Upperville Hotels with Pools - Outdoor/Indoor Pools in Upperville VA

Upperville 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 Upperville, VA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Upperville Virginia hotel and motel rooms for children. Review the list of Upperville hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.

Upperville Hotels with Outdoor or Indoor Pools

Goodstone Inn & Restaurant 36205 Snake Hill Rd., Middleburg, VA 20117 Call ~7.37 miles east of Upperville
  • Pool details: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • 3-star Rural property
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From$350
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Salamander Resort And Spa - Middleburg 500 North Pendelton St., Middleburg, VA 20117 Call ~7.93 miles east of Upperville
  • Pool available: Chill out. Cool off. Immerse yourself in the great outdoors. This is what summer is all about. Welcome to Splash Pool & Cafe, Salamander Resort & Spa’s new reprieve tucked away in the Virginia countryside. Bring the shades. Lather on the sunscreen. Settle into a comfy lounge chair with a specialty drink and your favorite summer read. At Splash Pool & Cafe, relaxation is key. The intimate surroundings make it easy to lay back and soak up some glorious sunshine. When the sun begins to notch up the temperature, there’s plenty of ways to keep cool. Take a comfortable swim in the pool or make your way over to the two cascading water features where kids (big and small) will undoubtedly find refreshing jets of shooting water endlessly entertaining. Throughout the day, the Splash team will be on hand to offer delicious complimentary frozen berries, grapes and other summer amenities including free sunglass polishing and Evian face misting. Memorial Day through Labor Day Friday & Saturday: 10:00 a.m. - 8:00 p.m.
  • Luxurious 5 Star Resort hotel
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From$289
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La Quinta Inn & Suites by Wyndham Winchester in Winchester 1055 Millwood Pike, Winchester, VA 22602 Call ~18.28 miles northwest of Upperville
  • Pool details: Our Indoor Pool is open 6am-11pm
  • Three Star Suburban property
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From$80
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Sleep Inn & Suites Winchester Near University - Winchester 140 Costello Dr., Winchester, VA 22602 Call ~18.35 miles northwest of Upperville
  • Pool available: We have indoor heated pool, open all year round. Open 09:00am to 10:00pm. There is a pool lift available with a battery and a remote control. Size: 15 x 28 feet.
  • Economy Suburban property
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From$60
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Holiday Inn Winchester Se Historic Gateway by IHG 333 Front Royal Pike, Winchester, VA 22602 Call ~18.39 miles northwest of Upperville
  • Has swimming pool: Indoor
  • 3-star Suburban property
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From$69
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Fairfield & Suites by Marriott Winchester - Winchester 250 Front Royal Pike, Winchester, VA 22602 Call ~18.45 miles northwest of Upperville
  • Pool in hotel: Indoor pool open daily from 9:00AM - 10:00PM
  • Mid-scale Rural hotel
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From$70
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Quality Inn Stephens City - Winchester South 167 Town Run Lane, Stephens City, VA 22655 Call ~18.47 miles west of Upperville
  • Has swimming pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • 3 star Highway property
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From$60
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Holiday Inn Express 165 Town Run Ln, Stephens City, VA 22655 Call ~18.52 miles west of Upperville
  • We have a pool ready for use
  • 3 star Rural hotel
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From$68
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Country Inn & Suites 141 Kernstown Commons Blvd., Winchester, VA 22602 Call ~18.61 miles west of Upperville
  • Pool available: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Three Star Suburban property
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From$80
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Towneplace Suites by Marriott Winchester 170 Getty Ln, Winchester, VA 22603 Call ~18.75 miles northwest of Upperville
  • We have a pool ready for use
  • Affordable Suburban hotel
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From$74
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Hampton Inn Winchester University / Mall Area 640 East Jubal Early Dr., Winchester, VA 22601 Call ~18.94 miles northwest of Upperville
  • Pool available: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Midscale Highway hotel
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From$82
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Baymont Inn & Suites Warrenton in Warrenton 7379 Comfort Inn Dr., Warrenton, VA 20187 Call ~19.03 miles south of Upperville
  • Pool in hotel: We have a seasonal 15x25ft in ground pool. Plenty of sitting area, umbrellas and lounge chairs. Pool is equipped with a ADA lift for easy access to the pool. open 10am-10pm usually May through September. Complimentary Pool Towels provided.
