Montgomery Hotels with Pools - Outdoor/Indoor Pools in Montgomery NY

Montgomery hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Montgomery, NY for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Montgomery New York hotel and motel rooms for children. Review the list of Montgomery hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Montgomery Hotels with Outdoor or Indoor Pools

Holiday Inn Express & Suites Montgomery by IHG 2105 Route 208, Montgomery, NY 12549 +1-888-389-4121
  • Has swimming pool
  • Midscale property
  • Check-in: 3:00 PM - anytime
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Very Good 8.6 /10 Read Reviews Call BookMore Details
Harvest Inn 95 Boniface Dr, Pine Bush, NY 12566 +1-888-675-2083 ~5.24 miles northwest of Montgomery
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from June 01 to September 03.
  • Midscale hotel
  • Check in: 4:00 PM - anytime
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Excellent 9.4 /10 Hotel Reviews Call BookMore Details
The Crossroads Hotel Newburgh 5 Lakeside Rd, Newburgh, NY 12550 +1-800-716-8490 ~7.45 miles east of Montgomery
  • Pool details: Wheelchair-accessible pool.
  • 3 star property
  • Fitness center on property
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Average 7.2 /10 Hotel Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport 4 Governor Dr, Newburgh, NY 12550 +1-800-805-5223 ~7.63 miles east of Montgomery
  • Has swimming pool: Pool access ramp on site, Pool hoist on site, Wheelchair-accessible pool, Pool sun loungers. Pool access available from 6 AM to 11 PM.
  • Midscale hotel
  • Fitness / Gym is on-site
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Very Good 8.2 /10 Read Reviews Call BookMore Details
Residence Inn by Marriott Middletown Goshen 57 TOWER DRIVE, Middletown, NY 10941 +1-888-965-1860 ~7.68 miles southwest of Montgomery
  • Includes a pool: Wheelchair-accessible pool. Pool access available from 7:00 AM to 10:00 PM.
  • Mid-scale hotel
  • Free breakfast available
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Excellent 9.4 /10 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Middletown 600 Route 211 East, Middletown, NY 10941 +1-888-788-5576 ~7.71 miles southwest of Montgomery
  • Includes a pool: Wheelchair-accessible pool.
  • Affordable property
  • Pets/Animals Allowed
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Excellent 9.0 /10 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Middletown-Goshen 551 Route 211 E, Middletown, NY 10941 +1-888-897-9207 ~7.91 miles southwest of Montgomery
  • Includes a pool: Pool access ramp on site, Wheelchair-accessible pool. Pool access available from 9:00 AM to 9:00 PM.
  • Three Star property
  • 4 floors in property
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Very Good 8.9 /10 Recent Reviews Call BookMore Details
Hampton Inn by Hilton Middletown 20 Crystal Run Crossing, Middletown, NY 10941 +1-888-311-4278 ~8.32 miles southwest of Montgomery
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from May 30 to September 05. Pool access available from 8:00 AM to 10:00 PM.
  • Midscale property
  • Hotel has 127 rooms
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Very Good 8.4 /10 Read Reviews Call BookMore Details
Courtyard by Marriott Middletown Goshen 24 Crystal Run Xing, Middletown, NY 10941 +1-888-469-4795 ~8.37 miles southwest of Montgomery
  • Pool available: Pool hoist on site, Wheelchair-accessible pool.
  • Midscale property
  • Pets/Animals Allowed
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Very Good 8.4 /10 Hotel Reviews Call BookMore Details
Homewood Suites Stewart Airport 180 Breunig Rd, New Windsor, NY 12553 +1-888-734-9421 ~8.74 miles east of Montgomery
  • Has swimming pool
  • 3-star property
  • Pets Welcome
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Excellent 9.2 /10 Latest Reviews Call BookMore Details
Candlewood Suites Middletown Goshen by IHG 21 Med Parc Road, Middletown, NY 10940 +1-888-841-5292 ~8.75 miles southwest of Montgomery
  • Pool available: Pool hoist on site, Wheelchair-accessible pool. Pool access available from 6:00 AM to 10:00 PM.
  • Midscale property
  • Check-in: 3:00 PM - anytime
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Excellent 9.4 /10 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown - Goshen by IHG 20 MED PARC ROAD, Middletown, NY 10940 +1-888-455-5160 ~8.84 miles southwest of Montgomery
  • Pool in hotel: Pool hoist on site, Wheelchair-accessible pool, Pool sun loungers.
