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Our top choices for Overlook Mountain Trailhead hotels

Books, music library, stereo
Twin Gables of Woodstock

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, (192)
"Amazing stay!!! Super hippie vibe and lived every minute of it. "
United States
Heather
The price is Rp2.147.334
Rp2.405.014 total
includes taxes & fees
17 Dec - 18 Dec
Twin Gables of Woodstock
Exterior
Hotel Mountain Brook

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
14 km from Overlook Mountain Trailhead
9.8 out of 10, Exceptional, (516)
The price is Rp2.480.254
Rp2.678.674 total
includes taxes & fees
17 Dec - 18 Dec
Hotel Mountain Brook
Lobby
The Woodstock Inn on the Millstream

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, (203)
"Love this place!"
United States
Robert
The price is Rp2.979.634
Rp3.337.190 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Woodstock Inn on the Millstream
Free daily continental breakfast
Holiday Inn Express & Suites Kingston-Ulster by IHG

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, (1002)
"Great stay"
United States
Siju
The price is Rp1.914.290
Rp2.144.005 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express & Suites Kingston-Ulster by IHG
Reception
AutoCamp Catskills

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
8.9 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (441)
"Great location. Amazing views. "
United States
Sarig
The price is Rp2.520.050
Rp3.475.802 total
includes taxes & fees
18 Dec - 19 Dec
AutoCamp Catskills
Property grounds
Emerson Resort & Spa

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 Rp3.979.892
Rp4.903.226 total
includes taxes & fees
17 Dec - 18 Dec
Emerson Resort & Spa
Dinner served
Hunter Lodge, a Bluebird by Lark

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, (824)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is Rp2.570.385
Rp3.136.024 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hunter Lodge, a Bluebird by Lark
Reception
Hampton Inn Kingston

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
15.7 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (1003)
"The hotel is great and great location. "
United States
Thomas
The price is Rp1.853.370
Rp2.075.775 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hampton Inn Kingston
Dining
Phoenicia Lodge

Phoenicia Lodge

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 Rp2.025.041
Rp2.268.045 total
includes taxes & fees
18 Dec - 19 Dec
Phoenicia Lodge
Exterior
Deer Mountain Inn

Deer Mountain Inn

Deer Mountain Inn
2.0 star property
16.7 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (5)
"Amazing!"
United States
gabrielle
The price is Rp6.591.816
Rp7.535.312 total
includes taxes & fees
7 Jan - 8 Jan 2026
Deer Mountain Inn
Restaurant
Hotel Kinsley

Hotel Kinsley

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 Rp3.669.240
Rp4.776.230 total
includes taxes & fees
14 Jan - 15 Jan 2026
Hotel Kinsley
Outdoor dining
Courtyard by Marriott Kingston

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, (1002)
" Lean room, quiet location and comfortable bed."
United States
Barbara
The price is Rp1.825.234
Rp2.044.261 total
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Kingston
Exterior
Overlook Hotel

Overlook Hotel

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 Rp3.670.443
Rp4.110.897 total
includes taxes & fees
17 Dec - 18 Dec
Overlook Hotel
Exterior
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

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, (690)
"Clean rooms, very friendly and accommodating staff. Breakfast was very nice. Just overall wonderful hotel"
United States
Gideon
The price is Rp2.083.375
Rp2.333.380 total
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Front of property
Hudson Valley 9w Motel

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, (68)
"trains wake us up at 5 and 5:30 AM. affordable and convenient otherwise."
United States
Joe
The price is Rp1.581.370
Rp2.603.434 total
includes taxes & fees
17 Dec - 18 Dec
Hudson Valley 9w Motel
Porch
Four Seasons Motel

Four Seasons Motel

Four Seasons Motel
2.0 star property
19.9 km from Overlook Mountain Trailhead
8.2 out of 10, Very good, (204)
"Very cute and cozy little motel. They put a lot of effort into cleaning and decorating each room. "
United States
Wayne
The price is Rp1.664.600
Rp1.797.768 total
includes taxes & fees
17 Dec - 18 Dec
Four Seasons Motel
Indoor pool
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
12.4 km from Overlook Mountain Trailhead
7.6 out of 10, Good, (1004)
"Easy check in, friendly staff. "
United States
Daniel
The price is Rp1.731.184
Rp1.938.928 total
includes taxes & fees
21 Dec - 22 Dec
Howard Johnson by Wyndham Saugerties
Indoor pool
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center
2.5 star property
16.8 km from Overlook Mountain Trailhead
7.6 out of 10, Good, (1005)
"Nice staff, clean room, breakfast was tasty."
United States
Sarah
The price is Rp1.624.317
Rp1.819.236 total
includes taxes & fees
22 Dec - 23 Dec
Best Western Plus Kingston Hotel And Conference Center
Indoor pool
Comfort Inn Saugerties

Comfort Inn Saugerties

Comfort Inn Saugerties
2.5 star property
12.5 km from Overlook Mountain Trailhead
7.2 out of 10, Good, (712)
"This hotel is accommodating homeless people in the cold weather. ( I appreciate the need). I would have liked to know that before… my stay was diminished because I felt like I was staying at a homeless shelter and not a hotel that I paid $$ for. We won’t stay there again. "
United States
Janet
The price is Rp2.130.043
Rp2.385.646 total
includes taxes & fees
13 Jan - 14 Jan 2026
Comfort Inn Saugerties
Desk, blackout curtains, iron/ironing board, free WiFi
Red Ranch Motel

Red Ranch Motel

Red Ranch Motel
2.5 star property
17 km from Overlook Mountain Trailhead
7.2 out of 10, Good, (486)
"The accommodations are pleasant, though the mattresses are quite firm, offering a sleeping experience reminiscent of a traditional box spring."
United States
Thoa
The price is Rp1.602.032
Rp1.730.035 total
includes taxes & fees
14 Jan - 15 Jan 2026
Red Ranch 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.
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Top Overlook Mountain Trailhead Hotel Reviews

Hotels near other Overlook Mountain Trailhead attractions

Woodstock Music Shop

4.5/5 (6 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

Karma Triyana Dharmachakra Monastery

5.0/5 (4 reviews)
Learn about the local history of Woodstock with a stop at Karma Triyana Dharmachakra Monastery. 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 225 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 225 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.