  • Two-star Suburban property
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From$60
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Motel 6 Winchester Va : 2951 Valley Ave. 2951 Valley Ave., Winchester, VA 22601 Call ~19.36 miles northwest of Upperville
  • We have a pool ready for use
  • Two-star Suburban property
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From$60
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Microtel Inn & Suites by Wyndham Winchester in Winchester 150 Faraday Plaza, Winchester, VA 22603 Call ~19.89 miles northwest of Upperville
  • Includes a pool: Indoor Pool - 10a-10pm
  • 2 star Highway property
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From$60
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The George Washington a Wyndham Grand Hotel : 103 East Piccadilly St. 103 East Piccadilly St., Winchester, VA 22601 Call ~19.90 miles northwest of Upperville
  • Our hotel comes with a pool
  • Three Star Downtown property
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From$99
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Holiday Inn Express & Suites Leesburg - Historic District by IHG : 80 Prosperity Ave. 80 Prosperity Ave., Leesburg, VA 20175 Call ~19.91 miles east of Upperville
  • Pool in hotel: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Affordable hotel
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From$109
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Homewood Suites by Hilton Leesburg Va in Leesburg 115 Fort Evans Rd. Ne, Leesburg, VA 20176 Call ~20.24 miles east of Upperville
  • Pool in hotel: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • 3 star Downtown property
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From$119
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Hampton Inn by Hilton Gainesville Haymarket : 7300 Atlas Walk Way 7300 Atlas Walk Way, Gainesville, VA 20155 Call ~20.24 miles southeast of Upperville
  • Pool in hotel
  • Mid-scale Rural property
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From$89
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Quality Inn Winchester in Winchester 1601 Martinsburg Pike, Winchester, VA 22603 Call ~20.58 miles northwest of Upperville
  • Includes a pool: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Low Cost Highway hotel
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From$77
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Clarion Hotel & Conference Center Leesburg in Leesburg 1500 East Market St., Leesburg, VA 20176 Call ~20.87 miles east of Upperville
  • Has swimming pool: Very Large outdoor pool with Furniture to go all around
  • 3 star Suburban hotel
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From$75
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Holiday Inn Express & Suites in Winchester 142 Fox Ridge Lane, Winchester, VA 22603 Call ~21.49 miles northwest of Upperville
  • Pool available: 9am-10pm Indoor with Jacuzzi
  • Three Star Rural property
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From$75
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Holiday Inn Express Charles Town by IHG - Ranson 681 Flowing Springs Rd., Ranson, WV 25438 Call ~21.78 miles north of Upperville
  • Has swimming pool: Outdoor, seasonal
  • Three Star Mountain property
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From$80
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Aloft Dulles Airport North - Ashburn 22390 Flagstaff Plaza, Ashburn, VA 20148 Call ~21.87 miles east of Upperville
  • Has swimming pool: Indoor pool
  • Affordable Airport property
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From$80
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Hilton Garden Inn Dulles North 22400 Flagstaff Plaza, Ashburn, VA 20148 Call ~21.91 miles east of Upperville
  • Includes a pool: Indoor Pool
  • Midscale Suburban hotel
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From$64
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Embassy Suites by Hilton Dulles North Loudoun - Ashburn 44610 Waxpool Rd., Ashburn, VA 20147 Call ~23.02 miles east of Upperville
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • 4 star Airport hotel
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From$125
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Homewood Suites by Hilton Dulles North / Loudoun 44620 Waxpool Rd., Dulles, VA 20147 Call ~23.02 miles east of Upperville
  • Includes a pool: Indoor/Outdoor Swimming pool
  • Midscale Airport hotel
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From$95
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Clarion Inn Harpers Ferry Charles Town 4328 William L Wilson Fwy, Harpers Ferry, WV 25425 Call ~23.45 miles north of Upperville
  • Includes a pool: 10am-10pm indoor
  • 3 star Mountain hotel
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From$72
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Holiday Inn Express & Suites Manassas An Ihg Hotel : 10810 Battleview Pkwy. 10810 Battleview Pkwy., Manassas, VA 20109 Call ~23.59 miles southeast of Upperville
  • Pool in hotel: Great Big Indoor pool 8am to 9pm
  • 3-star Suburban hotel
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From$76
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La Quinta Inn & Suites by Wyndham Manassas Battlefield in Manassas 6950 Nova Way Manassas Va 20109, Manassas, VA 20109 Call ~23.63 miles southeast of Upperville
  • Pool details: 6am to 10pm Indoor
  • Three Star Suburban hotel
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From$80
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Courtyard by Marriott Manassas Battlefield Park 10701 Battleview Pkwy., Manassas, VA 20109 Call ~23.73 miles southeast of Upperville
  • Pool available: Indoor pool, open weekdays 5PM-10PM and weekends/holidays 10AM-10PM. Depth from 3 to 5 foot.
