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

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

Ramada by Wyndham Strasburg
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
21 Signal Knob Dr., Strasburg, VA 22657 +1-888-389-4121 ~3.85 miles west of Middletown
  • We have a pool
  • Inexpensive Rural hotel
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From$63
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South - Stephens City
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
167 Town Run Lane, Stephens City, VA 22655 +1-888-675-2083 ~5.03 miles northeast of Middletown
  • Pool in hotel: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Three Star Highway property
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From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
165 Town Run Ln, Stephens City, VA 22655 +1-800-716-8490 ~5.03 miles northeast of Middletown
  • With a pool!
  • Affordable Rural hotel
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From$68
Very Good 4.0 /5 Read Reviews Call BookMore Details
Country Inn & Suites
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
141 Kernstown Commons Blvd., Winchester, VA 22602 +1-800-805-5223 ~7.92 miles northeast of Middletown
  • Includes a pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Mid-scale Suburban property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Winchester Va - Winchester
+1-888-965-1860

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2951 Valley Ave., Winchester, VA 22601 +1-888-965-1860 ~9.56 miles northeast of Middletown
  • With a pool!
  • Low Cost Suburban hotel
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Sleep Inn & Suites
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
140 Costello Dr., Winchester, VA 22602 +1-888-788-5576 ~11.08 miles northeast of Middletown
  • 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.
  • Cheap Suburban property
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From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott
+1-888-897-9207

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250 Front Royal Pike, Winchester, VA 22602 +1-888-897-9207 ~11.10 miles northeast of Middletown
  • Has swimming pool: Indoor Pool 6am - 10pm
  • 3 star Suburban property
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From$85
Average 3.0 /5 Review Score Call BookMore Details
Travelodge by Wyndham Winchester : 160 Front Royal Pike
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
160 Front Royal Pike, Winchester, VA 22602 +1-888-311-4278 ~11.33 miles northeast of Middletown
  • Pool details: Pool is outdoor. It generally opens by middle of May and closes by end of September. Again it depends on weather conditions at that time.
  • Two-star Suburban property
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From$49
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Hampton Inn Winchester University / Mall Area - Winchester
+1-888-469-4795

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640 East Jubal Early Dr., Winchester, VA 22601 +1-888-469-4795 ~11.44 miles northeast of Middletown
  • Pool in hotel: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Midscale Highway property
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From$82
Very Good 4.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Winchester Medical Center
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
300 Marriott Dr., Winchester, VA 22603 +1-888-734-9421 ~12.17 miles north of Middletown
  • Pool in hotel: Indoor Pool and Whirlpool (Heated) Hours are 6:00 am - 11:00 pm
  • Affordable Suburban property
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From$89
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Microtel Inn & Suites by Wyndham Winchester - Winchester
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
150 Faraday Plaza, Winchester, VA 22603 +1-888-841-5292 ~12.60 miles northeast of Middletown
  • Has swimming pool: Indoor Pool - 10a-10pm
  • 2 star Highway hotel
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From$60
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The George Washington a Wyndham Grand Hotel - Winchester
+1-888-455-5160

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103 East Piccadilly St., Winchester, VA 22601 +1-888-455-5160 ~12.62 miles northeast of Middletown
  • Has swimming pool
  • Midscale Downtown hotel
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From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester - Winchester
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
170 Getty Ln, Winchester, VA 22603 +1-888-965-8297 ~13.66 miles northeast of Middletown
  • We have a pool
  • Midscale Suburban property
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From$74
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
142 Fox Ridge Lane, Winchester, VA 22603 +1-888-906-6358 ~14.75 miles northeast of Middletown
  • Includes a pool: 9am-10pm Indoor with Jacuzzi
  • Three Star Rural property
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From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Winchester
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603 +1-888-749-6785 ~14.97 miles northeast of Middletown
  • Includes a pool: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Low priced Highway property
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From$77
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah - Woodstock
+1-888-878-9982

