Hotels near Overlook Mountain Trailhead Woodstock

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Where to stay near Overlook Mountain Trailhead?

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Frequently asked questions

What are the best hotels near Overlook Mountain Trailhead?
  • Guests love staying at Woodstock Way Hotel, which is a hotel near Overlook Mountain Trailhead.
  • Also highly rated is The Herwood Inn, which is 8 minutes away by car.
  • The area has plenty to choose from with 3,323 lodging options including hotels and vacation rentals.
How much does it cost to stay in a hotel near Overlook Mountain Trailhead?
Visit Hotels.com, enter your search criteria, and sort by price to find the lowest prices available. Pricing varies based on where you plan to go and when.
  • Take a look at the lowest price per night $114
What cheap hotels are close to Overlook Mountain Trailhead?
Can I find hotels close to Overlook Mountain Trailhead that are fully refundable?
Yes, many hotels offer refundable room reservations if you cancel prior to the cancellation deadline. Find refundable rates using the “Fully refundable” filter when you search for hotels.
What are the best romantic hotels near Overlook Mountain Trailhead?
What are the best hotels close to Overlook Mountain Trailhead with free breakfast?
Which hotels near Overlook Mountain Trailhead have rooms with great views?
What are the best family hotels close to Overlook Mountain Trailhead?
What are the best luxury hotels near Overlook Mountain Trailhead?
  • Treat yourself when you stay at The Herwood Inn, which is a short 8-minute drive from Overlook Mountain Trailhead and offers a hot tub, free bicycle rentals, and parking.
  • Another luxe option is AutoCamp Catskills, which is 17 minutes away by car.
What are the best hotels near Overlook Mountain Trailhead with free parking?
  • Drive and park with ease when you stay at The Herwood Inn, which offers free parking. You’ll be a short 8-minute drive from Overlook Mountain Trailhead.
  • Twin Gables of Woodstock also has free parking and is 7 minutes away by car.
What are the best hotels near Overlook Mountain Trailhead with a pool?
What cheap motels can I book close to Overlook Mountain Trailhead?
  • To stay economically near Overlook Mountain Trailhead, you can book The Leeway, which offers parking and in-room smart TVs.
  • Black Bear Lodge is another affordable motel to consider in the area.
What are the best things to see and do around my hotel near Overlook Mountain Trailhead?
  • Other attractions near Overlook Mountain Trailhead include Catskill Mountains, Hunter Mountain, and Culinary Institute of America.
  • Other places in the area are Windham Mountain Resort, Bard College, and Mohonk Lake.
What are the best lodges close to Overlook Mountain Trailhead?
What are the best cabins close to Overlook Mountain Trailhead?
What are the best campsites near Overlook Mountain Trailhead?
What are the best pet-friendly hotels close to Overlook Mountain Trailhead?

Find out more about Overlook Mountain Trailhead

Find out more about Overlook Mountain Trailhead

Ascend to Serenity: The Enchanting Journey of Overlook Mountain

Discover the enchanting Overlook Mountain Trailhead in Woodstock, New York, where adventure meets breathtaking beauty. Hike through overgrown woods to reach the iconic fire tower, offering panoramic views of the Catskill Mountains and the charming town below. Experience the echoes of history at the remnants of the Overlook Mountain House, a once-grand hotel that adds a touch of nostalgia. Whether you're a seasoned hiker or a casual explorer, the trail's stunning vistas and serene natural surroundings make this a must-visit destination for nature lovers and outdoor enthusiasts alike. Embrace the magic of Woodstock at Overlook Mountain! For great hotel rates near Overlook Mountain Trailhead, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels near Overlook Mountain Trailhead

Nearby Overlook Mountain Trailhead, you'll find a mix of charming accommodations, from atmospheric inns to historic hotels. Options range from cozy, vintage spots to more modern retreats, offering unique experiences that capture the essence of Woodstock's artsy vibe and natural beauty. These are some of the hotels preferred by our travelers near Overlook Mountain Trailhead:

  1. AutoCamp CatskillsOpens in a new window: This 3.5-star HolidayPark lodging is an ideal choice for adventure seekers and those looking to unwind in a serene setting. Offering a range of adventure sports, including rock climbing and mountain biking, guests can easily immerse themselves in the great outdoors. The property features cozy cabins and a vibrant clubhouse with various recreational activities. Positive reviews highlight its relaxing atmosphere and the enjoyable experiences families have had, making it a delightful retreat for leisure travelers.
  2. Hotel Mountain BrookOpens in a new window: A 4.0-star haven, this hotel is perfect for travelers seeking adventure and unique experiences. With amenities like a cozy game room and a welcoming fireplace, it creates a warm and inviting ambiance. Guests rave about the exceptional breakfast offerings and the impressive water pressure in the bathrooms. Its proximity to skiing and hiking trails enhances its appeal, making it a top choice for those eager to explore the Catskills area in style.
  3. The Herwood InnOpens in a new window: This luxurious 4.5-star guesthouse caters to those looking for a memorable getaway in a beautifully designed setting. With charming decor and thoughtful amenities, it provides a unique experience just a short stroll from local attractions. An outdoor hot tub adds an extra touch of relaxation, making it a favored choice for leisure travelers. Reviews emphasize the welcoming atmosphere and the delightful details that enhance each stay, ensuring an unforgettable visit to Woodstock.

Things to do near Overlook Mountain Trailhead

The Overlook Mountain Trailhead invites adventurers to embark on a rewarding hike through lush forests and rocky terrain, culminating in stunning panoramic views. Enjoy an invigorating uphill climb, explore nearby charming towns, and embrace activities like birdwatching and live music. This destination is perfect for an unforgettable overnight getaway.

  • Kaaterskill FallsOpens in a new window – Discover the breathtaking beauty of Kaaterskill Falls, a stunning waterfall nestled within the mountains. As you hike the trails, marvel at the cascading water and enjoy the serene surroundings. This natural wonder is perfect for photography and offers a refreshing escape into nature.
  • Karma Triyana Dharmachakra MonasteryOpens in a new window – Visit the serene Karma Triyana Dharmachakra Monastery, a tranquil retreat offering a glimpse into Buddhist culture. Take a moment to reflect in the peaceful gardens and enjoy the stunning mountain backdrop. The monastery often hosts events, making it a unique spot to connect with spirituality and community.
  • Bethel Woods MuseumOpens in a new window – Step back in time at the Bethel Woods Museum, where you can explore the history of the legendary Woodstock Festival. Dive into interactive exhibits that showcase the music and cultural revolution of the 1960s, all set against the picturesque mountain landscape.
  • HITS-on-the-HudsonOpens in a new window – Experience the excitement at HITS-on-the-Hudson, a premier equestrian venue that hosts thrilling horse shows and competitions throughout the year. Whether you're an equestrian enthusiast or just looking for a fun day out, this stadium offers a lively atmosphere and a chance to see incredible talent.
  • Woodstock Public LibraryOpens in a new window – Stop by the Woodstock Public Library, a charming space that invites you to relax with a good book. With its cozy reading nooks and community events, it’s a great place to unwind and learn more about the town’s rich history and artistic culture.

5 tips for savvy savings when booking a hotel near Overlook Mountain Trailhead

  1. Book for the cheapest times: The most affordable time to visit Overlook Mountain Trailhead is during January, March, and April, when hotel prices are lower. For a thorough exploration of the area's landmarks, history, and cultural sites, a budget-friendly stay of at least 2 to 3 days is recommended. This duration allows visitors to enjoy the scenic mountain views and delve into the rich cultural heritage surrounding the trailhead, ensuring great value for money while on a budget. Additionally, prices may drop even further during these months, making it an ideal time to plan your visit.
  2. Look for last-minute deals on Hotels.com: To explore last-minute deals to Overlook Mountain Trailhead, you may discover discounted hotel rates by visiting the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com. Consider enabling email alerts or push notifications for updates on flash sales and special promotions, helping you stay informed about potential savings. Additionally, the Smart ShoppingOpens in a new window tool available in the app could assist you in comparing hotel prices and amenities, ensuring you find the best options. By keeping an eye on price drops or room availability, you’re more likely to seize the opportunity for a spontaneous getaway.
  3. Be flexible with dates: Prices can fluctuate based on various factors such as the hotel's location, star rating, and the time of year. Being flexible with your travel dates might help you find savings for your stay near the Overlook Mountain Trailhead hotel. If you're interested in unique accommodations, boutique hotels often provide a more personalized experience and may offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher side, we may suggest alternative dates that could help you secure a better deal.
  4. Consider your location: Staying near major attractions or downtown areas can be convenient, but it usually tends to come with a higher price tag. To find more affordable options, consider looking at hotels in less central neighborhoods, striking a balance between cost and accessibility to the sites you want to visit. You might also want to check out independent hotels a bit further out, as they can offer a more authentic and budget-friendly experience.
  5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay near Overlook Mountain Trailhead. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Overlook Mountain Trailhead

Overlook Mountain Trailhead experiences its lowest average temperature in January, at 25.0°F (-3.9°C), while July is the hottest month, with an average temperature of 71.6°F (22.0°C). October is typically the wettest month.