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14 Nov - 15 Nov
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Our top choices for Overlook Mountain Trailhead hotels

A buffet with various food items, including omelets and baked goods, served in metal containers.

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

Holiday Inn Express & Suites Kingston-Ulster by IHG
2.5 star property
14.5 km from Overlook Mountain Trailhead
9.4 out of 10, Exceptional, (1,000 reviews)
"The room was clean and spacious. The bathroom was suitable for elderly guests such as my mother. The buffet breakfast was excellent too"
United States
Timothy
The price is AED 419
AED 469 total
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express & Suites Kingston-Ulster by IHG
A white house with a green door, black trim, and a porch with a lantern.

2. Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
3.4 km from Overlook Mountain Trailhead
9.8 out of 10, Exceptional, (233 reviews)
"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."
United States
Barbara
The price is AED 639
AED 716 total
includes taxes & fees
16 Nov - 17 Nov
Twin Gables of Woodstock
A wooden cabin with large windows overlooking a forested area with a waterfall.

3. Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
3.4 km from Overlook Mountain Trailhead
9.6 out of 10, Exceptional, (328 reviews)
"We had an amazing time and would highly recommend this beautiful hotel to anyone who’s looking for a retreat like atmosphere and lovely amenities. We will definitely be back."
United States
Amy
The price is AED 1,015
AED 1,280 total
includes taxes & fees
25 Nov - 26 Nov
Woodstock Way Hotel
An outdoor patio with a fire pit, seating, and a building in the background.

4. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
15.9 km from Overlook Mountain Trailhead
8.8 out of 10, Excellent, (1,007 reviews)
"Very nice hotel in a convenient area too."
United States
Yvette
The price is AED 403
AED 451 total
includes taxes & fees
3 Dec - 4 Dec
Courtyard by Marriott Kingston
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

5. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
15.8 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (1,002 reviews)
"Always a nice stay."
United States
Marina
The price is AED 493
AED 612 total
includes taxes & fees
29 Nov - 30 Nov
Hunter Lodge, a Bluebird by Lark
Bar (on property)

6. Howland House

Howland House
2.0 star property
12.9 km from Overlook Mountain Trailhead
9.4 out of 10, Exceptional, (11 reviews)
"Beautiful refinished bed and breakfast with friendly staff and a great restaurant."
Canada
Ben
The price is AED 603
AED 675 total
includes taxes & fees
17 Nov - 18 Nov
Howland House
A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.

7. Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
15.7 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (1,000 reviews)
"Great stay. Great breakfast!"
United States
stephen
The price is AED 419
AED 469 total
includes taxes & fees
6 Dec - 7 Dec
Hampton Inn Kingston
A multi-story building with outdoor seating and a stone-paved patio.

8. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
16.7 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (452 reviews)
"Good overall stay, convenient location and would stay again if we visit the area."
United States
Nabeel
The price is AED 575
AED 685 total
includes taxes & fees
23 Nov - 24 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

9. The Graham & Co.

The Graham & Co.
3.0 star property
16.2 km from Overlook Mountain Trailhead
9.4 out of 10, Exceptional, (69 reviews)
"Wonderful Stay"
United States
Daniel
The price is AED 402
AED 450 total
includes taxes & fees
15 Nov - 16 Nov
The Graham & Co.
A modern two-story house with a dark exterior, a front porch, and a small outdoor seating area.

10. Overlook Hotel

Overlook Hotel
2.0 star property
13 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (66 reviews)
"Great space to comfortable fit a family of 4."
United States
Julie
The price is AED 636
AED 713 total
includes taxes & fees
15 Nov - 16 Nov
Overlook Hotel
A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.

11. Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
14 km from Overlook Mountain Trailhead
9.8 out of 10, Exceptional, (615 reviews)
"Overall amazing stay! Location, staff, food, aesthetic and coziness all 10/10!"
United States
Kim
The price is AED 786
AED 849 total
includes taxes & fees
2 Dec - 3 Dec
Hotel Mountain Brook
A spacious lobby with a fireplace, comfortable seating, and large windows.

12. Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
16.1 km from Overlook Mountain Trailhead
8.8 out of 10, Excellent, (1,005 reviews)
"It is close to everything and a well maintained property."
United States
Wendy
The price is AED 459
AED 514 total
includes taxes & fees
6 Dec - 7 Dec
Residence Inn by Marriott Kingston
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.

