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

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Check prices for these dates

Tonight
17 Mar - 18 Mar
Tomorrow
18 Mar - 19 Mar
This weekend
20 Mar - 22 Mar
Next weekend
27 Mar - 29 Mar

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Our top choices for Overlook Mountain Trailhead hotels

Front of property

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, (198 reviews)
"Very clean, friendly staff, location was perfect. Had a wonderful experience"
United States
Anna
The price is €135
includes taxes & fees
30 Mar - 31 Mar
Twin Gables of Woodstock
Superior Room, Fireplace, River View | View from room

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
3.4 km from Overlook Mountain Trailhead
9.6 out of 10, Exceptional, (245 reviews)
"Had a excellent time on the property. Staff was extremely nice. Room was great!"
United States
Dazell
Woodstock Way Hotel
Outdoor spa tub

The Herwood Inn

The Herwood Inn
4.5 star property
3.4 km from Overlook Mountain Trailhead
9.8 out of 10, Exceptional, (104 reviews)
"Great property, room, location & staff."
United States
Joseph
The price is €163
includes taxes & fees
18 Mar - 19 Mar
The Herwood Inn
Exterior

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, (206 reviews)
"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 €174
includes taxes & fees
18 Mar - 19 Mar
The Woodstock Inn on the Millstream
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

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
8.6 out of 10, Excellent, (157 reviews)
"I thoroughly enjoyed my stay! The hostess was warm and friendly and very accommodating, breakfast was fantastic. I stayed in the green room, and although had a "shared bathroom", I had it all to myself and felt very comfortable. I enjoyed hanging out in Woodstock - checking out the Kaaterskill waterfall and Platte Clove waterfall, shopping around town, having a beer with the locals. I had dinner right across the street at Alba's Kitchen - convenient and tasty. Great stay! Highly recommend this...
United States
Rachel
The price is €194
includes taxes & fees
19 Mar - 20 Mar
Morning Glory B n B Woodstock NY
Reception

Hotel Dylan

Hotel Dylan
2.0 star property
7.6 km from Overlook Mountain Trailhead
9.4 out of 10, Exceptional, (42 reviews)
"darryl, the proprietor to is great. The hotel is spotless. Had a wonderful stay there."
United States
Jacquelin
The price is €159
includes taxes & fees
24 Mar - 25 Mar
Hotel Dylan
Reception

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
8.9 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (465 reviews)
"Great parking ..and staff very very friendly clean rooms as well"
United States
Jocelyn
The price is €166
includes taxes & fees
8 Apr - 9 Apr
AutoCamp Catskills
Exterior

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
14 km from Overlook Mountain Trailhead
9.8 out of 10, Exceptional, (547 reviews)
"Fantastic stay as always"
United States
Jodi
The price is €159
includes taxes & fees
1 Apr - 2 Apr
Hotel Mountain Brook
Property grounds

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
13.9 km from Overlook Mountain Trailhead
9.4 out of 10, Exceptional, (54 reviews)
"The Emerson exceeded my expectations! Property was beautiful, room was beautiful, staff beyond friendly. Will definitely return"
United States
Margaret
The price is €177
includes taxes & fees
18 Mar - 19 Mar
Emerson Resort & Spa
Dinner served

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, (885 reviews)
"Great food. Great location."
United States
Kelly
The price is €128
includes taxes & fees
24 Mar - 25 Mar
Hunter Lodge, a Bluebird by Lark
Loft Duplex w/ Deck | In-room dining

The Leeway

The Leeway
2.0 star property
13.4 km from Overlook Mountain Trailhead
10.0 out of 10, Exceptional, (20 reviews)
"The leeway was very beautiful perfect for 2 people big cozy bed and nice living room area there are most definitely many places to eat nearby and lots of trails to walk and be one with nature and the small stream at the end was a breath taking view so beautiful in the morning with coffee i will be coming back "
United States
Delmy
The price is €211
includes taxes & fees
19 Mar - 20 Mar
The Leeway
Reception

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
15.7 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (1,007 reviews)
"The pool was very nice! The hotel was very clean,comfortable,staff helpful ,and delicious coffee in the lobby and at meals..the breakfast buffet was very good!!"
United States
Kathleen
The price is €111
includes taxes & fees
29 Mar - 30 Mar
Hampton Inn Kingston
Fireplace

The Graham & Co.

The Graham & Co.
3.0 star property
16.2 km from Overlook Mountain Trailhead
9.8 out of 10, Exceptional, (26 reviews)
"This place was perfect for a quick hiking trip, very simple but has everything you need. Room was very comfy and clean. Would definitely stay here again! "
United States
Amanda
The price is €124
includes taxes & fees
31 Mar - 1 Apr
The Graham & Co.
Lobby

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
16.1 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (877 reviews)
"Spacious room, good breakfast, nice lobby area with fireplace and beer in tap. "
United States
Jennifer
The price is €120
includes taxes & fees
22 Mar - 23 Mar
Residence Inn by Marriott Kingston
In-room safe, desk, laptop workspace, blackout curtains

Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston
2.5 star property
16.8 km from Overlook Mountain Trailhead
6.2 out of 10, (1,002 reviews)
"Yes parking was easy"
United States
Tina
The price is €78
includes taxes & fees
26 Mar - 27 Mar
Super 8 by Wyndham Kingston
View from room

Diamond Mills Resort

Diamond Mills Resort
3.5 star property
14.2 km from Overlook Mountain Trailhead
9.4 out of 10, Exceptional, (359 reviews)
"Beautiful hotel, staff was very friendly. Great view from the little balcony, only downside is they arent very private. "
United States
steven
The price is €284
includes taxes & fees
18 Mar - 19 Mar
Diamond Mills Resort
Free daily continental breakfast

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, (1,001 reviews)
"Loved the hotel, room, staff, and free breakfast!"
United States
marc
The price is €122
includes taxes & fees
22 Mar - 23 Mar
Holiday Inn Express & Suites Kingston-Ulster by IHG
Indoor pool

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, (1,005 reviews)
"The room was very clean. The staff is excellent check-in was easy and the restaurant Abby’s attached to the hotel is very reasonably priced and the food is outstanding old school Salid bar ."
United States
Richard
The price is €87
includes taxes & fees
18 Mar - 19 Mar
Howard Johnson by Wyndham Saugerties
Exterior

Overlook Hotel

Overlook Hotel
2.0 star property
13 km from Overlook Mountain Trailhead
8.8 out of 10, Excellent, (28 reviews)
"Owners were super friendly and location was great! "
United States
Elliott
The price is €215
includes taxes & fees
18 Mar - 19 Mar
Overlook Hotel
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

Woodstock Way Hotel

Woodstock Way Hotel

10/10 Excellent
"Very clean and beautiful property."
Cindy 1-night trip
Posted 1 hour ago
Woodstock Way Hotel

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 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 The Herwood Inn and Twin Gables of Woodstock.
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 Thorn Preserve - Catskill Center, Opus 40 and The Comeau Property. For cultural attractions near Overlook Mountain Trailhead, head to Bethel Woods Museum, Colony and SweetHeart Gallery. Explore nature at Woodstock Dog Park and Platte Clove Preserve - Catskill Center.