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Woodstock Hotels with Outdoor or Indoor Pools

Kingston Regency Inn in Kingston
+1-888-389-4121
503 Washington Ave., Kingston, NY 12401 ~8.27 miles southeast of Woodstock
  • Pool available: 10am to 10pm, indoor heated salt water pool, 20 by 40 feet, no life guard on duty.
  • Mid-scale Suburban property
From$85
Average 3.0 /5 Latest Reviews Call BookMore Details
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Courtyard by Marriott Kingston - Kingston
+1-888-675-2083
500 Frank Sottile Blvd., Kingston, NY 12401 ~8.40 miles southeast of Woodstock
  • Has swimming pool: The indoor heated pool and whirlpool are open each day from 6am-11pm.
  • 3 star Downtown property
From$85
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott - Kingston
+1-800-716-8490
800 Frank Sottile Blvd., Kingston, NY 12401 ~8.50 miles southeast of Woodstock
  • Pool available: Our pool is open from 7 am to 11 pm every day
  • Four star Downtown hotel
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Urban Cowboy Lodge
+1-800-805-5223
37 Alpine Rd., Big Indian, NY 12410 ~17.19 miles west of Woodstock
  • Includes a pool: Outdoor, 9am - 7pm
  • High-end Mountain hotel
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Americas Best Value Inn New Paltz in New Paltz
+1-888-965-1860
7 Terwilliger Lane, New Paltz, NY 12561 ~20.55 miles south of Woodstock
  • Includes a pool: Outdoor Pool
  • Cheap property
From$50
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
+1-888-788-5576
12740 Route 9 West, West Coxsackie, NY 12192 ~26.16 miles northeast of Woodstock
  • We have a pool ready for use
  • 3 star Highway hotel
From$119
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Poughkeepsie
+1-888-897-9207
2361 South Rd., Poughkeepsie, NY 12601 ~28.46 miles south of Woodstock
  • Pool available: Indoor Pool - 8am - 10pm
  • Mid-scale Suburban property
From$95
Average 3.0 /5 Recent Reviews Call BookMore Details
Spark by Hilton West Coxsackie - West Coxsackie
+1-888-311-4278
12600 State Route 9w, West Coxsackie, NY 12192 ~28.57 miles northeast of Woodstock
  • Has swimming pool
  • Three Star Rural hotel
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Poughkeepsie : 2165 South Rd.
+1-888-469-4795
2165 South Rd., Poughkeepsie, NY 12601 ~29.49 miles south of Woodstock
  • Pool available: Swim laps in our indoor pool or elect to relax on a lounger poolside from 8AM - 10PM
  • Mid-scale Highway property
From$119
Average 3.0 /5 Recent Reviews Call BookMore Details
Interlaken Inn & Resort in Lakeville
+1-888-734-9421
74 Interlaken Rd., Lakeville, CT 06039 ~35.17 miles east of Woodstock
  • Pool in hotel: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Three Star Resort property
From$80
Average 3.0 /5 Reviews Call BookMore Details
The Crossroads Hotel Newburgh : 5 Lakeside Rd.
+1-888-841-5292
5 Lakeside Rd., Newburgh, NY 12550 ~35.41 miles south of Woodstock
  • Has swimming pool: Outdoor; Seasonal
  • Midscale Airport hotel
From$109
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport : 4 Governor Dr.
+1-888-455-5160
4 Governor Dr., Newburgh, NY 12550 ~35.75 miles south of Woodstock
  • Includes a pool
  • Midscale Rural property
From$114
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport in Newburgh
+1-888-965-8297
1 Crossroads Court, Newburgh, NY 12550 ~36.70 miles south of Woodstock
  • Pool in hotel: Indoors from 6am to 10pm
  • Mid-scale Suburban hotel
From$139
Very Good 4.0 /5 Guest Reviews Call BookMore Details
HYATT house Fishkill/Poughkeepsie
+1-888-906-6358
100 Westage Business Center Dr., Fishkill, NY 12524 ~36.94 miles south of Woodstock
  • Pool available: The HYATT house has an indoor pool, whirlpool and fitness center and is open to guests between 8:00am and 10:00pm
  • Midscale Suburban property
From$105
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
+1-888-749-6785
21 Schuyler Blvd., Fishkill, NY 12524 ~37.05 miles south of Woodstock
  • Pool details: Our indoor pool and spa, which is under a solarium to let natural sunlight in, is open everyday from 10:00 AM to 11:00 PM.
  • Midscale Suburban property
From$64
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Best Western Fishkill Inn & Suites - Fishkill
+1-888-878-9982
14 Schuyler Blvd., Fishkill, NY 12524 ~37.14 miles south of Woodstock
  • Pool in hotel: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • Mid-scale Suburban property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Fishkill
+1-888-389-4485
25 Westage Dr., Fishkill, NY 12524 ~37.14 miles south of Woodstock
  • Pool details: Our 24' x 15' indoor pool is open from 9:00 AM - 10:00 PM and also includes a luxurious hot tub. The pool and hot tub are located directly next to our fitness center which is available to our guests 24 x 7 .
