A calm lake with a sunset reflecting on the water, surrounded by forested hills.

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Check availability on Woodstock Hotels with Pool

Our top choices for Woodstock hotels with a pool

A white house with a green door, black trim, and a porch with a lantern.

1. Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (232 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 Rp3.142.788
Rp3.519.923 total
includes taxes & fees
17 Nov - 18 Nov
Twin Gables of Woodstock
A wooden cabin with large windows overlooking a forested area with a waterfall.

2. Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
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 Rp4.991.614
Rp6.295.027 total
includes taxes & fees
12 Nov - 13 Nov
Woodstock Way Hotel
A serene garden with a stone pathway, a small bridge, and a bench.

3. Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
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 Rp3.594.338
Rp4.025.659 total
includes taxes & fees
6 Dec - 7 Dec
Morning Glory B n B Woodstock NY
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.
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Choose what matters most at hotels with a pool in Woodstock

Breakfast included
Hot tub

Top Woodstock Hotel Reviews

Hotel Vienna

Hotel Vienna

8/10 Good
"We had an excellent stay. We primarily booked it because it had a sauna, which was down this weekend so it was a little disappointing. However the room was very clean, modern and up to date. The bed was comfortable, as were the pillows. Great location with good restaurant options near by."
JESSICA A 2-night trip
Posted 3 days ago
Hotel Vienna
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

10/10 Excellent
"The breakfast was amazing and staff was responsive and the pool is open early and closed late .. location is great"
Ani 2-night trip
Posted 3 days ago
Hampton Inn by Hilton New Paltz

Frequently asked questions

What are some hotels with pools in Woodstock?
Woodstock Way Hotel: Features sunloungers, a pool and complimentary wireless Internet access. Twin Gables of Woodstock: Offers a steam room, 3 indoor swimming pools and spa services. The Herwood Inn: Offers a snack bar/deli, an indoor pool and free self parking. Beekman Arms and Delamater Inn: Provides a sauna, an indoor pool and free self parking. Hunter Lodge, a Bluebird by Lark: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Woodstock?
The picturesque setting of Overlook Mountain Trailhead and The Comeau Property showcase the area's natural beauty. During your stay, visit sights such as Bearsville Theater, Catskill State Park and Woodstock Music Shop. Broaden your horizons with the local art scene in Woodstock.
When is the best time to book a hotel with a pool in Woodstock?
Taking the local weather in Woodstock into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Woodstock are January, February, March and April, with each month seeing an average of 17 cm of snowfall.