Top Hotels Near Overlook Mountain Trailhead in Woodstock from NZ$203

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Our top choices for Overlook Mountain Trailhead hotels

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, (193)
"Amazing stay!!! Super hippie vibe and lived every minute of it. "
United States
Heather
The price is NZ$248
includes taxes & fees
4 Jan - 5 Jan 2026
Twin Gables of Woodstock

The Herwood Inn

The Herwood Inn
4.5 star property
3.4 km from Overlook Mountain Trailhead
9.8 out of 10, Exceptional, (93)
"Quaint, quirky, very environmentally conscious, fun old vinyls, and a cedar fragrant hot tub!"
United States
Dietlinde
The price is NZ$339
includes taxes & fees
8 Jan - 9 Jan 2026
The Herwood Inn

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
3.4 km from Overlook Mountain Trailhead
9.6 out of 10, Exceptional, (217)
"The room and views were lovely, and we loved the Tannery cafe!"
United States
Katherine
Woodstock Way Hotel

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
14 km from Overlook Mountain Trailhead
9.8 out of 10, Exceptional, (518)
"everything was excellent amazing place and great location"
United States
Grigoriy
The price is NZ$276
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Mountain Brook

Hotel Dylan

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 NZ$279
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Dylan

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, (204)
"Clean room and friendly staff. We appreciated the little happy hour snacks and the breakfast was more than we imagined!"
United States
Amber
The price is NZ$344
includes taxes & fees
1 Jan - 2 Jan 2026
The Woodstock Inn on the Millstream

The Graham & Co.

The Graham & Co.
3.0 star property
16.2 km from Overlook Mountain Trailhead
9.6 out of 10, Exceptional, (22)
"Great place to stay when in the area, lovely staff would definitely stay here again."
United States
Paul
The price is NZ$298
includes taxes & fees
4 Jan - 5 Jan 2026
The Graham & Co.

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, (1001)
"Great room, friendly staff "
United States
Jamila
The price is NZ$242
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Express & Suites Kingston-Ulster by IHG

Diamond Mills Resort

Diamond Mills Resort
3.5 star property
14.2 km from Overlook Mountain Trailhead
9.4 out of 10, Exceptional, (347)
"Amazing view from the room. We had a great stay. "
United States
Adam
The price is NZ$394
includes taxes & fees
4 Jan - 5 Jan 2026
Diamond Mills Resort

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
8.9 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (442)
"Great location. Amazing views. "
United States
Sarig
The price is NZ$363
includes taxes & fees
7 Jan - 8 Jan 2026
AutoCamp Catskills

Emerson Resort & Spa

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 NZ$495
includes taxes & fees
6 Jan - 7 Jan 2026
Emerson Resort & Spa

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, (831)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is NZ$303
includes taxes & fees
8 Jan - 9 Jan 2026
Hunter Lodge, a Bluebird by Lark

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, (326)
"Beautiful resort. "
United States
Kelly
The price is NZ$447
includes taxes & fees
6 Jan - 7 Jan 2026
Kaatskill Mountain Club & Condos by Vail Resorts

Phoenicia Lodge

Phoenicia Lodge
2.0 star property
17 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (33)
"Had a great stay! "
United States
Lace
The price is NZ$203
includes taxes & fees
6 Jan - 7 Jan 2026
Phoenicia Lodge

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
15.7 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (1006)
"The hotel is great and great location. "
United States
Thomas
The price is NZ$219
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn Kingston

Deer Mountain Inn

Deer Mountain Inn
2.0 star property
16.7 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (5)
"I loved the guest room with the pool table and self attend bar."
United States
Chavez
The price is NZ$695
includes taxes & fees
7 Jan - 8 Jan 2026
Deer Mountain Inn

Morning Glory B n B Woodstock NY

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 NZ$363
includes taxes & fees
5 Jan - 6 Jan 2026
Morning Glory B n B Woodstock NY

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, (695)
"Nice clean rooms, excellent coffee at breakfast and my son loved the pancakes."
United States
Gary
The price is NZ$267
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

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, (803)
"Staff was very kind and courteous "
United States
Natasha
The price is NZ$219
includes taxes & fees
4 Jan - 5 Jan 2026
Residence Inn by Marriott Kingston

Hotel Kinsley

Hotel Kinsley
3.5 star property
17.4 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (332)
"Room was great and staff very friendly"
Canada
Byron
The price is NZ$491
includes taxes & fees
27 Jan - 28 Jan 2026
Hotel Kinsley
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 223 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 223 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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