Find hotels near Overlook Mountain Trailhead, Woodstock from ₩170,841

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jan 1 - Jan 2
Tomorrow
Jan 2 - Jan 3
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Filter by

Guest rating
Guest rating
Star rating

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, (193)
"Amazing stay!!! Super hippie vibe and lived every minute of it. "
United States
Heather
The price is ₩185,712
₩207,997 total
includes taxes & fees
Jan 4 - Jan 5
Twin Gables of Woodstock
Exterior detail
The Herwood Inn

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 ₩240,706
₩269,590 total
includes taxes & fees
Jan 7 - Jan 8
The Herwood Inn
Superior Room, Fireplace, River View | Egyptian cotton sheets, premium bedding, down comforters, minibar
Woodstock Way Hotel

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
Room, Ensuite (Superior Main Lodge Room) - This unit is not pet friendly | Premium bedding, bed sheets
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, (520)
"everything was excellent amazing place and great location"
United States
Grigoriy
The price is ₩214,505
₩231,665 total
includes taxes & fees
Jan 6 - Jan 7
Hotel Mountain Brook
Reception
Hotel Dylan

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 ₩235,435
₩263,686 total
includes taxes & fees
Jan 4 - Jan 5
Hotel Dylan
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, (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 ₩257,694
₩288,617 total
includes taxes & fees
Jan 4 - Jan 5
The Woodstock Inn on the Millstream
Seasonal outdoor pool
The Graham & Co.

The Graham & Co.

The Graham & Co.
3.0 star property
16.2 km from Overlook Mountain Trailhead
9.6 out of 10, Exceptional, (22)
"Amazing rustic getaway. They go above and beyond to ensure you are taken care of. Absolutely great experience, highly recommend."
United States
Mutasar
The price is ₩223,287
₩250,064 total
includes taxes & fees
Jan 4 - Jan 5
The Graham & Co.
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, (1001)
"Great room, friendly staff "
United States
Jamila
The price is ₩176,244
₩197,394 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express & Suites Kingston-Ulster by IHG
Deluxe Room, 1 King Bed, Balcony | Premium bedding, pillowtop beds, minibar, in-room safe
Diamond Mills Resort

Diamond Mills Resort

Diamond Mills Resort
3.5 star property
14.2 km from Overlook Mountain Trailhead
9.4 out of 10, Exceptional, (348)
"Amazing view from the room. We had a great stay. "
United States
Adam
The price is ₩263,092
₩330,654 total
includes taxes & fees
Jan 6 - Jan 7
Diamond Mills Resort
Premium bedding, down comforters, Tempur-Pedic beds, in-room safe
AutoCamp Catskills

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
8.9 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (443)
"Great location. Amazing views. "
United States
Sarig
The price is ₩219,040
₩301,759 total
includes taxes & fees
Jan 21 - Jan 22
AutoCamp Catskills
Front of property - evening/night
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 ₩344,201
₩424,056 total
includes taxes & fees
Jan 4 - Jan 5
Emerson Resort & Spa
Lobby sitting area
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, (832)
"Everything was great and the rooms were big and had access to outdoor space with great views!"
United States
Colin
The price is ₩190,853
₩237,217 total
includes taxes & fees
Jan 8 - Jan 9
Hunter Lodge, a Bluebird by Lark
Dining
Phoenicia Lodge

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 ₩152,529
₩170,841 total
includes taxes & fees
Jan 6 - Jan 7
Phoenicia Lodge
Exterior
Kaatskill Mountain Club & Condos by Vail Resorts

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, (327)
"Beautiful resort. "
United States
Kelly
The price is ₩315,279
₩375,441 total
includes taxes & fees
Jan 6 - Jan 7
Kaatskill Mountain Club & Condos by Vail Resorts
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, (1000)
"The hotel is great and great location. "
United States
Thomas
The price is ₩164,089
₩183,778 total
includes taxes & fees
Jan 11 - Jan 12
Hampton Inn Kingston
Grand Cabin, Fireplace, Annex Building | Premium bedding, minibar, in-room safe, individually decorated
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)
"I loved the guest room with the pool table and self attend bar."
United States
Chavez
The price is ₩570,093
₩651,692 total
includes taxes & fees
Jan 12 - Jan 13
Deer Mountain Inn
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

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)
"Close to village and convenient to walk around Woodstock"
United States
Richard
The price is ₩272,090
₩304,741 total
includes taxes & fees
Jan 4 - Jan 5
Morning Glory B n B Woodstock NY
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, (697)
"Nice clean rooms, excellent coffee at breakfast and my son loved the pancakes."
United States
Gary
The price is ₩200,802
₩224,898 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
View from property
Residence Inn by Marriott Kingston

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, (804)
"Staff was very kind and courteous "
United States
Natasha
The price is ₩164,118
₩183,813 total
includes taxes & fees
Jan 5 - Jan 6
Residence Inn by Marriott Kingston
Restaurant
Hotel Kinsley

Hotel Kinsley

Hotel Kinsley
3.5 star property
17.4 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (333)
"Room was great and staff very friendly"
Canada
Byron
The price is ₩316,935
₩412,551 total
includes taxes & fees
Feb 1 - Feb 2
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.
View all properties

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 trip 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 223 hotels and other accommodations within a few miles for a convenient home base.
What's the best hotel to stay close to Overlook Mountain Trailhead?
Woodstock Way Hotel is one of the top choices for your stay based on our traveler 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 accommodations 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, the majority of hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to get the top deals on offer near Overlook Mountain Trailhead.
Where can I learn more about changing or cancelling my trip in the area near Overlook Mountain Trailhead?
For more information about changing or cancelling your stay near Overlook Mountain Trailhead, head over to our customer service page.
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.