Woodstock Hotels with Outdoor or Indoor Pools

Best Western Plus Kingston Hotel and Conference Center : 503 Washington Ave.
+1-888-389-4121
503 Washington Ave., Kingston, NY 12401 +1-888-389-4121 ~8.27 miles southeast of Woodstock
  • Has swimming pool: 10am to 10pm, indoor heated salt water pool, 20 by 40 feet, no life guard on duty.
  • Affordable Suburban hotel
From$85
Average 3.0 /5 Review Score Call BookMore Details
Urban Cowboy Lodge
+1-888-675-2083
37 Alpine Rd., Big Indian, NY 12410 +1-888-675-2083 ~17.19 miles west of Woodstock
  • Has swimming pool: Outdoor, 9am - 7pm
  • 4-star Mountain hotel
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Americas Best Value Inn New Paltz : 7 Terwilliger Lane
+1-800-716-8490
7 Terwilliger Lane, New Paltz, NY 12561 +1-800-716-8490 ~20.55 miles south of Woodstock
  • Has swimming pool: Outdoor Pool
  • Cheap hotel
From$50
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Poughkeepsie
+1-800-805-5223
2525 South Rd., Poughkeepsie, NY 12601 +1-800-805-5223 ~27.63 miles south of Woodstock
  • With a pool!
  • Three Star Suburban property
From$99
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Poughkeepsie
+1-888-965-1860
2361 South Rd., Poughkeepsie, NY 12601 +1-888-965-1860 ~28.46 miles south of Woodstock
  • Pool details: Indoor Pool - 8am - 10pm
  • 3-star Suburban hotel
From$95
Average 3.0 /5 Review Score Call BookMore Details
Hyatt Place Poughkeepsie / Hudson Valley
+1-888-788-5576
2165 South Rd., Poughkeepsie, NY 12601 +1-888-788-5576 ~29.49 miles south of Woodstock
  • Pool in hotel: Swim laps in our indoor pool or elect to relax on a lounger poolside from 8AM - 10PM
  • 3-star Highway hotel
From$119
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport
+1-888-897-9207
4 Governor Dr., Newburgh, NY 12550 +1-888-897-9207 ~35.75 miles south of Woodstock
  • We have a pool
  • Affordable Rural property
From$114
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport
+1-888-311-4278
1 Crossroads Court, Newburgh, NY 12550 +1-888-311-4278 ~36.70 miles south of Woodstock
  • Has swimming pool: Indoors from 6am to 10pm
  • Three Star Suburban hotel
From$139
Very good 4.0 /5 Read Reviews Call BookMore Details
HYATT house Fishkill/Poughkeepsie in Fishkill
+1-888-469-4795
100 Westage Business Center Dr., Fishkill, NY 12524 +1-888-469-4795 ~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
  • Mid-scale Suburban hotel
From$105
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express
+1-888-734-9421
21 Schuyler Blvd., Fishkill, NY 12524 +1-888-734-9421 ~37.05 miles south of Woodstock
  • Has swimming pool: 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.
  • 3 star Suburban property
From$64
Very good 4.0 /5 Reviews Call BookMore Details
Best Western Fishkill Inn & Suites - Fishkill
+1-888-841-5292
14 Schuyler Blvd., Fishkill, NY 12524 +1-888-841-5292 ~37.14 miles south of Woodstock
  • Includes a pool: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • 3 star Suburban property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Fishkill in Fishkill
+1-888-455-5160
544 Us 9, Fishkill, NY 12524 +1-888-455-5160 ~37.25 miles south of Woodstock
  • Has swimming pool: Pool is open from 6am-10pm. Recently renovated!
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport - New Windsor
+1-888-965-8297
180 Breunig Rd., New Windsor, NY 12553 +1-888-965-8297 ~37.69 miles south of Woodstock
  • Has swimming pool: Open daily 8:00am-10:00pm, Hotel guests can enjoy our indoor, heated pool and hot tub.
  • Four-star Rural property
From$79
Average 3.0 /5 Read Reviews Call BookMore Details
The Kartrite Resort Indoor Waterpark
+1-888-906-6358
555 Resorts World Dr., Monticello, NY 12701 +1-888-906-6358 ~39.29 miles southwest of Woodstock
  • Includes a pool: 11am-7pm
  • Affordable Mountain hotel
From$90
Very good 4.0 /5 Read Reviews Call BookMore Details
Best Western Monticello
+1-888-749-6785
16 Raceway Rd., Monticello, NY 12701 +1-888-749-6785 ~39.35 miles southwest of Woodstock
  • Pool details: Indoor- 8:00 AM to 8:00 PM
  • Affordable Downtown hotel
From$108
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi in Great Barrington
+1-888-878-9982
249 Stockbridge Rd., Great Barrington, MA 01230 +1-888-878-9982 ~41.50 miles east of Woodstock
  • Pool in hotel
  • Three Star Resort hotel
From$109
Very good 4.0 /5 Reviews Call BookMore Details
Courtyard by Marriott : 24 Crystal Run Crossing
+1-888-389-4485
24 Crystal Run Crossing, Middletown, NY 10941 +1-888-389-4485 ~42.48 miles south of Woodstock
  • Has swimming pool: Indoor Pool open til 11pm
  • Affordable Suburban hotel
From$105
Very good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn Middletown Ny - Middletown
+1-888-389-4121
20 Crystal Run Crossing, Middletown, NY 10941 +1-888-389-4121 ~42.49 miles south of Woodstock
  • Pool available: Seasonal; Memorial Day - Labor Day
  • Two star Suburban hotel
From$60
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen in Middletown
+1-888-675-2083
20 Med Parc Rd., Middletown, NY 10940 +1-888-675-2083 ~42.90 miles south of Woodstock
  • Pool details: Indoor heated pool open from 5:00am-11:00pm.
  • 3 star Downtown property
From$80
Average 3.0 /5 Reviews Call BookMore Details
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