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Find hotels near Overlook Mountain Trailhead, Woodstock from SAR 354

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10 Oct - 11 Oct
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11 Oct - 12 Oct
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16 Oct - 18 Oct
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23 Oct - 25 Oct

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Our top choices for Overlook Mountain Trailhead hotels

1. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
12.4 km from Overlook Mountain Trailhead
United States
Cindy
SAR 477
SAR 534 total
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2. Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
12.4 km from Overlook Mountain Trailhead
United States
Shirley
SAR 412
SAR 462 total
includes taxes & fees
2 Nov - 3 Nov
Howard Johnson by Wyndham Saugerties

3. Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston
16.8 km from Overlook Mountain Trailhead
Canada
Simon
SAR 316
SAR 354 total
includes taxes & fees
1 Nov - 2 Nov
Super 8 by Wyndham Kingston

4. Kingston Regency Inn

Kingston Regency Inn
16.7 km from Overlook Mountain Trailhead
United States
Stephen
SAR 473
SAR 581 total
includes taxes & fees
2 Nov - 3 Nov
Kingston Regency Inn

5. Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG
14.5 km from Overlook Mountain Trailhead
United States
Timothy
SAR 458
SAR 513 total
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express & Suites Kingston-Ulster by IHG
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Compare popular hotels close to Overlook Mountain Trailhead

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A breakfast bar with labeled sections for cereal and fruit, a kettle, and condiments.
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
8.8
Excellent
806 reviews
View
An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.
Howard Johnson by Wyndham Saugerties
7.4
Good
1,000 reviews
View
A hotel room with two beds, a nightstand, a lamp, and two framed pictures on the wall.
Super 8 by Wyndham Kingston
6.2
1,000 reviews
View
A swimming pool with a glass ceiling, indoor seating, and a brick wall.
Kingston Regency Inn
6.2
72 reviews
View
A hotel room with two beds, a desk, and a large window.
Holiday Inn Express & Suites Kingston-Ulster by IHG
9.4
Exceptional
1,004 reviews
View

Top Overlook Mountain Trailhead Hotel Reviews

Twin Gables of Woodstock

Twin Gables of Woodstock

10/10 Excellent
"Loved our stay at Twin Gables! It's a very bright, well-kept property within walking distance of lots of dining, shopping & a park with a nice hiking loop. I was surprised at how quiet it was, despite it being full the last 2 nights of our 4 night stay. Our room faced the street but that end of the street was quiet so there was no issue. The clothes rack and shelves in the room and the bench shelf in the bathroom were helpful for having a place to put things. Good shower pressure and hot water. The included breakfast was simple but convenient and helped us get out the door to our adventures. I would definitely stay here again."
Ava 4-night trip
Posted 1 day ago
Twin Gables of Woodstock
The Herwood Inn

The Herwood Inn

10/10 Excellent
"Beautiful property. Would stay again!"
Berlinda 2-night trip
Posted 3 days ago
The Herwood Inn
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres

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

10/10 Excellent
"What a fun get away! The house was neat clean spacious and had everything that we needed for our stay. The hot tub was easy to use and clean on a fall afternoon. The outdoor porch plus other sitting areas were enjoyable to take in the natural scenery from all v as stage points. Just 5 minutes to town which made it very convenient also!Lisa & John"
Lisa G. 2-night trip
Posted 6 days ago
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
Botanical Studio Retreat in the Heart of Woodstock

Botanical Studio Retreat in the Heart of Woodstock

10/10 Excellent
"The location is beyond perfect. Everything I wanted to explore was within a 4–10 minute walk, and I discovered so many cool spots just by wandering. A few places, like Bearsville Theatre, were a quick drive — but absolutely worth it. The host is incredibly accommodating, which made the stay feel even more relaxed and welcoming."
Jeffrey 3-night trip
Posted 2 weeks ago
Botanical Studio Retreat in the Heart of Woodstock
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

