crowds and enjoy a peaceful hike.
- Bring plenty of water and snacks, as there are limited facilities on the trail.
- Wear sturdy hiking boots to navigate the rocky and uneven terrain.
- Don't forget your camera to capture the stunning panoramic views from the summit.
- Check the weather forecast before your hike, as conditions can change rapidly in the mountains.
Getting There
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Car
If you're driving, start by navigating to Woodstock, NY. From the center of Woodstock, head west on Tinker Street (NY-212) for about 1.5 miles. Look for the Overlook Mountain trailhead on your left, where you will find a parking area. Please note that parking is limited, and there may be a small fee for parking during peak seasons.
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Public Transportation
To reach Overlook Mountain using public transportation, take the Trailways bus service to Woodstock. Once you arrive at the bus terminal, you will need to catch a local taxi or rideshare service to the Overlook Mountain trailhead. The taxi ride should take about 10 minutes. Be sure to check with local taxi services for estimated fares, as they may vary.
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Hiking
After parking your car or being dropped off at the trailhead, the hike to Overlook Mountain begins. The trail is well-marked and approximately 2.5 miles long, leading you up to the summit. It is a moderate hike, so be prepared for a workout and bring plenty of water. At the top, you'll find stunning views of the Catskill Mountains and the ruins of an old hotel.
Discover more about Overlook Mountain
Iconic landmarks you can’t miss
Bearsville Theater
7.1 km
Discover the artistic heart of Woodstock at Bearsville Theater, where live performances and community spirit come together in a historic setting.
Last Chance Antiques & Cheese Café
12.7 km
Explore Tannersville's Last Chance Antiques & Cheese Café for an unforgettable blend of American cuisine, antiques, and live music in a cozy atmosphere.
Hotel Mountain Brook
13.0 km
Discover the serene beauty of Tannersville, NY at Hotel Mountain Brook, your perfect retreat in the heart of the Catskill Mountains.
Hotel Lilien
13.1 km
Discover comfort and charm at Hotel Lilien, your perfect retreat in Tannersville, surrounded by the stunning Catskill Mountains.
Melour Resort
13.2 km
Discover the tranquil charm of Melour Resort in Tannersville, NY, a perfect retreat in the heart of the Catskills for families and couples.
Southwest Hunter Mountain
15.1 km
Explore the breathtaking beauty and adventure of Southwest Hunter Mountain, a stunning peak in New York's Catskill Mountains offering year-round outdoor activities.
Deer Mountain Inn
15.2 km
Discover the serene beauty of Deer Mountain Inn in Tannersville, NY – a perfect blend of fine dining, cozy accommodations, and breathtaking outdoor adventures.
Hunter Lodge, a Bluebird by Lark
15.6 km
Discover the elegant comfort and stunning natural beauty of Hunter Lodge, a Bluebird by Lark, your perfect getaway in the Catskill Mountains.
Scribner's Catskill Lodge
15.7 km
Experience the allure of the Catskills at Scribner's Catskill Lodge, where rustic charm meets modern luxury amid breathtaking natural beauty.
Prospect
15.7 km
Experience the best of American cuisine and vibrant bar culture at Prospect in the breathtaking Catskill Mountains, perfect for every traveler.
Jagerberg Beer Hall and Tavern
16.5 km
Discover the charm of Jagerberg Beer Hall and Tavern, where local brews meet hearty cuisine in the heart of Hunter, NY.
Board Room at Hunter Mtn
16.6 km
Experience the best of snowboarding at the Board Room at Hunter Mountain, your go-to shop for gear, advice, and community.
Kaatskill Mountain Club
16.7 km
Experience the charm of Kaatskill Mountain Club, your gateway to outdoor adventure and relaxation in the stunning Catskill Mountains.
Van Winkles
16.7 km
Experience the heart of American cuisine at Van Winkles, where the delicious menu meets a cozy bar atmosphere in the stunning Catskills.
Manhattan in the Mountains
17.6 km
Experience outdoor adventures and family fun at Manhattan in the Mountains, nestled in the breathtaking Catskill Mountains of New York.
Unmissable attractions to see
Overlook Mountain House ruins
0.5 km
Explore the historic ruins of Overlook Mountain House in Bearsville, NY, where adventure meets the echoes of the past amidst stunning natural landscapes.
Overlook Mountain Wild Forest
1.6 km
Explore the breathtaking Overlook Mountain Wild Forest in Bearsville, NY, where stunning views and rich history await every nature lover.
KTD - Karma Triyana Dharmachakra
3.0 km
Discover tranquility and spiritual growth at Karma Triyana Dharmachakra, a beautiful Buddhist temple in Woodstock, NY, surrounded by nature's serenity.
Indian Head Mountain
3.9 km
Explore Indian Head Mountain, a stunning peak in the Catskills, offering breathtaking views and an exhilarating hiking experience for nature lovers.