  • Affordable hotel
  • Pets are Welcome
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Very Good 8.8 /10 Recent Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport 1 Crossroads Ct, Newburgh, NY 12550 +1-888-965-8297 ~9.30 miles east of Montgomery
  • Has swimming pool: Wheelchair-accessible pool. Pool access available from 6:00 AM to 10:00 PM.
  • Three Star property
  • Fitness center on property
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Excellent 9.2 /10 Read Reviews Call BookMore Details
Red Roof Inn & Suites Newburgh – Stewart Airport / West Point 915 Union Ave, New Windsor, NY 12553 +1-888-906-6358 ~9.55 miles east of Montgomery
  • Pool details: Wheelchair-accessible pool. Pool access available from 10:00 AM to 9:00 PM.
  • 2 star hotel
  • Hotel has 97 rooms
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Very Good 8.4 /10 Read Reviews Call BookMore Details
Ramada by Wyndham Newburgh / West Point 1289 Route 300, Newburgh, NY 12550 +1-888-749-6785 ~9.67 miles east of Montgomery
  • Has swimming pool
  • Cheap hotel
  • Hotel has 2 floors
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Poor 4.8 /10 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Goshen Middletown 20 Hatfield Ln, Goshen, NY 10924 +1-888-878-9982 ~10.48 miles southwest of Montgomery
  • Pool in hotel: Swimming pool, Outdoor seasonal pool. The seasonal pool will be open from May to August.
  • Midscale property
  • 42 suites in hotel
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Excellent 9.0 /10 Guest Reviews Call BookMore Details
LEGOLAND Hotel NEW York 1 LEGOLAND BLVD, Goshen, NY 10924 +1-888-389-4485 ~11.20 miles south of Montgomery
  • Pool in hotel: Pool umbrellas, Wheelchair-accessible pool, Pool toys, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May 22 to September 07.
  • Midscale property
  • 250 rooms in hotel
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Average 7.9 /10 Recent Reviews Call BookMore Details
Wildflower Farms Auberge Collection 2702 Main St, Gardiner, NY 12525 +1-888-389-4121 ~11.47 miles north of Montgomery
  • Pool in hotel: Pool umbrellas, Pool hoist on site, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from May to September.
  • Luxurious 5-star Resort hotel
  • Pets Welcome
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Excellent 9.4 /10 Recent Reviews Call BookMore Details
Days Inn by Wyndham Middletown 4939 Route 17 M, New Hampton, NY 10958 +1-888-675-2083 ~11.95 miles southwest of Montgomery
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from June to August. Pool access available from 1 PM to 8 PM.
  • Low-priced Motel property
  • Comp. Breakfast
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Average 6.4 /10 Review Score Call BookMore Details
Sleep Inn & Suites Middletown - Goshen 3491 Route 6, Middletown, NY 10940 +1-800-716-8490 ~12.03 miles southwest of Montgomery
  • Has swimming pool: Pool access available from 7:00 AM to 10:00 PM.
  • Midscale hotel
  • Hotel has 4 floors
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Very Good 8.8 /10 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Chester by IHG 2 Bryle Place, Chester, NY 10918 +1-800-805-5223 ~12.33 miles south of Montgomery
  • Includes a pool: Swimming pool, Pool sun loungers.
  • Mid-scale property
  • Free breakfast
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Very Good 8.6 /10 Reviews Call BookMore Details
Days Inn by Wyndham Wurtsboro 21 Perron Dr, Wurtsboro, NY 12790 +1-888-965-1860 ~12.88 miles west of Montgomery
  • Includes a pool: Outdoor seasonal pool. The seasonal pool will be open from May to September. Pool access available from 9 AM to 9 PM.
  • 2 star Motel property
  • Check in time: 3:00 PM - anytime
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Average 7.6 /10 Recent Reviews Call BookMore Details
Glenmere Mansion 634 Pine Hill Road, Chester, NY 10918 +1-888-788-5576 ~14.01 miles south of Montgomery
  • Includes a pool
  • Two-star property
  • Check in: 3:00 PM
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Mirbeau Inn & Spa Beacon 11 Mirbeau Lane, Beacon, NY 12508 +1-888-897-9207 ~15.17 miles east of Montgomery
  • Pool in hotel: Pool cabanas (surcharge).
  • Midscale property
  • Check in time: 4:00 PM - 11:30 PM
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Excellent 9.4 /10 Guest Reviews Call BookMore Details
Comfort Suites Central Valley - Woodbury 100 Estrada Road, Central Valley, NY 10917 +1-888-311-4278 ~16.03 miles southeast of Montgomery
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool.
