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Woodstock Hotel Guide - Overlook Mountain Trailhead hotels in Woodstock, United States of America.

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Check prices for these dates

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

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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.

1. 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, (232 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 €144
includes taxes & fees
16 Nov - 17 Nov
Twin Gables of Woodstock
A buffet with various food items, including omelets and baked goods, served in metal containers.

2. 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 €113
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn Express & Suites Kingston-Ulster 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.

3. AutoCamp Catskills

AutoCamp Catskills
5.0 star property
8.9 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (592 reviews)
"Very nice área to camp, everything was super clean. Would go back anytime of the year"
United States
Natalia Pérez
The price is €174
includes taxes & fees
16 Nov - 17 Nov
AutoCamp Catskills
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

4. 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, (1,007 reviews)
"Always a nice stay."
United States
Marina
The price is €133
includes taxes & fees
2 Dec - 3 Dec
Hunter Lodge, a Bluebird by Lark
A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.

5. 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 €122
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn Kingston
An outdoor patio with a fire pit, seating, and a building in the background.

6. 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, (1,001 reviews)
"Very nice hotel in a convenient area too."
United States
Yvette
The price is €110
includes taxes & fees
1 Dec - 2 Dec
Courtyard by Marriott Kingston
A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.

7. Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
14 km from Overlook Mountain Trailhead
9.8 out of 10, Exceptional, (613 reviews)
"Overall amazing stay! Location, staff, food, aesthetic and coziness all 10/10!"
United States
Kim
The price is €216
includes taxes & fees
8 Nov - 9 Nov
Hotel Mountain Brook
A wooden cabin with large windows overlooking a forested area with a waterfall.

8. Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
3.4 km from Overlook Mountain Trailhead
9.6 out of 10, Exceptional, (325 reviews)
"The staff was amazing… the waterfall was blissful"
United States
Wayne
The price is €311
includes taxes & fees
1 Dec - 2 Dec
Woodstock Way Hotel
A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

9. Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
13.9 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (115 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 €179
includes taxes & fees
16 Nov - 17 Nov
Emerson Resort & Spa
A spacious lobby with a fireplace, comfortable seating, and large windows.

10. 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, (1,000 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 €134
includes taxes & fees
22 Nov - 23 Nov
Residence Inn by Marriott Kingston
A balcony with a table featuring a bottle, glasses, and binoculars, overlooking a river, greenery, and a house.

11. Diamond Mills Resort

Diamond Mills Resort
3.5 star property
14.2 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (405 reviews)
"The breakfast is invincible and bad. It can't even be compared with the express hotel. They said that they checked out at 11 o'clock, but they couldn't even enter the room at 10:30."
United States
luping
The price is €288
includes taxes & fees
22 Nov - 23 Nov
Diamond Mills Resort
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.

12. 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, (825 reviews)
"The room was very clean and the staff were very courteous and helpful."
United States
Jacqueline
The price is €127
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
A modern two-story house with a dark exterior, a front porch, and a small outdoor seating area.

13. 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 €173
includes taxes & fees
18 Nov - 19 Nov
Overlook Hotel
A snow-covered lodge with a stone chimney, lit windows, and snow-laden trees in front.

14. 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 €406
includes taxes & fees
16 Nov - 17 Nov
Deer Mountain Inn
A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

15. The Graham & Co.

The Graham & Co.
3.0 star property
16.2 km from Overlook Mountain Trailhead
9.4 out of 10, Exceptional, (68 reviews)
"It was such an amazing stay! Staff was great, very kind, and accommodating. Everything was so clean! The bathrooms were very spacious and clean. Our stay was wonderful! We will definitely be booking again next year!"
United States
Cindy
The price is €156
includes taxes & fees
5 Nov - 6 Nov
The Graham & Co.
A multi-story building with outdoor seating and a stone-paved patio.

16. 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 €181
includes taxes & fees
30 Nov - 1 Dec
Kaatskill Mountain Club & Condos by Vail Resorts
Bar (on property)

17. 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 €193
includes taxes & fees
5 Nov - 6 Nov
Howland House
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, (646 reviews)
"It was an awesome stay. Is what the website says"
United States
Furquan
The price is €127
includes taxes & fees
5 Nov - 6 Nov
SunView Motel
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, (72 reviews)
"friendly atmosphere, great area, cabin experience."
United States
Thomas
The price is €173
includes taxes & fees
16 Nov - 17 Nov
Phoenicia Lodge
A white house with a porch, surrounded by lush greenery and two green Adirondack chairs.

20. 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 €229
includes taxes & fees
12 Nov - 13 Nov
The Woodstock Inn on the Millstream
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 living room with a fireplace, green sofa, and a leopard print armchair.
Twin Gables of Woodstock
3.0 star property
9.8
Exceptional
232 reviews
View
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 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
592 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
1,007 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

Hotels recommended for families near Overlook Mountain Trailhead

A modern kitchen with a large island, a sink, and wooden stools.

Woodstock Historic Artist Estate - The Carriage House

Woodstock Historic Artist Estate - The Carriage House
Woodstock
9.8 out of 10, Exceptional, (51)
The price is €383
includes taxes & fees
5 Nov - 6 Nov
Woodstock Historic Artist Estate - The Carriage House

Top Overlook Mountain Trailhead Hotel Reviews

Woodstock Way Hotel

Woodstock Way Hotel

10/10 Excellent
"The staff was amazing… the waterfall was blissful"
Wayne 1-night trip
Posted 1 day ago
Woodstock Way Hotel

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.
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 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.