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Check prices for these dates

Tonight
15 Sep - 16 Sep
Tomorrow
16 Sep - 17 Sep
This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

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Our top choices for Overlook Mountain Trailhead hotels

1. Diamond Mills Resort

Diamond Mills Resort
14.2 km from Overlook Mountain Trailhead
United States
Al
SAR 1,188
SAR 1,425 total
includes taxes & fees
17 Sep - 18 Sep
Diamond Mills Resort

2. 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
Bailey
SAR 522
SAR 585 total
includes taxes & fees
20 Sep - 21 Sep
Holiday Inn Express & Suites Kingston-Ulster by IHG

3. Hampton Inn Kingston

Hampton Inn Kingston
15.7 km from Overlook Mountain Trailhead
United States
stephen
SAR 548
SAR 614 total
includes taxes & fees
27 Sep - 28 Sep
Hampton Inn Kingston

4. Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
16.1 km from Overlook Mountain Trailhead
United States
Lamisa
SAR 537
SAR 601 total
includes taxes & fees
27 Sep - 28 Sep
Residence Inn by Marriott Kingston

5. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
15.9 km from Overlook Mountain Trailhead
Canada
Ana
SAR 476
SAR 533 total
includes taxes & fees
20 Sep - 21 Sep
Courtyard by Marriott Kingston

6. Hotel Kinsley

Hotel Kinsley
17.4 km from Overlook Mountain Trailhead
United States
Daile
SAR 923
SAR 1,196 total
includes taxes & fees
14 Oct - 15 Oct
Hotel Kinsley

7. Overlook Hotel

Overlook Hotel
13 km from Overlook Mountain Trailhead
United States
Leonardo
SAR 657
SAR 736 total
includes taxes & fees
20 Sep - 21 Sep
Overlook Hotel

8. AutoCamp Catskills

AutoCamp Catskills
8.9 km from Overlook Mountain Trailhead
United States
Raquel
SAR 540
SAR 752 total
includes taxes & fees
8 Oct - 9 Oct
AutoCamp Catskills

9. Hudson Valley 9w Motel

Hudson Valley 9w Motel
14.7 km from Overlook Mountain Trailhead
United States
Charles
SAR 357
SAR 587 total
includes taxes & fees
20 Sep - 21 Sep
Hudson Valley 9w Motel

10. Twin Gables of Woodstock

Twin Gables of Woodstock
3.4 km from Overlook Mountain Trailhead
United States
Coleen
SAR 747
SAR 897 total
includes taxes & fees
23 Sep - 24 Sep
Twin Gables of Woodstock

11. Woodstock Way Hotel

Woodstock Way Hotel
3.4 km from Overlook Mountain Trailhead
United States
Vannetta
SAR 1,227
SAR 1,521 total
includes taxes & fees
16 Sep - 17 Sep
Woodstock Way Hotel

12. The Herwood Inn

The Herwood Inn
3.4 km from Overlook Mountain Trailhead
United States
John
SAR 707
SAR 791 total
includes taxes & fees
22 Sep - 23 Sep
The Herwood Inn

13. Four Seasons Motel

Four Seasons Motel
19.9 km from Overlook Mountain Trailhead
United States
Jabari
SAR 376
SAR 406 total
includes taxes & fees
23 Sep - 24 Sep
Four Seasons Motel

14. Hotel Mountain Brook

Hotel Mountain Brook
14 km from Overlook Mountain Trailhead
United States
Qiang
SAR 766
SAR 828 total
includes taxes & fees
30 Sep - 1 Oct
Hotel Mountain Brook

15. Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
12.4 km from Overlook Mountain Trailhead
United States
Richard
SAR 462
SAR 517 total
includes taxes & fees
27 Sep - 28 Sep
Howard Johnson by Wyndham Saugerties

16. Deer Mountain Inn

Deer Mountain Inn
16.7 km from Overlook Mountain Trailhead
United States
Julia
SAR 1,398
SAR 1,611 total
includes taxes & fees
16 Sep - 17 Sep
Deer Mountain Inn

17. The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream
3.8 km from Overlook Mountain Trailhead
United States
Carolyn
SAR 860
SAR 963 total
includes taxes & fees
21 Sep - 22 Sep
The Woodstock Inn on the Millstream