  • 3 star property
  • Gym / Fitness Center Available
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Very Good 8.4 /10 Recent Reviews Call BookMore Details
Hudson Valley Resort 400 Granite Rd, Kerhonkson, NY 12446 +1-888-469-4795 ~16.10 miles north of Montgomery
  • Has a pool!
  • 3-star hotel
  • Check in time: 4:00 PM - anytime
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Poor 5.2 /10 Recent Reviews Call BookMore Details
Hampton Inn Harriman Woodbury 60 Centre Dr, Central Valley, NY 10917 +1-888-734-9421 ~16.38 miles southeast of Montgomery
  • Has swimming pool: Pool hoist on site. Pool access available from 6:00 AM to midnight.
  • Affordable hotel
  • Check in time: 3:00 PM - anytime
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Excellent 9.1 /10 Read Reviews Call BookMore Details
Hampton Inn by Hilton New Paltz 4 South Putt Corners Road, New Paltz, NY 12561 +1-888-841-5292 ~17.25 miles northeast of Montgomery
  • Pool available: Wheelchair-accessible pool.
  • Mid-scale hotel
  • 86 rooms in hotel
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Excellent 9.1 /10 Guest Reviews Call BookMore Details
Comfort Suites Fishkill near Interstate 84 835 Route 52, Fishkill, NY 12524 +1-888-455-5160 ~17.31 miles east of Montgomery
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool.
  • Three Star property
  • Gym / Fitness Center Available
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Excellent 9.2 /10 Review Score Call BookMore Details
Americas Best Value Inn New Paltz 7 Terwilliger Ln, New Paltz, NY 125611619 +1-888-965-8297 ~17.32 miles northeast of Montgomery
  • Has swimming pool
  • 2-star Motel property
  • 69 rooms in hotel
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Very Good 8.5 /10 Latest Reviews Call BookMore Details
Rondout Valley Camping Resort Deluxe Park Model 11 105 Mettacahonts Road, Accord, 12404 +1-888-906-6358 ~18.17 miles north of Montgomery
  • Has a pool!
  • Cheap Resort property
  • Check in time: 16:00:00 - 23:00:00
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Very Good 8.6 /10 Recent Reviews Call BookMore Details
Residence Inn by Marriott Fishkill 500 Westage Business Center Drive, Fishkill, NY 12524 +1-888-749-6785 ~18.44 miles east of Montgomery
  • Includes a pool: Wheelchair-accessible pool. Pool access available from 6 AM to 11 PM.
  • 3-star property
  • Hotel has 75 suites
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Excellent 9.4 /10 Recent Reviews Call BookMore Details
SpringHill Suites by Marriott Fishkill 500 Westage Business Center Drive, Fishkill, NY 12524 +1-888-878-9982 ~18.44 miles east of Montgomery
  • Pool available: Swimming pool, Wheelchair-accessible pool. Pool access available from 6 AM to 11 PM.
  • Midscale property
  • Free comp. breakfast
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Excellent 9.6 /10 Recent Reviews Call BookMore Details
HYATT house Fishkill / Poughkeepsie 100 Westage Business Center Dr., Fishkill, NY 12524 +1-888-389-4485 ~18.48 miles east of Montgomery
  • Has swimming pool: Pool sun loungers.
  • Mid-scale property
  • Check in: 4:00 PM - anytime
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Very Good 8.8 /10 Review Score Call BookMore Details
Hampton Inn & Suites Poughkeepsie 2361 South Rd, Poughkeepsie, NY 12601 +1-888-389-4121 ~18.65 miles east of Montgomery
  • Pool available: Wheelchair-accessible pool.
  • 3-star hotel
  • Free breakfast
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Excellent 9.2 /10 Review Score Call BookMore Details
Hyatt Place Poughkeepsie / Hudson Valley 2165 South Road, Poughkeepsie, NY 12601 +1-888-675-2083 ~18.71 miles east of Montgomery
  • With a pool!
  • Three Star property
  • Pet Friendly
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Very Good 8.5 /10 Guest Reviews Call BookMore Details
Hilton Garden Inn Fishkill 25 Westage Road, Fishkill, NY 12524 +1-800-716-8490 ~18.71 miles east of Montgomery
  • Includes a pool: Pool access available from 9:00 AM to 10:00 PM.
