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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
2.5 star property
12.4 km from Overlook Mountain Trailhead
8.8 out of 10, Excellent, (831 reviews)
"Room was nice and spacious Breakfast was tasty done with a class and quick service"
United States
Artur
The price is CA $192
CA $215 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2. The Graham & Co.

The Graham & Co.
3.0 star property
16.2 km from Overlook Mountain Trailhead
9.4 out of 10, Exceptional, (69 reviews)
"It was such an amazing stay! Staff was great, very kind, and accommodating. Everything was so clean! The bathrooms were very spacious and clean. Our stay was wonderful! We will definitely be booking again next year!"
United States
Cindy
The price is CA $155
CA $174 total
includes taxes & fees
Dec 13 - Dec 14
The Graham & Co.

3. Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
3.4 km from Overlook Mountain Trailhead
9.6 out of 10, Exceptional, (327 reviews)
"We had an amazing time and would highly recommend this beautiful hotel to anyone who’s looking for a retreat like atmosphere and lovely amenities. We will definitely be back."
United States
Amy
The price is CA $394
CA $497 total
includes taxes & fees
Nov 16 - Nov 17
Woodstock Way Hotel

4. AutoCamp Catskills

AutoCamp Catskills
5.0 star property
8.9 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (596 reviews)
"Very nice área to camp, everything was super clean. Would go back anytime of the year"
United States
Natalia Pérez
The price is CA $144
CA $217 total
includes taxes & fees
Dec 3 - Dec 4
AutoCamp Catskills

5. Howland House

Howland House
2.0 star property
12.9 km from Overlook Mountain Trailhead
9.4 out of 10, Exceptional, (11 reviews)
"Beautiful refinished bed and breakfast with friendly staff and a great restaurant."
Canada
Ben
The price is CA $227
CA $255 total
includes taxes & fees
Dec 1 - Dec 2
Howland House

6. Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
14 km from Overlook Mountain Trailhead
9.8 out of 10, Exceptional, (615 reviews)
"Overall amazing stay! Location, staff, food, aesthetic and coziness all 10/10!"
United States
Kim
The price is CA $305
CA $329 total
includes taxes & fees
Dec 2 - Dec 3
Hotel Mountain Brook

7. Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
13.9 km from Overlook Mountain Trailhead
9.2 out of 10, Wonderful, (119 reviews)
"Lovely setting, room was clean and comfortable. We ate dinner and breakfast at the hotel restaurant and enjoyed both meals."
United States
Kathleen
The price is CA $207
CA $232 total
includes taxes & fees
Dec 13 - Dec 14
Emerson Resort & Spa

8. 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, (452 reviews)
"Good overall stay, convenient location and would stay again if we visit the area."
United States
Nabeel
The price is CA $242
CA $289 total
includes taxes & fees
Nov 22 - Nov 23
Kaatskill Mountain Club & Condos by Vail Resorts

9. 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, (233 reviews)
"Location in downtown Woodstock was great- parking was easy. Loved the rooftop patio - great place to enjoy a coffee. Rooms were very nice and large."
United States
Barbara
The price is CA $248
CA $278 total
includes taxes & fees
Nov 16 - Nov 17
Twin Gables of Woodstock

10. 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, (1,000 reviews)
"Always a nice stay."
United States
Marina
The price is CA $181
CA $226 total
includes taxes & fees
Nov 22 - Nov 23
Hunter Lodge, a Bluebird by Lark

11. 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, (1,000 reviews)
"The room was clean and spacious. The bathroom was suitable for elderly guests such as my mother. The buffet breakfast was excellent too"
United States
Timothy
The price is CA $162
CA $181 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Express & Suites Kingston-Ulster by IHG

12. SunView Motel

SunView Motel
2.5 star property
13.9 km from Overlook Mountain Trailhead
8.6 out of 10, Excellent, (651 reviews)
"All good clean and good for the price"
Canada
Youlian
The price is CA $198
CA $214 total
includes taxes & fees
Nov 15 - Nov 16
SunView Motel

