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Hotels near Overlook Mountain Trailhead

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Sep 22 - Sep 23
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Sep 23 - Sep 24
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Sep 25 - Sep 27
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Our top choices for Overlook Mountain Trailhead hotels

A living room with a fireplace, green sofa, and a leopard print armchair.
A white house with a green door, black trim, and a porch with a lantern.
A hallway with a patterned floor, a potted plant, a chandelier, and a door with a decorative mirror.
A wooden deck with outdoor seating and a house in the background.

1. Twin Gables of Woodstock

Twin Gables of Woodstock
3.4 km from Overlook Mountain Trailhead
United States
Coleen
P14,068
P16,882 total
includes taxes & fees
Sep 28 - Sep 29
Twin Gables of Woodstock
A hotel room with two beds, a desk, and a large window.
A stone building with multiple windows and a door, situated on a street corner.
A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.
A modern building with multiple windows and a landscaped area with decorative pumpkins and a tree.

2. 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
Bailey
P8,717
P9,763 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express & Suites Kingston-Ulster by IHG
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.
A bedroom with a large window offering a view of a forested mountain.
A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.

3. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
15.8 km from Overlook Mountain Trailhead
United States
Shubhangi
P8,956
P11,027 total
includes taxes & fees
Oct 6 - Oct 7
Hunter Lodge, a Bluebird by Lark
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 modern house with a sloped roof, large windows, and a well-maintained lawn.
A modern interior with a wooden dining table, chairs, a sofa, and a bar area with wine bottles.
A modern house with a large garage and a vintage camper parked in the driveway.

4. AutoCamp Catskills

AutoCamp Catskills
8.9 km from Overlook Mountain Trailhead
United States
Raquel
P9,009
P12,549 total
includes taxes & fees
Oct 22 - Oct 23
AutoCamp Catskills
A wooden cabin with large windows overlooking a forested area with a waterfall.
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 bedroom with a wooden bed, a desk, and large windows.
A modern living room with a grey sofa, a small round table, and a hanging light fixture.

5. Woodstock Way Hotel

Woodstock Way Hotel
3.4 km from Overlook Mountain Trailhead
United States
Vannetta
P21,577
P26,616 total
includes taxes & fees
Oct 20 - Oct 21
Woodstock Way Hotel
A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.
A spacious living area with a sofa, armchairs, and a coffee table. There is a dining area with chairs and a table, and a stone fireplace.
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.

6. Hampton Inn Kingston

Hampton Inn Kingston
15.7 km from Overlook Mountain Trailhead
United States
stephen
P9,522
P10,664 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Kingston
An outdoor patio with a fire pit, seating, and a building in the background.
A Courtyard by Marriott hotel with a modern facade, large windows, and a well-maintained entrance area.
A modern hotel room with a grey sofa, an orange armchair, a small wooden table, and a large window with sheer curtains.
A hotel room with two beds, a desk, a chair, and a large window with curtains.

7. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
15.9 km from Overlook Mountain Trailhead
Canada
Ana
P7,954
P8,909 total
includes taxes & fees
Oct 4 - Oct 5
Courtyard by Marriott Kingston
A room with two beds, wooden headboards, a red accent wall, and wooden flooring.
A park with picnic tables and chairs, a tall cylindrical structure, and autumn-colored trees.
A hallway with a wooden door leading to a bathroom, a blue couch with a cushion, and a kitchen area with cabinets and a sink.
A bathroom with three sinks, a trash can, and a chair.

8. SunView Motel

SunView Motel
13.9 km from Overlook Mountain Trailhead
United States
Victoria
P6,538
P7,061 total
includes taxes & fees
Oct 20 - Oct 21
SunView Motel
A modern two-story house with a dark exterior, a front porch, and a small outdoor seating area.
A modern building with a large driveway, a covered outdoor seating area, and a large tree in the background.
A modern bathroom with a marble floor, a large mirror, and a towel rack.
A room with a wooden desk, a chair, a coffee maker, a framed picture, a vase with flowers, and a bed.

9. Overlook Hotel

Overlook Hotel
13 km from Overlook Mountain Trailhead
United States
Leonardo
P10,975
P12,292 total
includes taxes & fees
Sep 30 - Oct 1
Overlook Hotel
A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.
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.
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.

10. Hotel Mountain Brook

Hotel Mountain Brook
14 km from Overlook Mountain Trailhead
United States
Kristen
P12,812
P13,837 total
includes taxes & fees
Sep 30 - Oct 1
Hotel Mountain Brook
A white house with a porch, surrounded by lush greenery and two green Adirondack chairs.
A bedroom with a large bed, a fireplace, a TV, and a painting on the wall.
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.

11. The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream
3.8 km from Overlook Mountain Trailhead
United States
Carolyn
P14,362
P16,085 total
includes taxes & fees
Oct 6 - Oct 7
The Woodstock Inn on the Millstream
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 pool area with a wooden deck, benches, and umbrellas.
A corridor with white walls, wooden slats, and a concrete floor.

