The Best Hotels Closest to Overlook Mountain Trailhead in Woodstock for 2026

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Our top choices for Overlook Mountain Trailhead hotels

AutoCamp Catskills

8.9 km from Overlook Mountain Trailhead

meijun

SAR 1,119 total

includes taxes & fees

30 Jul - 31 Jul

Holiday Inn Express & Suites Kingston-Ulster by IHG

14.5 km from Overlook Mountain Trailhead

Jeff

SAR 491 total

includes taxes & fees

26 Jul - 27 Jul

Hotel Kinsley

17.4 km from Overlook Mountain Trailhead

Christy

SAR 1,236 total

includes taxes & fees

21 Jul - 22 Jul

Fairlawn Inn

17.4 km from Overlook Mountain Trailhead

Rachel

SAR 1,050 total

includes taxes & fees

26 Jul - 27 Jul

Howard Johnson by Wyndham Saugerties

12.4 km from Overlook Mountain Trailhead

John

SAR 481 total

includes taxes & fees

2 Aug - 3 Aug

Comfort Inn Saugerties

12.5 km from Overlook Mountain Trailhead

Alexandru

SAR 675 total

includes taxes & fees

9 Aug - 10 Aug

Desk, blackout drapes, iron/ironing board (on request), WiFi (free)

Red Ranch Motel

17 km from Overlook Mountain Trailhead

Austin

SAR 521 total

includes taxes & fees

19 Jul - 20 Jul

In-room safe, desk, laptop workspace, blackout drapes

Super 8 by Wyndham Kingston

16.8 km from Overlook Mountain Trailhead

Jeff

SAR 379 total

includes taxes & fees

11 Aug - 12 Aug

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Compare popular hotels close to Overlook Mountain Trailhead

Property	Property class	Guest rating
AutoCamp Catskills	5.0 star property	9.0 Wonderful 526 reviews	View
Holiday Inn Express & Suites Kingston-Ulster by IHG	2.5 star property	9.4 Exceptional 1,001 reviews	View
Hotel Kinsley	3.5 star property	9.0 Wonderful 377 reviews	View
Fairlawn Inn	3.0 star property	8.8 Excellent 439 reviews	View
Howard Johnson by Wyndham Saugerties	2.0 star property	7.6 Good 1,004 reviews	View

Top Overlook Mountain Trailhead Hotel Reviews

Twin Gables of Woodstock

10/10 Excellent

"Cute property!"

Botanical Studio Retreat in the Heart of Woodstock

10/10 Excellent

"This was my second time staying here. The property is very convenient and has a sizable parking lot. The room is small yet has a full kitchen with everything you might need and a large dresser and closet to unpack and hide luggage. Michael is very quick to answer any messages."

Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

8/10 Good

"The host did not provide access until after 7:30, with a 5 pm check-in; we were already arranging alternate accommodations with VRBO when the host finally communicated. The place itself was fine, but there was only one mug in the kitchen. Maybe we should have brought our own? The kitchen floor was tilted, and it felt a little like a roller coaster in there. The location was the best part of the stay. The place was clean and the bed comfortable, and we enjoyed the porch facing the town center."

Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres

10/10 Excellent

"We had a fantastic time! The house was spacious, and everything you could think of needing was supplied. We saw so many different types of wildlife, like deer, birds, a chipmunk, and even a gopher. We will definitely come back. The host was very accommodating as well."

ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

10/10 Excellent

"Such a lovely cottage in a beautiful wooded setting. We enjoyed the firepit and the views while sitting around the kitchen table. The cottage was stocked SO well and we especially appreciated that there was high end cookware (no scratched Teflon pans here!). Super comfortable beds!! Very convenient to Woodstock and Levon Helm Studios! Thank you!!"

TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too

10/10 Excellent

"Booked the Brook Cottage Too for our son and daughter-in-law's first wedding anniversary. They stayed at the Brook Cottage Too for their honeymoon. This stay was fantastic!!"

Hotels near other Overlook Mountain Trailhead attractions

Woodstock Music Shop

9.6/10 (18 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.

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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 221 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 221 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 Opus 40, The Comeau Property, and Woodstock Dog Park. For cultural attractions near Overlook Mountain Trailhead, head to Colony, Bethel Woods Museum, and SweetHeart Gallery. Explore nature at Thorn Preserve - Catskill Center and Platte Clove Preserve - Catskill Center.

Find hotels near Overlook Mountain Trailhead, Woodstock from SAR 379

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Our top choices for Overlook Mountain Trailhead hotels

AutoCamp Catskills

Holiday Inn Express & Suites Kingston-Ulster by IHG

Hotel Kinsley

Fairlawn Inn

Howard Johnson by Wyndham Saugerties

Comfort Inn Saugerties

Red Ranch Motel

Super 8 by Wyndham Kingston

Compare popular hotels close to Overlook Mountain Trailhead

Top Overlook Mountain Trailhead Hotel Reviews

Twin Gables of Woodstock

Hotels near other Overlook Mountain Trailhead attractions

Woodstock Music Shop

Frequently asked questions

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