13. Overlook Hotel

Overlook Hotel
2.0 star property
13 km from Overlook Mountain Trailhead
9.0 out of 10, Wonderful, (65 reviews)
"Great space to comfortable fit a family of 4."
United States
Julie
The price is CA $247
CA $277 total
includes taxes & fees
Nov 15 - Nov 16
Overlook Hotel

14. 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, (171 reviews)
"We had a great time! The host was super sweet and helpful, and the breakfast was delicious. Would stay again!"
United States
Lucian
The price is CA $282
CA $316 total
includes taxes & fees
Dec 1 - Dec 2
Morning Glory B n B Woodstock NY

15. 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, (1,001 reviews)
"Only stayed 1 night, but room was clean & comfortable. Would stay again in the future."
United States
Frank
The price is CA $167
CA $187 total
includes taxes & fees
Dec 6 - Dec 7
Howard Johnson by Wyndham Saugerties

16. Four Seasons Motel

Four Seasons Motel
2.0 star property
19.9 km from Overlook Mountain Trailhead
8.4 out of 10, Very good, (227 reviews)
"Clean, well-stocked toiletries, quiet, private, staff was helpful and friendly. Unfortunately one of the most uncomfortable mattresses I've ever slept on - would be great if you're someone who prefers a VERY firm spring bed."
United States
James
The price is CA $142
CA $153 total
includes taxes & fees
Dec 3 - Dec 4
Four Seasons Motel

17. Hotel Kinsley

Hotel Kinsley
3.5 star property
17.4 km from Overlook Mountain Trailhead
8.8 out of 10, Excellent, (415 reviews)
"I would not stay here."
United States
Christopher
The price is CA $324
CA $425 total
includes taxes & fees
Dec 13 - Dec 14
Hotel Kinsley

18. Hudson Valley 9w Motel

Hudson Valley 9w Motel
2.0 star property
14.7 km from Overlook Mountain Trailhead
8.2 out of 10, Very good, (83 reviews)
"good for a one-night stay"
United States
Jerome
The price is CA $135
CA $222 total
includes taxes & fees
Dec 1 - Dec 2
Hudson Valley 9w Motel

19. Comfort Inn Saugerties

Comfort Inn Saugerties
2.5 star property
12.5 km from Overlook Mountain Trailhead
7.2 out of 10, Good, (748 reviews)
"It is managed by homeless people. Don’t ever stay here."
United States
Tevfik
The price is CA $215
CA $240 total
includes taxes & fees
Dec 13 - Dec 14
Comfort Inn Saugerties

20. Red Ranch Motel

Red Ranch Motel
2.5 star property
17 km from Overlook Mountain Trailhead
7.4 out of 10, Good, (552 reviews)
"Older motel, room was clean, friendly staff, tv was good and working, shower and bathroom clean, beds could be better but ok."
United States
Oleg
The price is CA $167
CA $180 total
includes taxes & fees
Dec 13 - Dec 14
Red Ranch Motel
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.

Compare popular hotels close to Overlook Mountain Trailhead

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A swimming pool with clear water, surrounded by walls with emergency contact information and pool rules.
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2.5 star property
8.8
Excellent
831 reviews
View
A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.
The Graham & Co.
3.0 star property
9.4
Exceptional
69 reviews
View
A wooden cabin with large windows overlooking a forested area with a waterfall.
Woodstock Way Hotel
4.0 star property
9.6
Exceptional
327 reviews
View
A modern house with a sloped roof, large windows, and a well-maintained lawn.
AutoCamp Catskills
5.0 star property
9.0
Wonderful
596 reviews
View
Bar (on property)
Howland House
2.0 star property
9.4
Exceptional
11 reviews
View

Top Overlook Mountain Trailhead Hotel Reviews

Other attractions near Overlook Mountain Trailhead

Frequently asked questions

What are the top-rated hotels near Overlook Mountain Trailhead?
Discovering the ideal stay near Overlook Mountain Trailhead is essential for enjoying the stunning landscapes of Woodstock. Here are some top-rated hotels that offer both comfort and excellent amenities for travellers.

Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation

Brigadoon is a charming farmhouse just 6.8 km from Overlook Mountain Trailhead, with an impressive review rating of 10. This picturesque retreat features a cozy fireplace and a beautiful garden, perfect for unwinding after a day of exploration. Guests will appreciate the well-equipped kitchen and the hot tub for relaxing evenings. Outdoor enthusiasts can enjoy nearby hiking and biking trails, bringing the natural beauty of Woodstock right to their doorstep.

The Herwood Inn

The Herwood Inn is a luxurious 4.5-star hotel located just 5.0 km from Overlook Mountain Trailhead, with a stellar review rating of 9.8. This romantic getaway features designer toiletries and premium bedding, ensuring a restful stay. Guests can indulge in the hot tub or enjoy a quiet moment on the furnished balcony overlooking the mountains. With a kitchenette and complimentary parking, The Herwood Inn is a fantastic choice for travellers seeking both comfort and convenience.

Twin Gables of Woodstock

Twin Gables of Woodstock is a delightful 3-star hotel located only 4.5 km from Overlook Mountain Trailhead, enjoying a review rating of 9.8. This Victorian hotel offers a tranquil atmosphere with a beautiful terrace and garden. Guests can start their day with a complimentary continental breakfast and take advantage of the daily housekeeping. The stunning mountain views and nearby hiking and biking trails make it an excellent base for outdoor adventures.
How much is a hotel near Overlook Mountain Trailhead?
Staying near Overlook Mountain Trailhead is a treat, with plenty of hotels from CA $153 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What are the most popular family-friendly hotels near Overlook Mountain Trailhead?
For families seeking the perfect stay near Overlook Mountain Trailhead, these top-rated hotels offer a blend of comfort and family-friendly amenities.

Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation

Located 6.8 km from Overlook Mountain Trailhead, Brigadoon is a charming farmhouse rated 10 by travellers. Perfect for families, it offers a kitchen, outdoor patio, and games for children, ensuring a memorable stay. Guests can also take advantage of onsite golf, a hot tub, and nearby hiking trails, making it ideal for both relaxation and adventure.

The Herwood Inn

The Herwood Inn, a 4.5-star hotel only 5.0 km from Overlook Mountain Trailhead, enjoys a stellar review rating of 9.8. This family-friendly inn offers secured yard space for children, free cribs, and a lovely garden. Additional amenities include an espresso maker, hot tub, and easy access to nearby skiing, making it a perfect retreat for families seeking both comfort and activities.

Woodstock Way Hotel

Woodstock Way Hotel is a 4-star gem just 4.3 km from Overlook Mountain Trailhead, an impressive 9.6 travellers' rating. This family-friendly hotel features a fully equipped kitchen, free cribs, and a delightful garden area for kids to explore. Guests can also enjoy amenities like a spa, terrace, and self-parking, making it a fantastic choice for families looking to unwind after a day of adventure.
Which hotels near Overlook Mountain Trailhead offer the best views?
Discovering the best hotels with stunning views near Overlook Mountain Trailhead can elevate any outdoor adventure in Woodstock.

Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation

Located just 6.8 km from Overlook Mountain Trailhead, this enchanting farmhouse boasts a perfect blend of rustic charm and modern comfort. Rated 10 by travellers, it features breathtaking mountain views that can be enjoyed from the patio or garden. Guests will appreciate the hot tub for relaxation after a day of hiking, along with amenities like a fully equipped kitchen and onsite golf privileges, making it an ideal choice for both romance and adventure.

