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22 Oct - 23 Oct
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23 Oct - 24 Oct
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23 Oct - 25 Oct
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Our top choices for Overlook Mountain Trailhead hotels

A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.
A Holiday Inn Express & Suites sign with a clear view of the hotel building in the background.
A hotel lobby with a reception desk, seating area, and a corridor leading to other rooms.
A modern breakfast area with a coffee machine, cereal, and bakery options.

1. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
12.4 km from Overlook Mountain Trailhead
United States
Eleanor
Rp2.216.706
Rp2.482.710 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
An outdoor patio with a fire pit, seating, and a building in the background.
A hotel room with two beds, a desk, a chair, and a large window with curtains.
A modern cafe with a wooden counter, bar stools, and a menu board above the counter.
A Courtyard by Marriott hotel with a modern facade, large windows, and a well-maintained entrance area.

2. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
15.9 km from Overlook Mountain Trailhead
United States
Roberta
Rp2.125.755
Rp2.380.845 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Kingston
A restaurant with wooden floors, stone walls, and a fireplace. Tables and chairs are arranged for dining.
A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.
A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.
A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.

3. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
15.8 km from Overlook Mountain Trailhead
United States
Marina
Rp2.125.755
Rp2.684.442 total
includes taxes & fees
9 Nov - 10 Nov
Hunter Lodge, a Bluebird by Lark
A lodge with a registration area, a covered porch, and a pond with a bridge.
A spacious dining area with wooden beams, large windows, and a central island with tables and chairs.
A well-maintained garden with a red bridge, a welcome sign, and a building with a gabled roof.
A couple standing on a wooden deck overlooking a landscaped garden with a river view.

4. Emerson Resort & Spa

Emerson Resort & Spa
13.9 km from Overlook Mountain Trailhead
United States
Jeremy
Rp3.220.568
Rp3.607.036 total
includes taxes & fees
1 Nov - 2 Nov
Emerson Resort & Spa
A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.
A Hampton Inn hotel with a modern facade, multiple entry points, and a well-lit entrance.
An indoor swimming pool with clear water, a 5 feet deep sign, and a tiled floor.
A candy store with shelves of various treats and a sign that reads "TREATS".

5. Hampton Inn Kingston

Hampton Inn Kingston
15.7 km from Overlook Mountain Trailhead
United States
Jennifer
Rp2.197.986
Rp2.461.732 total
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn Kingston
A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.
A modern hotel lobby with a wooden floor, a reception desk, two patterned armchairs, a chandelier, and a view of the outdoors through a glass door.
A bedroom with a fireplace, a wooden ceiling, and a view of the outdoors.
A wooden-paneled bedroom with a bed, bedside tables, and a hanging light fixture.

6. Hotel Mountain Brook

Hotel Mountain Brook
14 km from Overlook Mountain Trailhead
United States
Stephen
Rp4.036.928
Rp4.359.882 total
includes taxes & fees
16 Nov - 17 Nov
Hotel Mountain Brook
A living room with a fireplace, green sofa, and a leopard print armchair.
A hallway with a patterned floor, a potted plant, a chandelier, and a door with a decorative mirror.
A modern bedroom with a large bed, a bedside table with a lamp, a view of greenery outside, and a checkered rug.
A white house with a green door, black trim, and a porch with a lantern.

7. Twin Gables of Woodstock

Twin Gables of Woodstock
3.4 km from Overlook Mountain Trailhead
United States
Barbara
Rp2.410.928
Rp2.700.239 total
includes taxes & fees
9 Nov - 10 Nov
Twin Gables of Woodstock
A spacious living area with a high ceiling, wooden beams, and large windows. There are multiple seating arrangements including a sofa, chairs, and a dining table.
A bed with white linens and a woven pillow, a window with a view of trees and a wooden structure, and a wall-mounted light fixture.
A modern house with a sloped roof, large windows, and a well-maintained lawn.
A modern house with a large garage and a vintage camper parked in the driveway.

8. AutoCamp Catskills

AutoCamp Catskills
8.9 km from Overlook Mountain Trailhead
United States
Raquel
Rp2.588.860
Rp3.605.987 total
includes taxes & fees
16 Nov - 17 Nov
AutoCamp Catskills
An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.
A hotel hallway with a patterned carpet, doors on both sides, and wall-mounted lights.
A restaurant with a bar area, wooden booths, and a coffee machine.
A Howard Johnson Inn with a beige facade, red trim, and a clear blue sky with clouds.

9. Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
12.4 km from Overlook Mountain Trailhead
United States
Shirley
Rp1.946.376
Rp2.179.941 total
includes taxes & fees
15 Nov - 16 Nov
Howard Johnson by Wyndham Saugerties
A balcony with a table featuring a bottle, glasses, and binoculars, overlooking a river, greenery, and a house.
A historic hotel with a prominent tower and a brick facade.
A reception area with a wooden desk, a blue wall with a logo, and shelves with products.
A bar with a patterned floor, bar stools, and a bar counter with taps.

10. Diamond Mills Resort

Diamond Mills Resort
14.2 km from Overlook Mountain Trailhead
United States
luping
Rp4.781.914
Rp5.805.479 total
includes taxes & fees
27 Oct - 28 Oct
Diamond Mills Resort
A hotel room with two beds, a desk, and a large window.
An outdoor patio with a round table and orange chairs, a black metal fence, and string lights.
A modern building with multiple windows and a landscaped area with decorative pumpkins and a tree.
A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

11. Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG
14.5 km from Overlook Mountain Trailhead
United States
Timothy
Rp2.198.684
Rp2.462.525 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express & Suites Kingston-Ulster by IHG
A modern two-story house with a dark exterior, a front porch, and a small outdoor seating area.
A room with a wooden desk, a chair, a coffee maker, a framed picture, a vase with flowers, and a bed.
A bedroom with a bed, desk, chair, and a window with curtains.
A modern building with a large driveway, a covered outdoor seating area, and a large tree in the background.

12. Overlook Hotel

Overlook Hotel
13 km from Overlook Mountain Trailhead
United States
Leonardo
Rp3.117.114
Rp3.491.168 total
includes taxes & fees
26 Oct - 27 Oct
Overlook Hotel
Exterior
A room with a leather armchair, a floor lamp, and a radiator.
Bar (on property)
A bedroom with a bed, a dresser, a mirror, and a window with blinds.

13. Howland House

Howland House
12.9 km from Overlook Mountain Trailhead
Canada
Ben
Rp3.126.020
Rp3.501.140 total
includes taxes & fees
3 Nov - 4 Nov
Howland House
A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.
A rustic cabin with a chimney, surrounded by dense trees and a gravel driveway.
A corridor with white walls, wooden slats, and a concrete floor.
A campfire with logs and rocks in a grassy field, surrounded by trees and a building with lights in the background.

14. The Graham & Co.

The Graham & Co.
16.2 km from Overlook Mountain Trailhead
United States
Cindy
Rp2.810.350
Rp3.147.700 total
includes taxes & fees
2 Nov - 3 Nov
The Graham & Co.
A wooden deck with outdoor seating, a wooden deck with a view of the interior, and a wooden deck with a view of the exterior.
A modern living room with a grey sofa, a small round table, and a hanging light fixture.
A wooden cabin with large windows overlooking a forested area with a waterfall.
A modern bedroom with a wooden bed, a desk, and large windows.

15. Woodstock Way Hotel

Woodstock Way Hotel
3.4 km from Overlook Mountain Trailhead
United States
Vannetta
Rp5.879.066
Rp7.286.220 total
includes taxes & fees
2 Nov - 3 Nov
Woodstock Way Hotel
A multi-story building with outdoor seating and a stone-paved patio.
A large hotel with multiple floors, a parking lot, and a mountainous backdrop.
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

16. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
16.7 km from Overlook Mountain Trailhead
United Kingdom
Ryan
Rp3.065.542
Rp3.650.501 total
includes taxes & fees
22 Nov - 23 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A cozy room with wooden walls, a dining table with chairs, a fireplace, and a staircase.
A cozy living room with a sofa, a dining table, and a fireplace.
A wooden deck with two Adirondack chairs and a red-framed window.
A rustic interior with wooden walls, a dining table with a bench, a sofa, and a hanging light fixture.

17. The Leeway

The Leeway
13.4 km from Overlook Mountain Trailhead
Taiwan
Shih-Chun
Rp4.117.469
Rp4.611.566 total
includes taxes & fees
3 Nov - 4 Nov
The Leeway
A spacious lobby with a fireplace, comfortable seating, and large windows.
A multi-story hotel with a well-lit entrance, a flag, and a sign indicating it is a Marriott Residence Inn.
An outdoor patio with a fire pit, wicker furniture, and a red building in the background.
A breakfast buffet setup with a variety of food items, including bread, cereal, and fruits, in a modern hotel dining area with striped chairs and a large window.

18. Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
16.1 km from Overlook Mountain Trailhead
United States
Lamisa
Rp2.572.856
Rp2.881.598 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Kingston
A dining area with a stone fireplace, wooden beams, and large windows.
A row of red buildings with a gravel driveway and a bench outside.
A hammock between trees, a red cabin, and a blue chair in a wooded area.
A spacious living room with a stone fireplace, wooden beams, and large windows.

