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. 36205 Snake Hill Rd., Middleburg, VA 20117 Call ~7.37 miles east of Upperville
  • Includes a pool: Outdoor heated pool. Open seasonally May - September. Pool may be closed due to private events.
  • Midscale Rural hotel
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From$350
Average 3.0 /5 Review Score Call BookMore Details
Salamander Resort And Spa 500 North Pendelton St., Middleburg, VA 20117 Call ~7.93 miles east of Upperville
  • Has swimming pool: 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.
  • Luxury 5 star Resort property
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From$289
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Hampton Inn Front Royal - Front Royal 9800 Winchester Rd., Front Royal, VA 22630 Call ~16.59 miles west of Upperville
  • Pool in hotel: We have an indoor pool which is open from 8am-10pm
  • Affordable Suburban property
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From$107
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La Quinta Inn & Suites by Wyndham Winchester - Winchester 1055 Millwood Pike, Winchester, VA 22602 Call ~18.28 miles northwest of Upperville
  • Includes a pool: Our Indoor Pool is open 7am-10pm
  • Mid-scale Suburban hotel
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From$80
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Sleep Inn & Suites Winchester Near University 140 Costello Dr., Winchester, VA 22602 Call ~18.35 miles northwest of Upperville
  • Includes a pool: 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.
  • Inexpensive 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
  • Pool available: Indoor
  • 3 star Suburban hotel
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From$69
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Fairfield & Suites by Marriott Winchester in 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
  • 3-star 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 hotel
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From$60
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Holiday Inn Express in Stephens City 165 Town Run Ln, Stephens City, VA 22655 Call ~18.52 miles west of Upperville
  • Has a pool!
  • Three Star Rural property
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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 in hotel: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Mid-scale Suburban hotel
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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
  • Has swimming pool
  • Three Star Suburban property
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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
  • Has swimming pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Mid-scale Highway hotel
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From$82
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Baymont Inn & Suites Warrenton 7379 Comfort Inn Dr., Warrenton, VA 20187 Call ~19.03 miles south of Upperville
  • Pool available: 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.
  • 2-star Suburban property
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From$60
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The George Washington a Wyndham Grand Hotel 103 East Piccadilly St., Winchester, VA 22601 Call ~19.90 miles northwest of Upperville
  • Our hotel comes with a pool
  • 3 star Downtown hotel
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From$99
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Holiday Inn Express & Suites Leesburg - Historic District by IHG 80 Prosperity Ave., Leesburg, VA 20175 Call ~19.91 miles east of Upperville
  • Includes a pool: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Mid-scale property
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From$109
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Hampton Inn & Suites Leesburg in Leesburg 117 Fort Evans Rd. Ne, Leesburg, VA 20176 Call ~20.23 miles east of Upperville
  • Has swimming pool: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Midscale Suburban property
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From$80
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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 available: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Three Star Downtown property
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From$119
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Hampton Inn by Hilton Gainesville Haymarket in Gainesville 7300 Atlas Walk Way, Gainesville, VA 20155 Call ~20.24 miles southeast of Upperville
  • We have a pool
  • 3 star Rural property
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From$89
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Quality Inn Winchester : 1601 Martinsburg Pike 1601 Martinsburg Pike, Winchester, VA 22603 Call ~20.58 miles northwest of Upperville
  • Pool available: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Two star Highway property
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From$77
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Carradoc Hall Hotel & Conference Center by The Red Collection 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 142 Fox Ridge Lane, Winchester, VA 22603 Call ~21.49 miles northwest of Upperville
  • Includes a pool: Indoor Heated Pool with Jacuzzi- Open 9am-10pm daily
  • Three Star Rural property
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From$75
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Holiday Inn Express Charles Town by IHG in Ranson 681 Flowing Springs Rd., Ranson, WV 25438 Call ~21.78 miles north of Upperville
  • Includes a pool: Outdoor, seasonal
  • Midscale Mountain hotel
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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
  • Pool available: Indoor pool
  • Midscale Airport property
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From$80
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Hilton Garden Inn Dulles North in Ashburn 22400 Flagstaff Plaza, Ashburn, VA 20148 Call ~21.91 miles east of Upperville
  • Pool in hotel: 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
  • Has swimming pool: Indoor/Outdoor Swimming pool
  • Expensive Airport property
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From$125
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Homewood Suites by Hilton Dulles North / Loudoun 44620 Waxpool Rd., Dulles, VA 20147 Call ~23.04 miles east of Upperville
  • Includes a pool: Indoor/Outdoor Swimming pool
  • Mid-scale Airport hotel
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From$80
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Clarion Inn Harpers Ferry Charles Town : 4328 William L Wilson Fwy 4328 William L Wilson Fwy, Harpers Ferry, WV 25425 Call ~23.45 miles north of Upperville
  • Has swimming pool: 10am-10pm indoor
  • 3 star Mountain property
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From$72
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Holiday Inn Express & Suites Manassas An Ihg Hotel - Manassas 10810 Battleview Pkwy., Manassas, VA 20109 Call ~23.59 miles southeast of Upperville
  • Pool available: Great Big Indoor pool 8am to 9pm
  • Three Star Suburban property
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From$76
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La Quinta Inn & Suites by Wyndham Manassas Battlefield : 6950 Nova Way Manassas Va 20109 6950 Nova Way Manassas Va 20109, Manassas, VA 20109 Call ~23.63 miles southeast of Upperville
  • Includes a pool: 6am to 10pm Indoor
  • Affordable 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
  • Has swimming pool: Indoor pool, open weekdays 5PM-10PM and weekends/holidays 10AM-10PM. Depth from 3 to 5 foot.