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

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2.5 star property
12.4 km from Overlook Mountain Trailhead
8.8 out of 10, Excellent, (831 reviews)
"Room was nice and spacious Breakfast was tasty done with a class and quick service"
United States
Artur
The price is AED 481
AED 539 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
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.

14. AutoCamp Catskills

AutoCamp Catskills
5.0 star property
8.9 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (597 reviews)
"Very nice área to camp, everything was super clean. Would go back anytime of the year"
United States
Natalia Pérez
The price is AED 372
AED 561 total
includes taxes & fees
3 Dec - 4 Dec
AutoCamp Catskills
A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

15. Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
13.9 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (120 reviews)
"Lovely setting, room was clean and comfortable. We ate dinner and breakfast at the hotel restaurant and enjoyed both meals."
United States
Kathleen
The price is AED 568
AED 636 total
includes taxes & fees
22 Nov - 23 Nov
Emerson Resort & Spa
An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.

16. Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
12.4 km from Overlook Mountain Trailhead
7.4 out of 10, Good, (1,001 reviews)
"Comfortable beds"
United States
Margaret
The price is AED 430
AED 481 total
includes taxes & fees
6 Dec - 7 Dec
Howard Johnson by Wyndham Saugerties
A dining area with a stone fireplace, wooden beams, and large windows.

17. Phoenicia Lodge

Phoenicia Lodge
2.0 star property
17 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (73 reviews)
"friendly atmosphere, great area, cabin experience."
United States
Thomas
The price is AED 550
AED 616 total
includes taxes & fees
15 Nov - 16 Nov
Phoenicia Lodge
A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

18. SunView Motel

SunView Motel
2.5 star property
13.9 km from Overlook Mountain Trailhead
8.6 out of 10, Excellent, (652 reviews)
"Very clean helpful staff lots of parking and very close to all stores."
United States
Deodat
The price is AED 511
AED 551 total
includes taxes & fees
15 Nov - 16 Nov
SunView Motel
A restaurant with orange seating, white tablecloths, and potted plants.

19. Hotel Kinsley

Hotel Kinsley
3.5 star property
17.4 km from Overlook Mountain Trailhead
8.8 out of 10, Excellent, (416 reviews)
"I would not stay here."
United States
Christopher
The price is AED 840
AED 1,099 total
includes taxes & fees
13 Dec - 14 Dec
Hotel Kinsley
A cozy room with wooden walls, a dining table with chairs, a fireplace, and a staircase.

20. The Leeway

The Leeway
2.0 star property
13.4 km from Overlook Mountain Trailhead
10.0 out of 10, Exceptional, (24 reviews)
"Staff was helpful and friendly. Cabin was great"
Taiwan
Shih-Chun
The price is AED 798
AED 894 total
includes taxes & fees
30 Nov - 1 Dec
The Leeway
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.
View all properties

Compare popular hotels close to Overlook Mountain Trailhead

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A buffet with various food items, including omelets and baked goods, served in metal containers.
Holiday Inn Express & Suites Kingston-Ulster by IHG
2.5 star property
9.4
Exceptional
1,000 reviews
View
A white house with a green door, black trim, and a porch with a lantern.
Twin Gables of Woodstock
3.0 star property
9.8
Exceptional
233 reviews
View
An outdoor patio with a fire pit, seating, and a building in the background.
Courtyard by Marriott Kingston
3.0 star property
8.8
Excellent
1,007 reviews
View
A wooden cabin with large windows overlooking a forested area with a waterfall.
Woodstock Way Hotel
4.0 star property
9.6
Exceptional
328 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
3.0 star property
9.2
Wonderful
1,002 reviews
View

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.
See properties

Top Overlook Mountain Trailhead Hotel Reviews

A white house with a green door, black trim, and a porch with a lantern.
Twin Gables of Woodstock

Twin Gables of Woodstock

Twin Gables of Woodstock
Woodstock

10/10 Excellent

One of the coolest and most accommodating places I have ever stayed. If you are coming to Woodstock are even thinking about it this is the place for you. All the rooms are unique, they are super clean and look exactly like they do online. The owner is amazing and she will point you in the right direction for whatever you are looking to do in town. Seriously cannot recommend enough and can’t wait to come back.
United States
Noah
Reviewed January 16, 2023
Twin Gables of Woodstock

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 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 229 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.

Where can I learn more about changing or cancelling my trip in the area near Overlook Mountain Trailhead?

For more information about changing or cancelling your stay near Overlook Mountain Trailhead, head over to our customer service page.

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.