19. Phoenicia Lodge

Phoenicia Lodge
17 km from Overlook Mountain Trailhead
United States
Thomas
Rp3.112.976
Rp3.486.490 total
includes taxes & fees
26 Oct - 27 Oct
Phoenicia Lodge
A white house with a porch, surrounded by lush greenery and two green Adirondack chairs.
A cozy living room with a fireplace, comfortable seating, and a dining area with a table set for four.
A picnic setup with a table, food, drinks, and binoculars by a stream.
A spacious living room with a fireplace, two sofas, a coffee table, and a TV mounted above the fireplace.

20. The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream
3.8 km from Overlook Mountain Trailhead
United States
Carolyn
Rp4.120.168
Rp4.614.588 total
includes taxes & fees
28 Oct - 29 Oct
The Woodstock Inn on the Millstream
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Compare popular hotels close to Overlook Mountain Trailhead

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
8.8
Excellent
816 reviews
View
An outdoor patio with a fire pit, seating, and a building in the background.
Courtyard by Marriott Kingston
8.8
Excellent
1,002 reviews
View
A restaurant with wooden floors, stone walls, and a fireplace. Tables and chairs are arranged for dining.
Hunter Lodge, a Bluebird by Lark
9.2
Wonderful
1,006 reviews
View
A lodge with a registration area, a covered porch, and a pond with a bridge.
Emerson Resort & Spa
9.2
Wonderful
110 reviews
View
A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.
Hampton Inn Kingston
9.0
Wonderful
1,000 reviews
View

Top Overlook Mountain Trailhead Hotel Reviews

Twin Gables of Woodstock

Twin Gables of Woodstock

10/10 Excellent
"Location in downtown Woodstock was great- parking was easy. Loved the rooftop patio - great place to enjoy a coffee. Rooms were very nice and large."
Barbara 2-night trip
Posted 12 hours ago
Twin Gables of Woodstock

Other attractions near Overlook Mountain Trailhead

Woodstock Music Shop

9.6/10 (18 reviews)
You can search for that perfect souvenir at Woodstock Music Shop during your visit to Woodstock. Discover the mountain views while you're in the area.
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Karma Triyana Dharmachakra Monastery

10.0/10 (12 reviews)
After visiting Karma Triyana Dharmachakra Monastery, make a plan to see the other sights and activities in Woodstock. Discover the mountain views while you're in the area.
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Byrdcliffe Barn

Byrdcliffe Barn is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's forests or experience its art scene.
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Levon Helm Studios

You can get tickets for a performance at Levon Helm Studios during your stay in Woodstock. Amble around this relaxing area's forests or experience its art scene.
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Colony

You can get tickets for a performance at Colony on your trip to Woodstock. Amble around this relaxing area's forests or experience its art scene.
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Woodstock Public Library

8.8/10 (25 reviews)
Woodstock Public Library is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Discover the mountain views while you're in the area.
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Woodstock Artists Association and Museum

You can spend time exploring the galleries in Woodstock Artists Association and Museum in Woodstock. Amble around this relaxing area's forests or experience its art scene.
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SweetHeart Gallery

9.4/10 (3 reviews)
You can spend an afternoon studying the exhibits at SweetHeart Gallery in Woodstock. Discover the mountain views while you're in the area.
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Frequently asked questions

What's the area like around Overlook Mountain Trailhead?
Overlook Mountain Trailhead is located in a welcoming area of Woodstock known for its magnificent mountain views. You'll find 229 hotels and other accommodations within a few miles for a convenient home base.
What's the best place to stay close to Overlook Mountain Trailhead?
Woodstock Way Hotel is one of the top choices for your stay based on our traveller data, and this hotel offers free parking and private balconies. It's located 2.1 mi (3.4 km) from Overlook Mountain Trailhead. Other good options within a few miles include Twin Gables of Woodstock and The Herwood Inn.
How many hotels should I expect to find near Overlook Mountain Trailhead?
Expedia has 229 hotels and other accommodation options a few miles from Overlook Mountain Trailhead.
If I need to cancel the hotel reservation for my stay near Overlook Mountain Trailhead, will I receive a refund?
Yes! Most hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Add dates, click "Search", then you can use the "fully refundable" filter to review the best deals available near Overlook Mountain Trailhead.
What can I see and do near Overlook Mountain Trailhead?
You can catch a show at Bearsville Theater, Colony and Levon Helm Studios. Get outside and spend some time strolling around Opus 40, The Comeau Property and Woodstock Dog Park. Explore nature at Platte Clove Preserve - Catskill Center and Thorn Preserve - Catskill Center.