  • Mid-scale Suburban hotel
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From$70
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Washington Dulles Airport Marriott in Dulles 45020 Aviation Dr., Dulles, VA 20166 Call ~23.78 miles east of Upperville
  • Includes a 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., Manassas, VA 20109 Call ~23.80 miles southeast of Upperville
  • Has swimming pool: Indoor Pool
  • Three Star hotel
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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
  • Pool in hotel: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Three Star Suburban property
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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 property
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From$45
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Springhill Suites by Marriott Ashburn Dulles North 20065 Lakeview Center Plaza, Ashburn, VA 20147 Call ~23.93 miles east of Upperville
  • Has swimming pool: Indoor pool open from 10am-10pm
  • Three Star Suburban property
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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
  • Our hotel comes with a pool
  • Affordable Airport property
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From$80
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Hampton Inn Manassas in Manassas 7295 Williamson Blvd., Manassas, VA 20109 Call ~24.15 miles southeast of Upperville
  • Includes a pool: Seasonal outdoor saltwater pool
  • Three Star Suburban hotel
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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
  • Includes a pool: Indoor pool
  • 3-star 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
  • 3 star Highway hotel
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From$90
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Holiday Inn Manassas Battlefield by IHG - Manassas 10424 Balls Ford Rd., Manassas, VA 20109 Call ~24.29 miles southeast of Upperville
  • Pool in hotel: Indoor Pool Location: Indoor Hours: 7:00 AM to 10:00 PM Heated pool Whirlpool
  • Three Star Rural hotel
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From$70
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Ramada by Wyndham Strasburg - Strasburg 21 Signal Knob Dr., Strasburg, VA 22657 Call ~24.34 miles west of Upperville
  • Includes a swimming pool
  • Low Cost Rural hotel
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From$63
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Holiday Inn Washington Dulles in Dulles 1000 Sully Rd., Dulles, VA 20166 Call ~24.68 miles east of Upperville
  • Includes a pool: 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
  • Three Star Airport property
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From$79
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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 in hotel: Outdoor seasonal pool open from 10:00 AM - 09:00 PM. 20'x40'. 5' in deepest.
  • 3 star Airport property
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From$80
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Doubletree by Hilton Sterling Dulles Airport - Sterling 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.
  • Three Star Airport property
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From$59
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Holiday Inn Chantilly 4335 Chantilly Shopping Center, Chantilly, VA 20151 Call ~25.01 miles east of Upperville
  • Pool available: Pool temp closed until further notice.
  • Mid-scale Airport property
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From$57
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DoubleTree by Hilton Washington Dulles Airport - Herndon 13869 Park Center Rd., Herndon, VA 20171 Call ~25.11 miles east of Upperville
  • Pool available: Indoor pool open from 6am to 9am, and 8pm to 10pm Monday through Friday.
  • 4 star Airport property
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From$74
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Hyatt Regency Dulles : 2300 Dulles Corner Blvd. 2300 Dulles Corner Blvd., Herndon, VA 20171 Call ~25.11 miles east of Upperville
  • Includes a pool: Open from 6a-10p, come enjoy our indoor pool with heated whirlpool.
  • High-end Airport hotel
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From$75
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Hyatt Place Chantilly / Dulles Airport South 4994 Westone Plaza, Chantilly, VA 20151 Call ~25.18 miles east of Upperville
  • Includes a pool: Seasonal Outdoor Pool open from Memorial Day Weekend to Labor Day Weekend
  • 3 star Airport property
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From$99
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Wingate by Wyndham Chantilly / Dulles Airport in Chantilly 3940 Centerview Dr., Chantilly, VA 20151 Call ~25.36 miles east of Upperville
  • Includes a pool: Indoor Heated Pool/Jacuzzi 9 AM to 10 PM daily No Lifeguard on Duty
  • 3 star Airport property
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From$80
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Hyatt Place Sterling Dulles Airport North : 21481 Ridgetop Circle 21481 Ridgetop Circle, Sterling, VA 20166 Call ~26.01 miles east of Upperville
  • Has swimming pool: Outdoor Pool
  • 3 star Airport hotel
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From$59
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