Indian Head Wilderness
4.8 km
Discover the breathtaking beauty of Indian Head Wilderness, a hidden gem in the Catskills perfect for hiking and nature enthusiasts.
Platte Clove Preserve - Catskill Center
5.1 km
Explore the breathtaking landscapes and serene trails of Platte Clove Preserve, a hidden gem in the Catskills ideal for nature lovers and outdoor enthusiasts.
Woodstock Artists Association & Museum
5.4 km
Explore the vibrant artistic legacy of Woodstock at the Woodstock Artists Association & Museum, a cultural gem showcasing local artists and rich creativity.
Twin Mountain
5.4 km
Explore the breathtaking beauty of Twin Mountain, a must-visit peak in the Catskills offering stunning views and outdoor adventures.
Devil's Path Trail
5.5 km
Discover the breathtaking beauty of Devil's Path Trail in Elka Park, a must-visit hiking destination in New York's Catskill Mountains.
Opus 40
6.3 km
Discover the extraordinary artistry of Harvey Fite at Opus 40, an outdoor sculpture park blending creativity with the beauty of nature in Saugerties, NY.
Kaaterskill High Peak
8.6 km
Discover the breathtaking beauty of Kaaterskill High Peak in the Catskill Mountains, a must-visit for outdoor enthusiasts and nature lovers alike.
Plateau Mountain
8.9 km
Explore the breathtaking landscapes and outdoor adventures that await at Plateau Mountain in the heart of the Catskills, New York.
Kaaterskill Wild Forest
10.1 km
Discover Kaaterskill Wild Forest: A breathtaking park in the Catskills, perfect for hiking, nature photography, and experiencing the beauty of the outdoors.
Ashokan Rail Trail- Woodstock Dike Trailhead
10.1 km
Discover the beauty of the Ashokan Rail Trail, where breathtaking views and tranquil paths await outdoor enthusiasts and nature lovers.
Fawn's Leap
10.7 km
Experience the breathtaking beauty and adventure of Fawn's Leap, a stunning cliffside destination in the heart of Hunter, NY's Catskill Mountains.
Essential places to dine
Red Onion
4.4 km
Indulge in exquisite American cuisine at Red Onion, Saugerties' finest dining experience with a warm atmosphere and exceptional service.
Garden Cafe Woodstock
5.3 km
Explore flavorful vegan dishes at Garden Cafe Woodstock - where fresh ingredients meet artistic culinary flair in the heart of New York.
Catskill Mountain Pizza Co
5.4 km
Discover mouth-watering pizzas at Catskill Mountain Pizza Co in Woodstock - where fresh ingredients meet cozy charm.
SILVIA
5.4 km
Discover exceptional New American cuisine at Silvia in Woodstock - where local flavors meet culinary artistry in an inviting atmosphere.
BLACKBARN Hudson Valley
11.9 km
Discover culinary excellence at BLACKBARN Hudson Valley – where fine dining meets rustic charm in Saugerties.
Jessie's Harvest House
12.5 km
Discover Jessie's Harvest House: A charming American restaurant in Tannersville offering fresh local cuisine in a cozy atmosphere.
Tabla
12.7 km
Experience exquisite dining at Tabla in Tannersville – where culinary artistry meets local flavors in an inviting atmosphere.
Pancho Villa's
12.8 km
Experience authentic Mexican cuisine in Tannersville at Pancho Villa's - where vibrant flavors meet warm hospitality.
One More Time Tavern Bar & Grill
13.0 km
Savor delicious grilled dishes and crafted cocktails at One More Time Tavern Bar & Grill in Catskill – where flavor meets fun!
Nat's Mountain House
13.1 km
Discover mouthwatering dishes and breathtaking views at Nat's Mountain House in Tannersville - your perfect dining getaway.
The Pines
15.2 km
Discover The Pines: A charming American restaurant in the heart of the Catskills offering fresh cuisine and a warm bar atmosphere.
Catskill Rose Lodging & Dining
15.4 km
Experience comfort and culinary delight at Catskill Rose Lodging & Dining, your perfect getaway in the breathtaking Catskills.
Hunter Tavern
15.6 km
Discover authentic Catskill cuisine at Hunter Tavern - where local flavors meet warm hospitality amidst stunning mountain views.
Catamount Restaurant
16.5 km
Experience the best of American cuisine amidst breathtaking scenery at Catamount Restaurant in Mt. Tremper.
Phoenicia Diner
17.8 km
Experience the best breakfast and brunch in the Catskills at Phoenicia Diner – where local flavors meet classic comfort food.
Markets, malls and hidden boutiques
Walkabout
5.3 km
Explore Walkabout in Woodstock, NY for unique gifts, antiques, and boutique fashion that capture the essence of local artistry and culture.
Sparkle
5.3 km
Discover Sparkle in Woodstock, your go-to destination for stylish women's clothing, trendy accessories, and delightful toys that embody the spirit of creativity.
