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Our top choices for Overlook Mountain Trailhead hotels

A hotel with a covered entrance, stone facade, and a sign indicating it is a Holiday Inn Express & Suites.

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, (1,002 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 ￥17,324
￥19,403 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Kingston-Ulster by IHG
An outdoor patio with a fire pit, seating, and a building in the background.

2. 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, (1,002 reviews)
"Very nice hotel in a convenient area too."
United States
Yvette
The price is ￥17,269
￥19,342 total
includes taxes & fees
Dec 1 - Dec 2
Courtyard by Marriott Kingston
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 ￥17,951
￥20,105 total
includes taxes & fees
Dec 6 - Dec 7
Hampton Inn 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.

4. AutoCamp Catskills

AutoCamp Catskills
5.0 star property
8.9 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (594 reviews)
"Very nice área to camp, everything was super clean. Would go back anytime of the year"
United States
Natalia Pérez
The price is ￥23,025
￥31,962 total
includes taxes & fees
Dec 3 - Dec 4
AutoCamp Catskills
A spacious lobby with a fireplace, comfortable seating, and large windows.

5. 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, (1,002 reviews)
"I cannot recommend this hotel enough- from the cleanliness of the rooms, to the comfort of the beds and sitting area couch, to the delicious breakfast each morning. It has everything I needed plus some. And the staff are great!"
United States
Stephanie
The price is ￥19,686
￥22,050 total
includes taxes & fees
Dec 6 - Dec 7
Residence Inn by Marriott Kingston
A balcony with a table featuring a bottle, glasses, and binoculars, overlooking a river, greenery, and a house.

6. Diamond Mills Resort

Diamond Mills Resort
3.5 star property
14.2 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (407 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 ￥41,804
￥50,759 total
includes taxes & fees
Nov 22 - Nov 23
Diamond Mills Resort
An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.

7. 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, (1,004 reviews)
"Only stayed 1 night, but room was clean & comfortable. Would stay again in the future."
United States
Frank
The price is ￥18,426
￥20,637 total
includes taxes & fees
Dec 6 - Dec 7
Howard Johnson by Wyndham Saugerties
A modern two-story house with a dark exterior, a front porch, and a small outdoor seating area.

8. Overlook Hotel

Overlook Hotel
2.0 star property
13 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (64 reviews)
"Great space to comfortable fit a family of 4."
United States
Julie
The price is ￥24,026
￥26,909 total
includes taxes & fees
Nov 16 - Nov 17
Overlook Hotel
A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

9. SunView Motel

SunView Motel
2.5 star property
13.9 km from Overlook Mountain Trailhead
8.6 out of 10, Excellent, (647 reviews)
"It was an awesome stay. Is what the website says"
United States
Furquan
The price is ￥20,796
￥22,460 total
includes taxes & fees
Nov 8 - Nov 9
SunView Motel
A multi-story building with outdoor seating and a stone-paved patio.

10. 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, (449 reviews)
"Good overall stay, convenient location and would stay again if we visit the area."
United States
Nabeel
The price is ￥26,789
￥31,900 total
includes taxes & fees
Nov 22 - Nov 23
Kaatskill Mountain Club & Condos by Vail Resorts
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, (826 reviews)
"The room was very clean and the staff were very courteous and helpful."
United States
Jacqueline
The price is ￥20,001
￥22,401 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Exterior

12. Howland House

Howland House
2.0 star property
12.9 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (10 reviews)
"Beautiful refinished bed and breakfast with friendly staff and a great restaurant."
Canada
Ben
The price is ￥27,972
￥31,329 total
includes taxes & fees
Nov 18 - Nov 19
Howland House
A cozy living room with a wood-burning stove, wicker furniture, and a bookshelf.

13. Hotel Kinsley

Hotel Kinsley
3.5 star property
17.4 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (411 reviews)
"The breakfast could have been better."
United States
David
The price is ￥34,671
￥45,636 total
includes taxes & fees
Dec 6 - Dec 7
Hotel Kinsley
A lodge with a registration area, a covered porch, and a pond with a bridge.

14. Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
13.9 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (117 reviews)
"The Emmerson Resort & Spa is great! The room was super clean and the bed was very comfortable. The resort is great and has everything you need. We loved staying here!"
United States
Jeremy
The price is ￥26,500
￥29,680 total
includes taxes & fees
Nov 23 - Nov 24
Emerson Resort & Spa
An indoor swimming pool with clear lane markings, a lifeguard chair, and a poolside area with a chair and table.

15. Comfort Inn Saugerties

Comfort Inn Saugerties
2.5 star property
12.5 km from Overlook Mountain Trailhead
7.2 out of 10, Good, (748 reviews)
"It is managed by homeless people. Don’t ever stay here."
United States
Tevfik
The price is ￥22,992
￥25,749 total
includes taxes & fees
Dec 6 - Dec 7
Comfort Inn Saugerties
Point of interest

16. Hudson Valley 9w Motel

Hudson Valley 9w Motel
2.0 star property
14.7 km from Overlook Mountain Trailhead
8.2 out of 10, Very good, (82 reviews)
"good for a one-night stay"
United States
Jerome
The price is ￥14,962
￥24,632 total
includes taxes & fees
Nov 8 - Nov 9
Hudson Valley 9w Motel
A swimming pool with lounge chairs and a red building in the background.

17. Red Ranch Motel

Red Ranch Motel
2.5 star property
17 km from Overlook Mountain Trailhead
7.4 out of 10, Good, (552 reviews)
"Older motel, room was clean, friendly staff, tv was good and working, shower and bathroom clean, beds could be better but ok."
United States
Oleg
The price is ￥18,540
￥20,024 total
includes taxes & fees
Nov 8 - Nov 9
Red Ranch Motel
A swimming pool with a glass ceiling, indoor seating, and a brick wall.

18. Kingston Regency Inn

Kingston Regency Inn
2.5 star property
16.7 km from Overlook Mountain Trailhead
6.4 out of 10, (117 reviews)
"Good stay for the price."
United States
Colleen
The price is ￥17,718
￥21,774 total
includes taxes & fees
Dec 1 - Dec 2
Kingston Regency Inn
A hotel room with two beds, a nightstand, a lamp, and two framed pictures on the wall.

19. Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston
2.5 star property
16.8 km from Overlook Mountain Trailhead
6.2 out of 10, (1,007 reviews)
"The hotel is a little tired but the staff were amazing and it made up for the shortcomings."
United States
David
The price is ￥13,253
￥14,843 total
includes taxes & fees
Nov 12 - Nov 13
Super 8 by Wyndham Kingston
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
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A hotel with a covered entrance, stone facade, and a sign indicating it is a Holiday Inn Express & Suites.
Holiday Inn Express & Suites Kingston-Ulster by IHG
2.5 star property
9.4
Exceptional
1,002 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
1,002 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
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
594 reviews
View
A spacious lobby with a fireplace, comfortable seating, and large windows.
Residence Inn by Marriott Kingston
3.0 star property
8.8
Excellent
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.

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