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1011 Motel Dr., Woodstock, VA 22664 +1-888-878-9982 ~16.87 miles southwest of Middletown
  • Has swimming pool: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • Two-star Highway hotel
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From$81
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites in Woodstock
+1-888-389-4485

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1150 Motel Dr., Woodstock, VA 22664 +1-888-389-4485 ~17.23 miles southwest of Middletown
  • Our hotel comes with a pool
  • 3-star Highway property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn
+1-888-389-4121

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410 West Main St., Luray, VA 22835 +1-888-389-4121 ~26.86 miles south of Middletown
  • Pool available: 10am to 10 pm weather premating, seasonal out door ,
  • Midscale Downtown hotel
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From$69
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Goodstone Inn & Restaurant
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
36205 Snake Hill Rd., Middleburg, VA 20117 +1-888-675-2083 ~28.42 miles east of Middletown
  • Has swimming 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 Hotel Reviews Call BookMore Details
Holiday Inn Express Charles Town by Ihg
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
681 Flowing Springs Rd., Ranson, WV 25438 +1-800-716-8490 ~30.23 miles northeast of Middletown
  • Has swimming pool: Outdoor, seasonal
  • Affordable Mountain property
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From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites : 1937 Short Rd.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1937 Short Rd., Kearneysville, WV 25430 +1-800-805-5223 ~32.48 miles northeast of Middletown
  • Pool available: Outdoor pool 10:00 am to 11:00PM.
  • 3 star property
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From$55
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Hampton Inn Martinsburg
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
975 Foxcroft Ave., Martinsburg, WV 25401 +1-888-965-1860 ~32.90 miles northeast of Middletown
  • Has swimming pool: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Three Star Highway property
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From$80
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Clarion Inn Harpers Ferry Charles Town - Harpers Ferry
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 +1-888-788-5576 ~33.99 miles northeast of Middletown
  • Pool details: 10am-10pm indoor
  • Midscale Mountain hotel
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From$72
Very Good 4.0 /5 Review Score Call BookMore Details
Baymont Inn & Suites Warrenton in Warrenton
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
7379 Comfort Inn Dr., Warrenton, VA 20187 +1-888-897-9207 ~34.05 miles southeast of Middletown
  • Pool details: 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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Holiday Inn Express Hotel & Suites Warrenton by IHG in Warrenton
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
410 Holiday Court, Warrenton, VA 20186 +1-888-311-4278 ~34.07 miles southeast of Middletown
  • Has swimming pool: We have an outdoor, seasonal pool that is open between Labor Day and Memorial Day, between the hours of 8:00am and 10:00pm.
  • 3-star Suburban property
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From$80
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Best Western Leesburg Hotel & Conference Center
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
726 East Market St., Leesburg, VA 20176 +1-888-469-4795 ~39.73 miles east of Middletown
  • Has swimming pool: Our lovely seasonal outdoor swimming pool sits in a private courtyard. Best Practices for Hotel Pool and Fitness Center in compliance with State Ordinances which will govern the Opening Date as well.
  • 3 star Suburban hotel
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From$82
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-734-9421 ~39.87 miles east of Middletown
  • Includes a pool: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Three Star Downtown hotel
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From$119
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Leesburg in Leesburg
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-841-5292 ~39.88 miles east of Middletown
  • Has swimming pool: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Three Star Suburban property
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From$80
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Clarion Hotel & Conference Center Leesburg in Leesburg
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1500 East Market St., Leesburg, VA 20176 +1-888-455-5160 ~40.85 miles east of Middletown
  • Pool available: Very Large outdoor pool with Furniture to go all around
  • 3-star Suburban hotel
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From$75
Poor 2.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Culpeper An Ihg Hotel
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
787 Madison Rd., Culpeper, VA 22701 +1-888-965-8297 ~41.87 miles south of Middletown
  • Pool in hotel: We have a lovely heated Indoor pool that is open from 7:00 am to 11:00 pm daily.