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

8/10 Good
"We loved sitting outside on the back deck, watching the deer and chipmunks in the open forest. The house has a well-stocked kitchen with plenty of amenities, with several nice areas to sit for a meal or read a book.The only reason I can't give 5* is the house needs more proactive maintenance. Some electrical issue took out the upstairs A/C right before we arrived. The property manager was good at communicating, but getting emergency repairs in a small town on a holiday weekend was hard. We also had poor water pressure starting out. They sent a handyman who managed to change a filter that solved most of it, but there was still an issue with the kitchen cold water after he left. Some caveats: - If you are much over 6 feet tall, you may feel crowded. The ceilings in the older section of the house (the kitchen is newer) are only about 6'-4" high, lower in a couple of spots.- This house may not be the best choice if you have mobility issues. The stairs are steep, narrow, and well-polished wood that is somewhat slippery. And, as with many old houses, some of the doors can stick from settling.- Some people claimed this is walkable distance from town. The distance is walkable, but the road is not. We tried one time, and with the blind curves and hills and negligible shoulder, felt we took our lives in our hands. Drive to the free municipal lot and park.All in all, still a great little place for a couple."
Chris C. 5-night trip
Posted 3 weeks ago
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Maple House: Private/Romantic Walk-to-Town Oasis

Maple House: Private/Romantic Walk-to-Town Oasis

10/10 Excellent
"Gorgeous yard, cozy layout, well-equipped kitchen, comfy living room that opens into a fairly spacious dining room area. Would rent again in a heartbeat."
Laura J. 3-night trip
Posted 3 weeks ago
Maple House: Private/Romantic Walk-to-Town Oasis
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage

TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage

10/10 Excellent
"It took us several years to find a place in Woodstock that we wanted to return to annually. The location is perfect in that it is just on the edge of town but we walk to everywhere in town in a matter of minutes. The bathroom was recently redone and is beautiful. When we leave at the end of our stay it feels like we're leaving home. As long as this property is available it will be the only place we stay in Woodstock."
D 3-night trip
Posted 1 month ago
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Charming Cottage Rental Near Woodstock  Heated Pool, Fire Pit, Screened Porch

Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch

10/10 Excellent
"A beautiful spot just outside of main street woodstock. would book it again"
mark c. 3-night trip
Posted 2 months ago
Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

10/10 Excellent
"Great little apartment in the perfect location to explore Woodstock. I didn't have a car & it was very easy to walk to great restaurants and shops."
Denise W. 6-night trip
Posted 2 months ago
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

Other attractions near Overlook Mountain Trailhead

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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Karma Triyana Dharmachakra Monastery

10.0/10 (12 reviews)
After visiting Karma Triyana Dharmachakra Monastery, make a plan to see the other sights and activities in Woodstock. Discover the mountain views while you're in the area.
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Byrdcliffe Barn

Byrdcliffe Barn is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's forest or experience its art scene.
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Levon Helm Studios

You can get tickets for a performance at Levon Helm Studios on your trip to Woodstock. Amble around this relaxing area's forest or experience its art scene.
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Colony

You can get tickets for a performance at Colony during your stay in Woodstock. Amble around this relaxing area's forest or experience its art scene.
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Woodstock Public Library

8.8/10 (25 reviews)
Woodstock Public Library is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Discover the mountain views while you're in the area.
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Woodstock Artists Association and Museum

You can spend time browsing the exhibits at Woodstock Artists Association and Museum in Woodstock. Amble around this relaxing area's forest or experience its art scene.
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SweetHeart Gallery

9.4/10 (3 reviews)
You can spend an afternoon exploring the galleries in SweetHeart Gallery in 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 229 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 229 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?
You can catch a show at Bearsville Theater, Colony, and Levon Helm Studios. Get outside and spend some time strolling around Opus 40, The Comeau Property, and Woodstock Dog Park. Explore nature at Platte Clove Preserve - Catskill Center and Thorn Preserve - Catskill Center.