Hotels near Overlook Mountain Trailhead Woodstock

Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices

Check prices for these dates

This weekend
Next weekend

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.

Other landmarks in Woodstock

Frequently asked questions

What are the best hotels near Overlook Mountain Trailhead?
  • Guests love staying at AutoCamp Catskills, which is a holiday park near Overlook Mountain Trailhead.
  • Also highly rated is Urban Cowboy Lodge, which is in the larger area.
  • The area has plenty to choose from with 3,391 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 from $94
Can I find hotels close to Overlook Mountain Trailhead that are fully refundable?
Yes, you'll find many hotels that offer refundable room rates as long as you cancel by 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?
  • If you are looking for a romantic stay, Urban Cowboy Lodge offers a restaurant, proposal/romance packages, and private picnics. It's within reach of Overlook Mountain Trailhead.
  • Another great option is Inness, which is in the larger area.
What are the best hotels close to Overlook Mountain Trailhead with free breakfast?
  • Begin your day with a free self-serve breakfast at Coldbrook Bed and Breakfast, which is a 22-minute drive from Overlook Mountain Trailhead.
  • it's a good thing is also a recommended place to stay with a free continental breakfast, and it's located in the larger area.
Which hotels near Overlook Mountain Trailhead have rooms with great views?
  • At AutoCamp Catskills, there are rooms where you can take in the courtyard views. The hotel is a short 17-minute drive from Overlook Mountain Trailhead.
  • Also recommended is Urban Cowboy Lodge, which has rooms with mountain or resort 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 AutoCamp Catskills, which is a short 17-minute drive from Overlook Mountain Trailhead and offers a restaurant, a bar/lounge, and free bicycle rentals.
  • Another luxe option is Urban Cowboy Lodge, which is in the larger area.
What are the best hotels near Overlook Mountain Trailhead with free parking?
  • Drive and park with ease when you stay at AutoCamp Catskills, which offers free parking. You'll be a short 17-minute drive from Overlook Mountain Trailhead.
  • Urban Cowboy Lodge also has free parking and is in the larger area.
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 Hotel Dylan, which offers a seasonal outdoor pool and a restaurant.
  • The Leeway is another inexpensive motel to consider in the area.
What are the best things to see and do around my hotel near Overlook Mountain Trailhead?
  • You may also want to see sights near Overlook Mountain Trailhead like Kaaterskill Falls, Bethel Woods Museum, and Ashokan Rail Trail- Woodstock Dike Trailhead.
  • Catskill State Park, Saugerties Village Beach, and Emerson Place Kaleidoscope are other places to visit in the area.
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?
Are all taxes and fees included in the prices shown on Hotels.com for hotels near Overlook Mountain Trailhead?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.

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.