12. The Graham & Co.

The Graham & Co.
16.2 km from Overlook Mountain Trailhead
United States
Daniel
P10,708
P11,993 total
includes taxes & fees
Sep 28 - Sep 29
The Graham & Co.
A cozy room with wooden walls, a dining table with chairs, a fireplace, and a staircase.
A rustic interior with wooden walls, a dining table with a bench, a sofa, and a hanging light fixture.
A cabin with a red roof, surrounded by a gravel path and rocks, with dense forest in the background.
A wooden deck with two Adirondack chairs and a red-framed window.

13. The Leeway

The Leeway
13.4 km from Overlook Mountain Trailhead
Taiwan
Shih-Chun
P15,795
P17,690 total
includes taxes & fees
Sep 24 - Sep 25
The Leeway
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 bar with a patterned floor, bar stools, and a bar counter with taps.
A reception area with a wooden desk, a blue wall with a logo, and shelves with products.

14. Diamond Mills Resort

Diamond Mills Resort
14.2 km from Overlook Mountain Trailhead
United States
Al
P16,692
P20,265 total
includes taxes & fees
Sep 24 - Sep 25
Diamond Mills Resort
A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.
A hallway with intricate carvings on the walls and a large vase in the center.
A spacious dining area with wooden beams, large windows, and a central island with tables and chairs.
A couple standing on a wooden deck overlooking a landscaped garden with a river view.

15. Emerson Resort & Spa

Emerson Resort & Spa
13.9 km from Overlook Mountain Trailhead
Canada
Ashley
P13,817
P15,475 total
includes taxes & fees
Sep 27 - Sep 28
Emerson Resort & Spa
A dining area with a stone fireplace, wooden beams, and large windows.
A hammock between trees, a red cabin, and a blue chair in a wooded area.
A row of red buildings with a gravel driveway and a bench outside.
A spacious living room with a stone fireplace, wooden beams, and large windows.

16. Phoenicia Lodge

Phoenicia Lodge
17 km from Overlook Mountain Trailhead
United States
Thomas
P10,867
P12,170 total
includes taxes & fees
Sep 28 - Sep 29
Phoenicia Lodge
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.

17. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
16.7 km from Overlook Mountain Trailhead
United States
Nuria
P12,394
P14,760 total
includes taxes & fees
Sep 28 - Sep 29
Kaatskill Mountain Club & Condos by Vail Resorts
A serene garden with a stone pathway, a small bridge, and a bench.
A dining area with a wooden table, chairs, a chandelier, and a view of the outdoors through large windows.
A room with a large tapestry, two wicker chairs, a small table, and a globe lamp.
A rustic wooden pergola in a garden with a house in the background.

18. Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.4 km from Overlook Mountain Trailhead
United States
Lucian
P13,754
P15,405 total
includes taxes & fees
Sep 24 - Sep 25
Morning Glory B n B Woodstock NY
A snow-covered lodge with a stone chimney, lit windows, and snow-laden trees in front.
A wooden room with a bed, a window with curtains, a nightstand with a lamp, and a vase with flowers.
A bar area with wooden bar stools, a fireplace, and a variety of bottles and glasses on shelves.
A wooden interior with a staircase, a wooden desk with a lamp, and a vase with flowers.

19. Deer Mountain Inn

Deer Mountain Inn
16.7 km from Overlook Mountain Trailhead
United States
Julia
P24,871
P28,556 total
includes taxes & fees
Oct 21 - Oct 22
Deer Mountain Inn
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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 living room with a fireplace, green sofa, and a leopard print armchair.
Twin Gables of Woodstock
9.8
Exceptional
226 reviews
View
A hotel room with two beds, a desk, and a large window.
Holiday Inn Express & Suites Kingston-Ulster by IHG
9.4
Exceptional
1,000 reviews
View
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
Hunter Lodge, a Bluebird by Lark
9.2
Wonderful
1,014 reviews
View
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.
AutoCamp Catskills
9.0
Wonderful
572 reviews
View
A wooden cabin with large windows overlooking a forested area with a waterfall.
Woodstock Way Hotel
9.6
Exceptional
310 reviews
View

Top Overlook Mountain Trailhead Hotel Reviews

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 trip 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 forest or experience its art scene.
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Levon Helm Studios

You can get tickets for a performance at Levon Helm Studios on your trip to Woodstock. Amble around this relaxing area's forest or experience its art scene.
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Colony

You can get tickets for a performance at Colony during your stay in Woodstock. Amble around this relaxing area's forest 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 browsing the exhibits at Woodstock Artists Association and Museum in Woodstock. Amble around this relaxing area's forest or experience its art scene.
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SweetHeart Gallery

9.4/10 (3 reviews)
You can spend an afternoon exploring the galleries in 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 227 hotels and other accommodations within a few miles for a convenient home base.
What's the best hotel to stay close to Overlook Mountain Trailhead?
Woodstock Way Hotel is one of the top choices for your stay based on our traveler 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 227 hotels and other accommodations 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, the majority of hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to get the top deals on offer near Overlook Mountain Trailhead.
What can I see and do near Overlook Mountain Trailhead?
You can catch a show at Colony, Bearsville Theater, 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.