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Hotels near Overlook Mountain Trailhead

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Check prices for these dates

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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Our top choices for Overlook Mountain Trailhead hotels

A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.

1. 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, (820 reviews)
"The room was very clean and the staff were very courteous and helpful."
United States
Jacqueline
The price is RM499
RM559 total
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
A wooden table with a bottle of wine, two glasses, and a lit fire pit.

2. 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, (1,010 reviews)
"Always a nice stay."
United States
Marina
The price is RM483
RM610 total
includes taxes & fees
8 Nov - 9 Nov
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.

3. AutoCamp Catskills

AutoCamp Catskills
5.0 star property
8.9 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (589 reviews)
"Our stay was amazing. Staff were so friendly, we’re definitely coming back. Highly recommended, something different from a traditional hotels."
United States
Raquel
The price is RM571
RM799 total
includes taxes & fees
4 Nov - 5 Nov
AutoCamp Catskills
A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.

4. 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)
"Wonderful staff made the experience amazing! Highly recommend."
United States
Jennifer
The price is RM499
RM559 total
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn Kingston
A lodge with a registration area, a covered porch, and a pond with a bridge.

5. Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
13.9 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (110 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 RM646
RM723 total
includes taxes & fees
29 Oct - 30 Oct
Emerson Resort & Spa
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, (1,000 reviews)
"Very nice hotel in a convenient area too."
United States
Yvette
The price is RM483
RM541 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Kingston
A living room with a fireplace, green sofa, and a leopard print armchair.

7. 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, (231 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 RM629
RM705 total
includes taxes & fees
16 Nov - 17 Nov
Twin Gables of Woodstock
A spacious lobby with a fireplace, comfortable seating, and large windows.

8. 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)
"Amazing location and property. One of the best hotels we stayed in"
United States
Lamisa
The price is RM548
RM613 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Kingston
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.

9. Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
3.4 km from Overlook Mountain Trailhead
9.6 out of 10, Exceptional, (322 reviews)
"Was a beautiful space made it great for a parents getaway."
United States
Vannetta
The price is RM1,336
RM1,655 total
includes taxes & fees
2 Nov - 3 Nov
Woodstock Way Hotel
An outdoor movie screening with a clear screen and chairs arranged in a semi-circle.

10. The Graham & Co.

The Graham & Co.
3.0 star property
16.2 km from Overlook Mountain Trailhead
9.6 out of 10, Exceptional, (67 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 RM638
RM715 total
includes taxes & fees
2 Nov - 3 Nov
The Graham & Co.
A hotel with a covered entrance, stone facade, and a sign indicating it is a Holiday Inn Express & Suites.

11. 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 RM531
RM595 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express & Suites Kingston-Ulster by IHG
A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.

12. Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
14 km from Overlook Mountain Trailhead
9.8 out of 10, Exceptional, (611 reviews)
"Overall amazing stay! Location, staff, food, aesthetic and coziness all 10/10!"
United States
Kim
The price is RM997
RM1,077 total
includes taxes & fees
3 Nov - 4 Nov
Hotel Mountain Brook
A multi-story building with outdoor seating and a stone-paved patio.

13. 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, (443 reviews)
"Good overall stay, convenient location and would stay again if we visit the area."
United States
Nabeel
The price is RM695
RM828 total
includes taxes & fees
22 Nov - 23 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
Exterior

14. 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 RM710
RM795 total
includes taxes & fees
2 Nov - 3 Nov
Howland House
A modern two-story house with a dark exterior, a front porch, and a small outdoor seating area.

15. Overlook Hotel

Overlook Hotel
2.0 star property
13 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (63 reviews)
"Really nice and clean room, friendly and very responsive staff, a lot of value for your money, highly recommend!"
United States
Leonardo
The price is RM708
RM793 total
includes taxes & fees
4 Nov - 5 Nov
Overlook Hotel
A balcony with a table featuring a bottle, glasses, and binoculars, overlooking a river, greenery, and a house.

16. 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 RM1,086
RM1,319 total
includes taxes & fees
29 Oct - 30 Oct
Diamond Mills Resort
A cozy room with wooden walls, a dining table with chairs, a fireplace, and a staircase.

17. 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 RM935
RM1,048 total
includes taxes & fees
2 Nov - 3 Nov
The Leeway
A dining area with a stone fireplace, wooden beams, and large windows.

18. Phoenicia Lodge

Phoenicia Lodge
2.0 star property
17 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (71 reviews)
"friendly atmosphere, great area, cabin experience."
United States
Thomas
The price is RM707
RM792 total
includes taxes & fees
29 Oct - 30 Oct
Phoenicia Lodge
An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.

19. 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, (1,000 reviews)
"The room was clean and staff very pleasant and helpful. I would stay again."
United States
Shirley
The price is RM503
RM563 total
includes taxes & fees
15 Nov - 16 Nov
Howard Johnson by Wyndham Saugerties
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, (226 reviews)
"Staff is so friendly. Gorgeous views on the property. So close to town just a 6 min walk to shopping and restaurants. Highly recommend!"
United States
Carolyn
The price is RM936
RM1,048 total
includes taxes & fees
29 Oct - 30 Oct
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.
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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 Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2.5 star property
8.8
Excellent
820 reviews
View
A wooden table with a bottle of wine, two glasses, and a lit fire pit.
Hunter Lodge, a Bluebird by Lark
3.0 star property
9.2
Wonderful
1,010 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
589 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 lodge with a registration area, a covered porch, and a pond with a bridge.
Emerson Resort & Spa
3.5 star property
9.2
Wonderful
110 reviews
View

Top Overlook Mountain Trailhead Hotel Reviews

Woodstock Way Hotel

Woodstock Way Hotel

10/10 Excellent
"Our room was a suite and it was very well laid out, we had a nice couch and some chairs and a large screen TV. They also had a turntable with some records to listen to which was pretty cool. The view out the windows was beautiful, we sat on the deck and had a glass of wine and it was so peaceful. They have a very cozy coffee shop with excellent coffee and a nice peaceful vibe where you can sit and relax and enjoy a cup of coffee, read a book or even use your computer."
John 2-night trip
Posted 4 days ago
Woodstock Way Hotel
Twin Gables of Woodstock

Twin Gables of Woodstock

10/10 Excellent
"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."
Barbara 2-night trip
Posted 7 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 visit to 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 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.