  • 3 star Rural hotel
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From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Baymont Inn & Suites Culpeper - Culpeper
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
791 Madison Rd., Culpeper, VA 22701 +1-888-906-6358 ~41.90 miles south of Middletown
  • Includes a pool: Outdoor pool. Open during the warm weather seasons.
  • Affordable Rural hotel
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From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Home 2 Chantilly
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
43340 Defender Dr., Chantilly, VA 20152 +1-888-749-6785 ~42.33 miles east of Middletown
  • Pool in hotel: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • 4 star Airport property
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From$109
Average 3.0 /5 Reviews Call BookMore Details
Aloft Dulles Airport North : 22390 Flagstaff Plaza
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
22390 Flagstaff Plaza, Ashburn, VA 20148 +1-888-878-9982 ~42.86 miles east of Middletown
  • Has swimming pool: Indoor pool
  • Affordable Airport hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Dulles North - Ashburn
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
22400 Flagstaff Plaza, Ashburn, VA 20148 +1-888-389-4485 ~42.91 miles east of Middletown
  • Pool in hotel: Indoor Pool
  • 3 star Suburban hotel
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From$64
Very Good 4.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield in Manassas
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
6950 Nova Way Manassas Va 20109, Manassas, VA 20109 +1-888-389-4121 ~43.65 miles east of Middletown
  • Pool in hotel: 6am to 10pm Indoor
  • 3-star Suburban property
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From$80
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Courtyard by Marriott Manassas Battlefield Park
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
10701 Battleview Pkwy., Manassas, VA 20109 +1-888-675-2083 ~43.71 miles east of Middletown
  • Includes a pool: Indoor pool, open weekdays 5PM-10PM and weekends/holidays 10AM-10PM. Depth from 3 to 5 foot.
  • 3 star Suburban property
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From$70
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Battlefield Inn
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
10820 Balls Ford Rd., Manassas, VA 20109 +1-800-716-8490 ~43.81 miles east of Middletown
  • Includes a pool: Large seasonal outdoor pool open 10am-10pm Patio area with lounging chairs
  • Low priced Suburban hotel
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From$45
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Wyndham Garden Manassas in Manassas
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
10800 Vandor Lane, Manassas, VA 20109 +1-800-805-5223 ~43.81 miles east of Middletown
  • Pool available: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Affordable Suburban property
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From$53
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Manassas
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
7001 Infantry Ridge Rd., Manassas, VA 20109 +1-888-965-1860 ~43.82 miles east of Middletown
  • Pool in hotel: Indoor Pool
  • Midscale hotel
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From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun : 44610 Waxpool Rd.
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
44610 Waxpool Rd., Ashburn, VA 20147 +1-888-788-5576 ~43.91 miles east of Middletown
  • Includes a pool: Indoor/Outdoor Swimming pool
  • 3-star Airport property
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From$80
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Homewood Suites by Hilton Dulles-North/Loudoun
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
44620 Waxpool Rd., Dulles, VA 20147 +1-888-897-9207 ~43.93 miles east of Middletown
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • Midscale Airport property
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From$95
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Comfort Suites Manassas Battlefield Park
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
7350 Williamson Blvd., Manassas, VA 20109 +1-888-311-4278 ~44.15 miles east of Middletown
  • Has swimming pool: Indoor pool with a Jacuzzi 15X25 Indoor
  • Three Star Highway property
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From$90
Average 3.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North : 20065 Lakeview Center Plaza
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
20065 Lakeview Center Plaza, Ashburn, VA 20147 +1-888-469-4795 ~44.44 miles east of Middletown
  • Pool in hotel: Indoor pool open from 10am-10pm
  • 3 star Suburban hotel
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From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Washington Dulles Airport Marriott : 45020 Aviation Dr.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
45020 Aviation Dr., Dulles, VA 20166 +1-888-734-9421 ~44.88 miles east of Middletown
  • Pool in hotel: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • 3-star Airport property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
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