Default HTG hotel image

Find hotels near Overlook Mountain Trailhead, Woodstock from SAR 460

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

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 SAR 428
SAR 479 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 SAR 653
SAR 731 total
includes taxes & fees
16 Nov - 17 Nov
Twin Gables of Woodstock
A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.

3. 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 SAR 428
SAR 479 total
includes taxes & fees
6 Dec - 7 Dec
Hampton Inn Kingston
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 SAR 412
SAR 461 total
includes taxes & fees
3 Dec - 4 Dec
Courtyard by Marriott Kingston
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.

5. 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 SAR 369
SAR 561 total
includes taxes & fees
16 Dec - 17 Dec
AutoCamp Catskills
A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

6. Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
13.9 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (121 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 SAR 580
SAR 650 total
includes taxes & fees
22 Nov - 23 Nov
Emerson Resort & Spa
A wooden cabin with a green roof, a small porch, and a window.

7. 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)
"Room is always fantastic and the staff is always more than helpful and delightful."
United States
sherman
The price is SAR 1,037
SAR 1,308 total
includes taxes & fees
16 Nov - 17 Nov
Woodstock Way Hotel
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

8. 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, (1,003 reviews)
"Always a nice stay."
United States
Marina
The price is SAR 494
SAR 615 total
includes taxes & fees
29 Nov - 30 Nov
Hunter Lodge, a Bluebird by Lark
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 SAR 410
SAR 460 total
includes taxes & fees
16 Nov - 17 Nov
The Graham & Co.
A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.

10. 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 SAR 803
SAR 867 total
includes taxes & fees
2 Dec - 3 Dec
Hotel Mountain Brook
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.

11. 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, (832 reviews)
"Room was nice and spacious Breakfast was tasty done with a class and quick service"
United States
Artur
The price is SAR 492
SAR 551 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
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 SAR 469
SAR 525 total
includes taxes & fees
6 Dec - 7 Dec
Residence Inn by Marriott Kingston
A balcony with a table featuring a bottle, glasses, and binoculars, overlooking a river, greenery, and a house.

13. Diamond Mills Resort

Diamond Mills Resort
3.5 star property
14.2 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (409 reviews)
"We love this day. It was amazing. Everything was clean. The view was beautiful. I would come again."
United States
Shantee
The price is SAR 1,186
SAR 1,422 total
includes taxes & fees
22 Nov - 23 Nov
Diamond Mills Resort
Bar (on property)

14. 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 SAR 616
SAR 690 total
includes taxes & fees
16 Nov - 17 Nov
Howland House
A multi-story building with outdoor seating and a stone-paved patio.

15. 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, (453 reviews)
"Good overall stay, convenient location and would stay again if we visit the area."
United States
Nabeel
The price is SAR 588
SAR 700 total
includes taxes & fees
23 Nov - 24 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
A modern two-story house with a dark exterior, a front porch, and a small outdoor seating area.

16. 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 SAR 650
SAR 728 total
includes taxes & fees
16 Nov - 17 Nov
Overlook Hotel
A white house with a porch, a bicycle, and a chair in the yard.

17. The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream
3.0 star property
3.8 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (227 reviews)
"Breakfast was less than I expected. Mostly breads dry cereal, some fruit. Breads were cold and hard, had to be toasted. Not enough places to sit inside."
United States
Arthur
The price is SAR 859
SAR 963 total
includes taxes & fees
23 Nov - 24 Nov
The Woodstock Inn on the Millstream
A snow-covered lodge with a stone chimney, lit windows, and snow-laden trees in front.

18. Deer Mountain Inn

Deer Mountain Inn
2.0 star property
16.7 km from Overlook Mountain Trailhead
9.8 out of 10, Exceptional, (14 reviews)
"Best hotel I’ve ever stayed at! Staff is so friendly and there are so many thoughtful touches, like the beautiful delicious breakfast each morning and the guest attic to hang out in upstairs. Cannot wait to come back!!"
United States
Julia
The price is SAR 1,471
SAR 1,690 total
includes taxes & fees
15 Dec - 16 Dec
Deer Mountain Inn
A dining area with a stone fireplace, wooden beams, and large windows.

19. 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 SAR 562
SAR 629 total
includes taxes & fees
18 Nov - 19 Nov
Phoenicia Lodge
A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

20. 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 SAR 522
SAR 563 total
includes taxes & fees
16 Nov - 17 Nov
SunView Motel
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
A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.
Hampton Inn Kingston
2.5 star property
9.0
Wonderful
1,000 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 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
5.0 star property
9.0
Wonderful
597 reviews
View

Top Overlook Mountain Trailhead Hotel Reviews

Twin Gables of Woodstock

Twin Gables of Woodstock

10/10 Excellent
"Charming Stay in the Heart of Woodstock! Twin Gables is a lovely property in an unbeatable location. I stayed during the Woodstock Film Festival, so everything in town was sold out. I ended up with a very small room with a private bathroom, but that was simply because it was the only option available for my dates. The property has a charming, hippie-inspired décor with plenty of music-related touches, perfectly capturing Woodstock's unique spirit and history. Check-in was very easy, and the property offers four parking spaces, which is a nice convenience. Breakfast is included, and the staff was always friendly, welcoming, and attentive. The location couldn't be better! Twin Gables is right on Tinker Street, where all the action in Woodstock happens. Restaurants, shops, cafés, and pretty much everything you want to explore are within a 10-minute walk. One of the most memorable parts of our stay was a family of deer that visits the property every morning for breakfast. They're surprisingly friendly, and seeing them up close was such a special experience. Woodstock already feels surrounded by nature, but these little visitors make the experience even more magical. Overall, a wonderful stay with plenty of charm, great hospitality, and a fantastic location. I would definitely stay here again!"
Juan 2-night trip
Posted 3 days 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 trip to Woodstock. Discover the mountain views while you're in the area.
See properties

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.