  • Three Star Suburban hotel
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From$70
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Washington Dulles Airport Marriott 45020 Aviation Dr., Dulles, VA 20166 Call ~23.78 miles east of Upperville
  • Has swimming pool: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • Mid-scale Airport property
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From$80
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Hilton Garden Inn Manassas : 7001 Infantry Ridge Rd. 7001 Infantry Ridge Rd., Manassas, VA 20109 Call ~23.80 miles southeast of Upperville
  • Pool in hotel: Indoor Pool
  • Affordable property
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From$90
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Wyndham Garden Manassas 10800 Vandor Lane, Manassas, VA 20109 Call ~23.83 miles southeast of Upperville
  • Has swimming pool: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Affordable Suburban hotel
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From$53
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Best Western Battlefield Inn - Manassas 10820 Balls Ford Rd., Manassas, VA 20109 Call ~23.90 miles southeast of Upperville
  • Pool available: Large seasonal outdoor pool open 10am-10pm Patio area with lounging chairs
  • Inexpensive Suburban hotel
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From$45
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Springhill Suites by Marriott Ashburn Dulles North - Ashburn 20065 Lakeview Center Plaza, Ashburn, VA 20147 Call ~23.93 miles east of Upperville
  • Has swimming pool: Indoor pool open from 10am-10pm
  • Mid-scale Suburban hotel
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From$79
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Hampton Inn Washington Dulles Int'l Airport South - Chantilly 4050 Westfax Dr., Chantilly, VA 20151 Call ~24.14 miles east of Upperville
  • We have a pool
  • 3-star Airport property
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From$80
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Hampton Inn Manassas 7295 Williamson Blvd., Manassas, VA 20109 Call ~24.15 miles southeast of Upperville
  • Includes a pool: Seasonal outdoor saltwater pool
  • 3 star Suburban property
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From$94
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Residence Inn by Marriott Manassas Battlefield Park 7345 Williamson Blvd., Manassas, VA 20109 Call ~24.18 miles southeast of Upperville
  • Pool details: Indoor pool
  • Mid-scale Suburban hotel
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From$129
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Comfort Suites Manassas Battlefield Park 7350 Williamson Blvd., Manassas, VA 20109 Call ~24.23 miles southeast of Upperville
  • Pool details: Indoor pool with a Jacuzzi 15X25 Indoor
  • Mid-scale Highway property
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From$90
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Holiday Inn Manassas Battlefield by IHG 10424 Balls Ford Rd., Manassas, VA 20109 Call ~24.29 miles southeast of Upperville
  • Includes a pool: Indoor Pool Location: Indoor Hours: 7:00 AM to 10:00 PM Heated pool Whirlpool
  • Affordable Rural property
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From$70
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Ramada by Wyndham Strasburg 21 Signal Knob Dr., Strasburg, VA 22657 Call ~24.34 miles west of Upperville
  • Includes a swimming pool
  • Low-priced Rural property
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From$63
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Hampton Inn & Suites Washington-Dulles International Airport - Sterling 22700 Holiday Park Dr., Sterling, VA 20166 Call ~24.68 miles east of Upperville
  • Pool available: We offer a large indoor swimming pool and hot tub. Both equipped with handicapped lifts for guests who would like it. The pool is open every day from 6am until 11pm. Key card required for entry
  • Midscale Airport property
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From$80
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Holiday Inn Washington Dulles - Dulles 1000 Sully Rd., Dulles, VA 20166 Call ~24.68 miles east of Upperville
  • Pool available: We have an indoor junior olympic size swimming pool. The Hours of Operation are 7:30 AM - 10 PM, Saturday 9:30 AM - 10:00PM, and Sunday 10:00AM - 6:00PM
  • Midscale Airport property
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From$79
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Holiday Inn Washington-Dulles International Airport by IHG 45425 Holiday Dr., Sterling, VA 20166 Call ~24.78 miles east of Upperville
  • Pool available: We have an indoor junior olympic size swimming pool. The Hours of Operation are 7:30 AM - 10 PM, Saturday 9:30 AM - 10:00PM, and Sunday 10:00AM - 6:00PM
  • 3-star Airport property
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From$60
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Hyatt House Sterling Dulles Airport North - Sterling 45520 Dulles Plaza, Sterling, VA 20166 Call ~24.87 miles east of Upperville
  • Pool available: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • Mid-scale Airport hotel
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From$80
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Doubletree by Hilton Sterling Dulles Airport 21611 Atlantic Blvd., Sterling, VA 20166 Call ~24.91 miles east of Upperville
  • Pool in hotel: Heated indoor pool and whirlpool spa open from 5am to 10pm daily.
  • Mid-scale Airport hotel
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From$59
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Holiday Inn Chantilly : 4335 Chantilly Shopping Center 4335 Chantilly Shopping Center, Chantilly, VA 20151 Call ~25.01 miles east of Upperville
  • Pool available: Pool temp closed until further notice.
  • Midscale Airport property
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From$57
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DoubleTree by Hilton Washington Dulles Airport 13869 Park Center Rd., Herndon, VA 20171 Call ~25.11 miles east of Upperville
  • Pool in hotel: Indoor pool open from 6am to 9am, and 8pm to 10pm Monday through Friday.
  • High end Airport hotel
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From$74
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Hyatt Regency Dulles 2300 Dulles Corner Blvd., Herndon, VA 20171 Call ~25.11 miles east of Upperville
  • Has swimming pool: Open from 6a-10p, come enjoy our indoor pool with heated whirlpool.
  • 4-star Airport hotel
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From$75
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Hyatt Place Chantilly / Dulles Airport South in Chantilly 4994 Westone Plaza, Chantilly, VA 20151 Call ~25.18 miles east of Upperville
  • Has swimming pool: Seasonal Outdoor Pool open from Memorial Day Weekend to Labor Day Weekend
  • Affordable Airport hotel
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From$99
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