  • Affordable Highway property
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Fishkill
+1-888-389-4121
500 a Westage Business Center Dr., Fishkill, NY 12524 ~37.17 miles south of Woodstock
  • Includes a pool: Large indoor pool opened daily from 6am-11pm
  • 3-star Downtown property
From$169
Very Good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Fishkill - Fishkill
+1-888-675-2083
500 B Westage Business Center Dr., Fishkill, NY 12524 ~37.17 miles south of Woodstock
  • Pool available: Large indoor pool opened daily from 6am-11pm
  • Three Star Downtown property
From$99
Excellent 5.0 /5 Reviews Call BookMore Details
Hampton Inn Fishkill - Fishkill
+1-800-716-8490
544 Us 9, Fishkill, NY 12524 ~37.25 miles south of Woodstock
  • Pool in hotel: Pool is open from 6am-10pm. Recently renovated!
  • 3 star Suburban property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites Stewart Airport
+1-800-805-5223
180 Breunig Rd., New Windsor, NY 12553 ~37.69 miles south of Woodstock
  • Pool details: Open daily 8:00am-10:00pm, Hotel guests can enjoy our indoor, heated pool and hot tub.
  • 4-star Rural property
From$79
Average 3.0 /5 Review Score Call BookMore Details
The Roundhouse
+1-888-965-1860
2 East Main St., Beacon, NY 12508 ~37.73 miles south of Woodstock
  • We have a pool ready for use
  • Midscale hotel
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Monticello : 29 Golden Ridge Rd.
+1-888-788-5576
29 Golden Ridge Rd., Monticello, NY 12701 ~38.02 miles southwest of Woodstock
  • Pool available: Our indoor heated pool is open from 8 am - 10 pm
  • Midscale Rural hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Resorts World Catskills Casino in Monticello
+1-888-897-9207
888 a Resorts World Dr., Monticello, NY 12701 ~39.28 miles southwest of Woodstock
  • Pool available: Dive into the extraordinary. Guests of the hotel enjoy access to our indoor pool for year round relaxation. Recline the day away in the comfortable chaise lounges, daybeds, or cabanas all while soaking the simply gorgeous outside views that surround our outside pool deck. Pool Hours: 7AM- 10PM
  • High-end property
From$149
Average 3.5 /5 Latest Reviews Call BookMore Details
The Kartrite Resort Indoor Waterpark in Monticello
+1-888-311-4278
555 Resorts World Dr., Monticello, NY 12701 ~39.29 miles southwest of Woodstock
  • Pool available: 11am-7pm
  • 3 star Mountain hotel
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Monticello - Monticello
+1-888-469-4795
16 Raceway Rd., Monticello, NY 12701 ~39.35 miles southwest of Woodstock
  • Pool details: Indoor- 8:00 AM to 8:00 PM
  • 3 star Downtown hotel
From$108
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks in Great Barrington
+1-888-734-9421
249 Stockbridge Rd., Great Barrington, MA 01230 ~41.50 miles east of Woodstock
  • With a pool!
  • Affordable Resort hotel
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Middletown - Middletown
+1-888-841-5292
600 Route 211 East, Middletown, NY 10941 ~41.51 miles south of Woodstock
  • Includes a pool: Indoor Saline Pool open all year round. 5:30am-10pm
  • 3-star Suburban property
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott
+1-888-455-5160
24 Crystal Run Crossing, Middletown, NY 10941 ~42.48 miles south of Woodstock
  • Has swimming pool: Indoor Pool open until 11:00pm
  • 3-star Suburban hotel
From$105
Very Good 4.5 /5 Read Reviews Call BookMore Details
Hampton Inn Middletown Ny - Middletown
+1-888-965-8297
20 Crystal Run Crossing, Middletown, NY 10941 ~42.49 miles south of Woodstock
  • Pool in hotel: Seasonal; Memorial Day - Labor Day
  • 2-star Suburban hotel
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen : 20 Med Parc Rd.
+1-888-906-6358
20 Med Parc Rd., Middletown, NY 10940 ~42.90 miles south of Woodstock
  • Pool details: Indoor heated pool open from 5:00am-11:00pm.
  • Midscale Downtown hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
The Red Lion Inn in Stockbridge
+1-888-749-6785
30 Main St., Stockbridge, MA 01262 ~44.84 miles east of Woodstock
  • Pool details: Year-round pool & hot tub. Our fabulous heated lap pool and hot-tub are open all year, and located right in the center of our property. In the summer months, enjoy the historic pool house with a cocktail and a rousing game of ping pong!
  • Mid-scale Rural hotel
From$120
Average 3.0 /5 Hotel Reviews Call BookMore Details

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