  • 3-star hotel
  • Hotel has 111 rooms
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Very Good 8.6 /10 Reviews Call BookMore Details
Homewood Suites by Hilton Poughkeepsie 900 Thomas Watson Dr, Poughkeepsie, NY 12601 +1-800-805-5223 ~18.75 miles east of Montgomery
  • Pool details: Pool hoist on site, Wheelchair-accessible pool. Pool access available from 7:00 AM to 10:00 PM.
  • 3 star hotel
  • Check in: 3:00 PM - anytime
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Excellent 9.4 /10 Latest Reviews Call BookMore Details
Best Western Fishkill Inn & Suites 14 Schuyler Blvd, Fishkill, NY 12524 +1-888-965-1860 ~18.76 miles east of Montgomery
  • Includes a pool: Outdoor seasonal pool. The seasonal pool will be open from June to August.
  • Affordable property
  • Fitness center on property
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Very Good 8.3 /10 Recent Reviews Call BookMore Details
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG 21 Schuyler Blvd, Fishkill, NY 12524 +1-888-788-5576 ~18.81 miles east of Montgomery
  • Pool details: Wheelchair-accessible pool.
  • 3-star hotel
  • Free comp. breakfast
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Very Good 8.3 /10 Hotel Reviews Call BookMore Details
Holiday Inn Poughkeepsie by IHG 2170 South Rd, Poughkeepsie, NY 12601 +1-888-897-9207 ~18.83 miles east of Montgomery
  • Pool details: Wheelchair-accessible pool.
  • Affordable hotel
  • Hotel has 149 rooms
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Very Good 8.0 /10 Latest Reviews Call BookMore Details
Residence Inn by Marriott Poughkeepsie 2525 South Rd, Poughkeepsie, NY 12601 +1-888-311-4278 ~18.85 miles east of Montgomery
  • Pool in hotel: Wheelchair-accessible pool.
  • Midscale property
  • Fitness / Gym is on-site
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Very Good 8.8 /10 Recent Reviews Call BookMore Details
Hampton Inn Fishkill 544 Route 9, Fishkill, NY 12524 +1-888-469-4795 ~18.96 miles east of Montgomery
  • Has swimming pool
  • Mid-scale property
  • Complimentary breakfast is offered
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Very Good 8.6 /10 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Poughkeepsie 2619 South Road, Poughkeepsie, NY 12601 +1-888-734-9421 ~19.12 miles east of Montgomery
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool.
  • Three Star hotel
  • Check-in time: 3:00 PM - 1:00 AM
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Very Good 8.9 /10 Reviews Call BookMore Details
Holiday Inn Express Poughkeepsie by IHG 2750 South Road, Poughkeepsie, NY 12601 +1-888-841-5292 ~19.59 miles northeast of Montgomery
  • Pool in hotel: Wheelchair-accessible pool.
  • Three Star hotel
  • Free breakfast
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Very Good 8.4 /10 Hotel Reviews Call BookMore Details
Holiday Inn Express West Point by IHG 1106 Route 9 W, Fort Montgomery, NY 10922 +1-888-455-5160 ~19.68 miles southeast of Montgomery
  • Our hotel comes with a pool
  • 3-star hotel
  • 3 floors in property
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Excellent 9.2 /10 Reviews Call BookMore Details
Brinckerhoff Inn 1577 New York 52, Fishkill, NY 12524 +1-888-965-8297 ~19.88 miles east of Montgomery
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from June to August.
  • Four star hotel
  • 9 rooms in hotel
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Excellent 9.6 /10 Hotel Reviews Call BookMore Details
Overlook Lodge at Bear Mountain 55 Hessian Drive, Bear Mountain, NY 10911 +1-888-906-6358 ~20.06 miles southeast of Montgomery
  • Pool details: Outdoor seasonal pool. The seasonal pool will be open from June to September.
  • 3 star property
  • Free complimentary breakfast
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Very Good 8.4 /10 Review Score Call BookMore Details
Rodeway Inn Poughkeepsie 536 Haight Ave. Building B, Poughkeepsie, NY 12603 +1-888-749-6785 ~21.54 miles northeast of Montgomery
  • Pool in hotel
  • Economy property
  • Pet-friendly
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Poor 5.8 /10 Recent Reviews Call BookMore Details
Quality Inn Poughkeepsie 536 Haight Ave. Building A, Poughkeepsie, NY 12603 +1-888-878-9982 ~21.54 miles northeast of Montgomery
  • Pool in hotel
  • Mid-scale hotel
  • Free comp. breakfast
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Average 7.6 /10 Read Reviews Call BookMore Details
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