Modern Mythology
5.3 km
Explore Modern Mythology in Woodstock, NY, where unique gifts and local artistry come together in a charming boutique experience.
Dig Woodstock
5.4 km
Explore unique women's fashion at Dig Woodstock, a charming clothing store reflecting the artistic spirit of the iconic Woodstock, NY.
Woodstock Emporium & Holiday Haus
5.4 km
Explore Woodstock Emporium & Holiday Haus for unique gifts and local crafts in the heart of Woodstock, NY, celebrating the town's rich artistic heritage.
Shop Little House
5.4 km
Discover unique home goods and artisanal treasures at Shop Little House in Woodstock, NY, where charm and creativity meet in every corner.
Atelier OM
5.4 km
Discover the essence of local artistry at Atelier OM, a boutique in Woodstock offering handcrafted goods and unique treasures.
Perfect Blend Yarn & Tea Shop
11.5 km
Discover the perfect blend of quality yarns and soothing teas at this charming shop, a must-visit for crafting enthusiasts in Saugerties, NY.
giggle
12.2 km
Explore Giggle in Haines Falls for an enchanting baby shopping experience, featuring unique products and exceptional service for your little ones.
Rustic Mountain
12.7 km
Explore Rustic Mountain in Tannersville, NY, your premier destination for unique home goods and charming decor that captures the spirit of the mountains.
SUNDRY.
12.8 km
Explore SUNDRY., Tannersville's charming home goods store, featuring unique decor and local artisan creations that capture the essence of the area.
Elevated Wine & Spirits
15.0 km
Discover the finest selection of local wines and spirits at Elevated Wine & Spirits in the heart of the Catskills, a true gem for wine enthusiasts.
Hunter Mountain Retail and Tune Shop
16.4 km
Discover the ultimate ski shop in Hunter, NY, offering top-quality gear, expert advice, and essential tuning services for all winter sports enthusiasts.
Custom Leather Creations
16.5 km
Explore the artistry of bespoke leather goods at Custom Leather Creations in beautiful Mt. Tremper, NY.
Hunter Country Store
16.6 km
Discover the charm of Hunter Country Store, a local gem offering convenience and local products amidst the breathtaking Catskill Mountains.
Essential bars & hidden hideouts
Colony
5.2 km
Discover Colony in Woodstock, NY – a lively bar and restaurant blending delicious food with captivating live performances in a creative atmosphere.
PUB
5.3 km
Experience the vibrant flavors and cozy ambiance of The Woodstock Pub, a must-visit culinary gem in the heart of Woodstock, NY.
Pearl Moon Woodstock
5.4 km
Discover the heart of Woodstock at Pearl Moon, where great food, refreshing drinks, and live music come together in a vibrant atmosphere.
Station Bar & Curio
5.6 km
Explore Station Bar & Curio in Woodstock, NY – a vibrant bar offering local flavors, live music, and a cozy atmosphere for the perfect evening.
The Dutch
11.6 km
Discover The Dutch in Saugerties: a gastropub blending local flavors with crafted beers, perfect for culinary adventures in the heart of New York.
The Partition Bar
11.7 km
Discover the vibrant atmosphere of The Partition Bar in Saugerties, NY, where great food, craft cocktails, and local culture come together.
Pig Bar
11.7 km
Experience the vibrant flavors of American grill cuisine at Pig Bar, your go-to spot in Saugerties for great food and a lively atmosphere.
Slopes Bar and Restaurant
12.8 km
Experience the vibrant flavors of American cuisine at Slopes Bar and Restaurant in Tannersville, NY, where great food meets a lively atmosphere.
Rip Van Winkle Brewing Company
14.2 km
Experience the perfect blend of handcrafted brews and Italian cuisine at Rip Van Winkle Brewing Company in the heart of Catskill, New York.
Ronnie Mac Gregor's Pub
16.6 km
Discover the inviting ambiance and delicious fare at Ronnie Mac Gregor's Pub, a must-visit spot in Hunter, NY for an authentic local experience.
Hurley Mountain Inn
17.8 km
Experience the authentic taste of America at Hurley Mountain Inn, where great food meets a lively sports bar atmosphere in the heart of Hurley, NY.
Stockade Tavern
17.8 km
Discover the cozy ambiance and delightful flavors of Stockade Tavern, a must-visit bar in Kingston, NY, perfect for relaxation and local craft brews.
Brunette
20.6 km
Discover Brunette, Kingston's premier wine bar, where exceptional wines and gourmet dishes create an unforgettable experience.
Subversive Malting + Brewing
23.3 km
Experience the best of Catskill's craft beer scene at Subversive Malting + Brewing, where exceptional flavors meet a welcoming atmosphere.
Captain Kidd's Inn
23.6 km
Experience the cozy charm of Captain Kidd's Inn, a popular bar in Catskill, NY, where great drinks and warm hospitality await.