Twin Gables of Woodstock

Just 4.5 km from Overlook Mountain Trailhead, Twin Gables of Woodstock is rated 9.8 by travellers and offers a quaint Victorian design complemented by picturesque mountain views. This charming 3-star hotel provides free continental breakfast and a lovely terrace for travellers to enjoy the surrounding natural beauty. With daily housekeeping and access to hiking and biking trails, it's an excellent choice for those seeking comfort and convenience.

Woodstock Way Hotel

With a stellar review rating of 9.6 and located only 4.3 km from Overlook Mountain Trailhead, the Woodstock Way Hotel offers contemporary elegance with stunning mountain views. This 4-star hotel features a relaxing spa, complete with various massage options, and a terrace that provides a perfect spot to unwind. Guests can also enjoy the onsite shopping and fitness facilities, ensuring a luxurious stay in the heart of Woodstock.
What are the best affordable hotels near Overlook Mountain Trailhead?
For outdoor enthusiasts looking to explore Overlook Mountain Trailhead without breaking the bank, these top-rated affordable hotels provide comfortable stays and easy access to adventure.

Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation

Located just 6.8 km from Overlook Mountain Trailhead, Brigadoon offers a magical farmhouse experience perfect for families or couples. Rated 10 by travellers, this hotel features a fully equipped kitchen, a cozy fireplace, and a relaxing hot tub. Guests can enjoy the outdoor patio and nearby hiking trails, making it an ideal base for exploring the beautiful surroundings.

Twin Gables of Woodstock

Twin Gables of Woodstock is a charming 3-star hotel located only 4.5 km from Overlook Mountain Trailhead. With a review rating of 9.8, this hotel offers a free continental breakfast and WiFi to ensure a delightful stay. Its Victorian design and beautiful mountain views create a serene atmosphere, while the nearby hiking and biking opportunities cater to outdoor lovers of all ages.

The Woodstock Inn on the Millstream

Just 4.7 km from Overlook Mountain Trailhead, The Woodstock Inn on the Millstream boasts an impressive 8.8 review rating. This 3-star inn features free continental breakfast and WiFi, ensuring travellers start their day right. With spacious rooms that include kitchen amenities, a fireplace, and easy access to local hiking spots, this inn perfectly balances comfort with convenience for travellers seeking adventure.
What are the best pet-friendly hotels near Overlook Mountain Trailhead?
Finding the perfect pet-friendly stay near Overlook Mountain Trailhead ensures both you and your furry friend can enjoy the beauty of Woodstock together. Here are some top-rated options that cater to your needs.

Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation

Brigadoon is a unique, pet-friendly farmhouse located 6.8 km from Overlook Mountain Trailhead, with a perfect review rating of 10. This enchanting retreat permits dogs and offers a spacious environment for families or romantic getaways. Guests can enjoy amenities like a hot tub, a well-equipped kitchen, and beautiful mountain views, ensuring a memorable stay in the heart of nature.

The Herwood Inn

The Herwood Inn, a 4.5-star hotel located just 5.0 km from Overlook Mountain Trailhead, boasts an impressive review rating of 9.8. This pet-friendly haven welcomes dogs and provides essential amenities like food and water bowls, ensuring a comfortable stay for your furry companion. Guests can also enjoy a hot tub, a terrace, and free self-parking, making it an ideal spot for relaxation after a day of outdoor adventures.

Woodstock Way Hotel

Woodstock Way Hotel is a charming 4-star accommodation situated only 4.3 km from Overlook Mountain Trailhead, featuring a great traveler rating score of 9.6. This hotel is pet-friendly, allowing dogs and providing a welcoming atmosphere for pet owners. Guests will appreciate amenities such as an onsite spa, fitness facilities, and daily housekeeping, making it a fantastic choice for a comfortable and enjoyable stay.
Can I book a fully refundable hotel close to Overlook Mountain Trailhead?
Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "Overlook Mountain Trailhead", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore deals with free cancellation options on Expedia.

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