18. Comfort Inn Saugerties

Comfort Inn Saugerties
12.5 km from Overlook Mountain Trailhead
United States
John
SAR 603
SAR 675 total
includes taxes & fees
27 Sep - 28 Sep
Comfort Inn Saugerties

19. Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.4 km from Overlook Mountain Trailhead
United States
Lucian
SAR 822
SAR 921 total
includes taxes & fees
16 Sep - 17 Sep
Morning Glory B n B Woodstock NY
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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
View from room
Diamond Mills Resort
9.4
Exceptional
392 reviews
View
Premium bedding, in-room safe, desk, laptop workspace
Holiday Inn Express & Suites Kingston-Ulster by IHG
9.4
Exceptional
1,003 reviews
View
Reception
Hampton Inn Kingston
9.0
Wonderful
1,000 reviews
View
Lobby
Residence Inn by Marriott Kingston
8.8
Excellent
988 reviews
View
Terrace/patio
Courtyard by Marriott Kingston
8.8
Excellent
1,006 reviews
View

Top Overlook Mountain Trailhead Hotel Reviews

The Herwood Inn

The Herwood Inn

10/10 Excellent
"This inn is very special! It has a relaxing, quiet atmosphere! Wonderful backyard space with areas to sit & unwind along with the hot tub that my husband loved! Our suite was nicely decorated, comfortable bed, and lots of nice amenities! Special touch was the record player with plenty of vintage vinyls to listen to! We throughly enjoyed ourselves and can’t wait to stay again 😉 Thank you Adam for making our stay so special!"
Heather 2-night trip
Posted 9 days ago
The Herwood Inn
Twin Gables of Woodstock

Twin Gables of Woodstock

10/10 Excellent
"Lovely property and very well maintained interior. Great location in the center of town. I’d create more parking out back (especially since the presence of deer poop all over the grass did not make for a good outdoor space to hang in). Loved morning yoga on the rooftop! Would’ve enjoyed coffee up there if there was more comfortable furniture. But, all in all a great experience."
JoMarie 2-night trip
Posted 13 days ago
Twin Gables of Woodstock
Maple House: Private/Romantic Walk-to-Town Oasis

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

10/10 Excellent
"Outstanding location. You never have to get in a car to enjoy all of what Woodstock has to offer. The backyard takes the cake! Great kitchen and baths and comfy living space."
Vanessa W. 81-night trip
Posted 13 days ago
Maple House: Private/Romantic Walk-to-Town Oasis
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 1 month 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 1 month ago
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
Botanical Studio Retreat in the Heart of Woodstock

Botanical Studio Retreat in the Heart of Woodstock

10/10 Excellent
"Satisfied"
Louis L. 6-night trip
Posted 2 months ago
Botanical Studio Retreat in the Heart of Woodstock
Woodstock House on 35 private acres Mountain Views

Woodstock House on 35 private acres Mountain Views

10/10 Excellent
"Love it. Have stayed multiple times."
Steve G. 8-night trip
Posted 2 months ago
Woodstock House on 35 private acres Mountain Views
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi

Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi

10/10 Excellent
"Michael was a very responsive host and answered my question about check in accurately and quickly. The apartment was quaint and decorated nicely. Great sink and refrigerator. A/C, when the outside temp was 88 degrees, was an excellent relief. You couldn’t ask for a more central location to all of the shopping and restaurants that Woodstock has to offer. The beautiful claw foot tub was great and relaxing after a full day of walking and dancing after enjoying an epic concert at the Bearsville Theater. If there is one critique I could make would be to get a memory foam mattress topper for the bed. We found it too hard for our old bones.Would definitely stay there again."
Joanne K. 1-night trip
Posted 2 months ago
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
Rock City Writer’s Studio: Historic•Nordic Sauna•Walk to town!

Rock City Writer’s Studio: Historic•Nordic Sauna•Walk to town!

10/10 Excellent
"I came up to the Hudson Valley to work on some writing and I couldn't have asked for a better spot to do it. Highly recommend this studio!"
Matthew W. 3-night trip
Posted 2 months ago
Rock City Writer’s Studio: Historic•Nordic Sauna•Walk to town!

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 224 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 224 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 Colony, Bearsville Theater, 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.