Woodstock Overlook Mountain Trailhead Hotels

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Top Trending Hotels Near Overlook Mountain Trailhead

Twin Gables of Woodstock

3.0 star property
3.4 km from Overlook Mountain Trailhead
9.8 out of 10, Exceptional, (192)
"Amazing stay!!! Super hippie vibe and lived every minute of it. "
United States
Heather
The price is HK$1,004
HK$1,124 total
includes taxes & fees
11 Dec - 12 Dec
Twin Gables of Woodstock

Woodstock Way Hotel

4.0 star property
3.4 km from Overlook Mountain Trailhead
9.6 out of 10, Exceptional, (213)
"Very pleasant staff...nice rooms"
United States
Abdallah
Woodstock Way Hotel

The Herwood Inn

4.5 star property
3.4 km from Overlook Mountain Trailhead
9.6 out of 10, Exceptional, (90)
"Just lovely all around! I loved the attention to detail inside and on the grounds."
United States
karen
The price is HK$1,116
HK$1,250 total
includes taxes & fees
10 Dec - 11 Dec
The Herwood Inn

Hotel Mountain Brook

4.0 star property
14 km from Overlook Mountain Trailhead
9.8 out of 10, Exceptional, (515)
"everything was excellent amazing place and great location"
United States
Grigoriy
The price is HK$1,160
HK$1,253 total
includes taxes & fees
15 Dec - 16 Dec
Hotel Mountain Brook

Hotel Dylan

2.0 star property
7.6 km from Overlook Mountain Trailhead
9.4 out of 10, Exceptional, (40)
"Close to restaurants and shopping. Nice vibe."
United States
sara
The price is HK$1,133
HK$1,270 total
includes taxes & fees
15 Dec - 16 Dec
Hotel Dylan

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, (1005)
"Great stay"
United States
Siju
The price is HK$895
HK$1,002 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express & Suites Kingston-Ulster by IHG

Diamond Mills Resort

3.5 star property
14.2 km from Overlook Mountain Trailhead
9.4 out of 10, Exceptional, (344)
"Amazing view from the room. We had a great stay. "
United States
Adam
The price is HK$1,912
HK$2,337 total
includes taxes & fees
8 Jan - 9 Jan 2026
Diamond Mills Resort

AutoCamp Catskills

5.0 star property
8.9 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (439)
"Great location. Amazing views. "
United States
Sarig
The price is HK$1,163
HK$1,608 total
includes taxes & fees
11 Dec - 12 Dec
AutoCamp Catskills

Emerson Resort & Spa

3.5 star property
13.9 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (46)
"Very clean and cozy "
United States
Robert
The price is HK$1,860
HK$2,292 total
includes taxes & fees
11 Dec - 12 Dec
Emerson Resort & Spa

Hunter Lodge, a Bluebird by Lark

3.0 star property
15.8 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (819)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is HK$1,120
HK$1,378 total
includes taxes & fees
15 Dec - 16 Dec
Hunter Lodge, a Bluebird by Lark

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
16.8 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (318)
"Beautiful resort. "
United States
Kelly
The price is HK$1,538
HK$1,832 total
includes taxes & fees
16 Dec - 17 Dec
Kaatskill Mountain Club at Hunter Mountain

Hampton Inn Kingston

2.5 star property
15.7 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (1002)
"Courteous staff, clean room, pleasant atmosphere, convenient location, and good free breakfast."
United States
Karen
The price is HK$865
HK$969 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Kingston

Morning Glory B n B Woodstock NY

3.0 star property
3.4 km from Overlook Mountain Trailhead
8.4 out of 10, Very good, (155)
"Beautiful historic home. We had a nice stay. "
United States
Anonymous traveller
The price is HK$1,471
HK$1,647 total
includes taxes & fees
11 Dec - 12 Dec
Morning Glory B n B Woodstock NY

Phoenicia Lodge

2.0 star property
17 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (32)
"Had a great stay! "
United States
Lace
The price is HK$1,172
HK$1,313 total
includes taxes & fees
11 Dec - 12 Dec
Phoenicia Lodge

Residence Inn by Marriott Kingston

3.0 star property
16.1 km from Overlook Mountain Trailhead
8.8 out of 10, Excellent, (789)
"Very nice stay"
United States
LOIS
The price is HK$887
HK$993 total
includes taxes & fees
5 Jan - 6 Jan 2026
Residence Inn by Marriott Kingston

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, (690)
"Clean rooms, very friendly and accommodating staff. Breakfast was very nice. Just overall wonderful hotel"
United States
Gideon
The price is HK$989
HK$1,107 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Courtyard by Marriott Kingston

3.0 star property
15.9 km from Overlook Mountain Trailhead
8.8 out of 10, Excellent, (1005)
"Great stay!!"
United States
Anita
The price is HK$854
HK$956 total
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Kingston

Hotel Kinsley

3.5 star property
17.4 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (330)
"Room was great and staff very friendly"
Canada
Byron
The price is HK$1,713
HK$2,230 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hotel Kinsley

Overlook Hotel

2.0 star property
13 km from Overlook Mountain Trailhead
8.4 out of 10, Very good, (22)
"Owners were super friendly and location was great! "
United States
Elliott
The price is HK$1,545
HK$1,730 total
includes taxes & fees
15 Dec - 16 Dec
Overlook Hotel

Hudson Valley 9w Motel

2.0 star property
14.7 km from Overlook Mountain Trailhead
8.2 out of 10, Very good, (68)
"trains wake us up at 5 and 5:30 AM. affordable and convenient otherwise."
United States
Joe
The price is HK$739
HK$1,217 total
includes taxes & fees
11 Dec - 12 Dec
Hudson Valley 9w 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.

Top Overlook Mountain Trailhead Hotel Reviews

Hotels near other Overlook Mountain Trailhead attractions

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 227 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 227 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?
Get outside and spend some time strolling around The Comeau Property, Woodstock Dog Park and Thorn Preserve - Catskill Center. For cultural attractions near Overlook Mountain Trailhead, head to Bethel Woods Museum, Colony and SweetHeart Gallery. Explore nature at Platte Clove Preserve - Catskill Center and Opus 40.

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