Photo by Marina Timo

Hotels with Swimming Pool in Woodstock, New York

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Woodstock Hotels with Swimming Pool

Top Woodstock Hotels with Swimming Pool

Hotel Dylan

2.0 star property
Woodstock
  • Pool
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Bar
9.4 out of 10, Exceptional, (39)
Surrounded by nature, the seasonal outdoor pool creates a summer oasis from May through September. Hotel Dylan complements pool relaxation with evening firepits, an onsite restaurant, and a welcoming bar for post-adventure unwinding.
The price is P9,658
P10,817 total
includes taxes & fees
Nov 18 - Nov 19
Hotel Dylan

Hampton Inn by Hilton New Paltz

2.5 star property
New Paltz
  • Indoor pool
9.4 out of 10, Exceptional, (1003)
Splash into serenity at the immaculate indoor pool after exploring Mohonk Preserve's hiking trails. Fresh breakfast delights await each morning, while spotlessly clean rooms provide peaceful sanctuaries for rejuvenation in this well-maintained retreat.
The price is P6,567
P7,355 total
includes taxes & fees
Dec 14 - Dec 15
Hampton Inn by Hilton New Paltz

Hotel Vienna

2.5 star property
Windham
  • Indoor pool
9.4 out of 10, Exceptional, (701)
Crystal-clear waters beckon at the indoor aquatic sanctuary, perfect for unwinding after mountain adventures. Complimentary bicycles await outside while spotless rooms offer balconies overlooking breathtaking woodland scenery and nearby ski slopes.
Hotel Vienna

Hampton Inn Kingston

2.5 star property
Kingston
  • Indoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (1009)
Splash into the sparkling indoor pool, open late for evening swims after exploring nearby restaurants and shops. Sun loungers surround the water, creating a relaxing retreat complemented by the hotel's fulfilling breakfast buffet and quiet, comfortable rooms.
The price is P6,283
P7,037 total
includes taxes & fees
Dec 7 - Dec 8
Hampton Inn Kingston

Courtyard by Marriott Kingston

3.0 star property
Kingston
  • Indoor pool
8.8 out of 10, Excellent, (1001)
Slip into the immaculately maintained indoor pool, praised for its ideal temperature and pristine conditions. After swimming, guests can unwind in the clean hot tub or visit the well-equipped fitness center before retiring to spacious, modern rooms.
The price is P6,475
P7,252 total
includes taxes & fees
Nov 23 - Nov 24
Courtyard by Marriott Kingston

Best Western Plus Kingston Hotel And Conference Center

2.5 star property
Kingston
  • Indoor pool
  • Children's pool
7.6 out of 10, Good, (1004)
Swimmers splash in the indoor heated pool while children delight in their dedicated swimming area. Beyond water activities, this hotel impresses with a fitness center overlooking the pool, arcade room, and billiards table for complete vacation enjoyment.
The price is P6,247
P6,996 total
includes taxes & fees
Dec 1 - Dec 2
Best Western Plus Kingston Hotel And Conference Center

The Graham & Co.

3.0 star property
Phoenicia
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.6 out of 10, Exceptional, (20)
Mountain adventures begin poolside at this charming Catskills retreat. Seasonal swimming pairs perfectly with complimentary bicycle rentals for exploring nearby hiking trails. Evenings transform with the glow of the firepit and entertainment in the arcade room.
The price is P8,088
P9,058 total
includes taxes & fees
Nov 30 - Dec 1
The Graham & Co.

Howard Johnson by Wyndham Saugerties

2.0 star property
Saugerties
  • Indoor pool
7.6 out of 10, Good, (1005)
Mountain enthusiasts flock to the indoor aquatic sanctuary at this Howard Johnson hotel, where skiing adventures conclude with sauna sessions. Beyond the pool area, guests appreciate the restaurant's generous portions and surprisingly quiet rooms.
The price is P5,846
P6,548 total
includes taxes & fees
Nov 27 - Nov 28
Howard Johnson by Wyndham Saugerties

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
Hunter
  • Outdoor pool
9.2 out of 10, Wonderful, (314)
Heated pool waters invite swimmers for a refreshing mountain escape with stunning views. Beyond aquatic amenities, this hotel offers a sauna, steam room, and access to Van Winkle's restaurant serving outstanding American cuisine.
The price is P11,670
P13,897 total
includes taxes & fees
Nov 19 - Nov 20
Kaatskill Mountain Club at Hunter Mountain
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.

Top Woodstock Hotel Reviews

Frequently asked questions

What are some hotels with pools in Woodstock?
Woodstock Way Hotel: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Twin Gables of Woodstock: Offers sun loungers, a pool, and complimentary wireless internet access. Hotel Dylan: Offers a children's pool, an indoor pool, and free self parking. Morning Glory B n B Woodstock NY: Provides buffet, an indoor pool, and complimentary wired internet access. The Herwood Inn: Hotel located near Windham Mountain Resort. Offers daily, an indoor pool, and free self parking.
What is there to see and do in Woodstock?
Explore places like Hunter Mountain and Catskill Mountains while you're in the area. The picturesque setting of Overlook Mountain Trailhead and The Comeau Property showcase the area's natural beauty. 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 into account the local weather in Woodstock is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Woodstock are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.