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
  • Pool in hotel
  • Inexpensive Rural hotel
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From$63
Average 3.0 /5 Review Score 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
  • Includes a pool: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Midscale Highway property
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From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Winchester South Stephens City by IHG in Stephens City
+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
  • Pool in hotel
  • Affordable Rural property
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From$68
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Front Royal : 9800 Winchester Rd.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
9800 Winchester Rd., Front Royal, VA 22630 +1-800-805-5223 ~6.62 miles southeast of Middletown
  • Pool in hotel: We have an indoor pool which is open from 8am-10pm
  • Mid-scale Suburban property
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From$107
Very Good 4.0 /5 Read Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va - Winchester
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
141 Kernstown Commons Blvd., Winchester, VA 22602 +1-888-965-1860 ~7.92 miles northeast of Middletown
  • Pool details: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Affordable Suburban property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Winchester Se Historic Gateway by IHG - Winchester
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
333 Front Royal Pike, Winchester, VA 22602 +1-888-788-5576 ~10.93 miles northeast of Middletown
  • Has swimming pool: Indoor
  • 3 star Suburban property
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From$69
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Sleep Inn & Suites Winchester Near University
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
140 Costello Dr., Winchester, VA 22602 +1-888-897-9207 ~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.
  • Economical Suburban property
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From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield by Marriott Inn & Suites Winchester - Winchester
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
250 Front Royal Pike, Winchester, VA 22602 +1-888-311-4278 ~11.10 miles northeast of Middletown
  • Pool details: Indoor Pool 6am - 10pm
  • Mid-scale Suburban property
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From$85
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area in 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 details: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • 3-star Highway property
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From$82
Very Good 4.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester in Winchester
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1055 Millwood Pike, Winchester, VA 22602 +1-888-734-9421 ~11.48 miles northeast of Middletown
  • Pool in hotel: Our Indoor Pool is open 7am-10pm
  • Three Star Suburban property
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From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel : 103 East Piccadilly St.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
103 East Piccadilly St., Winchester, VA 22601 +1-888-841-5292 ~12.62 miles northeast of Middletown
  • Has swimming pool
  • Midscale Downtown property
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From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
170 Getty Ln, Winchester, VA 22603 +1-888-455-5160 ~13.66 miles northeast of Middletown
  • Has a pool!
  • Midscale Suburban property
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From$74
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites in Winchester
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
142 Fox Ridge Lane, Winchester, VA 22603 +1-888-965-8297 ~14.75 miles northeast of Middletown
  • Has swimming pool: Indoor Heated Pool with Jacuzzi- Open 9am-10pm daily
  • 3 star Rural hotel
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From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn Winchester in Winchester
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1601 Martinsburg Pike, Winchester, VA 22603 +1-888-906-6358 ~14.97 miles northeast of Middletown
  • Includes a pool: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Two star Highway property
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From$77
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1150 Motel Dr., Woodstock, VA 22664 +1-888-749-6785 ~17.23 miles southwest of Middletown
  • Our hotel comes with a pool
  • Mid-scale Highway property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton by Hilton Martinsburg South Inwood in Inwood
+1-888-878-9982

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4758 Gerrardstown Rd., Inwood, WV 25428 +1-888-878-9982 ~26.30 miles northeast of Middletown
  • Pool available: 5ft. deep outdoor pool Hours: 9am-10pm Memorial day - Labor Day
  • High-end Rural property
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From$99
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Charles Town by IHG in Ranson
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
681 Flowing Springs Rd., Ranson, WV 25438 +1-888-389-4485 ~30.23 miles northeast of Middletown
  • Pool available: Outdoor, seasonal
  • Affordable Mountain hotel
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From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites : 1937 Short Rd.
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1937 Short Rd., Kearneysville, WV 25430 +1-888-389-4121 ~32.48 miles northeast of Middletown
  • Includes a pool: Outdoor pool 10:00 am to 11:00PM.
  • 3 star property
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From$55
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Martinsburg in Martinsburg
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
975 Foxcroft Ave., Martinsburg, WV 25401 +1-888-675-2083 ~32.90 miles northeast of Middletown
  • Pool in hotel: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • Mid-scale Highway property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Martinsburg
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
451 Foxcroft Ave., Martinsburg, WV 25401 +1-800-716-8490 ~33.71 miles northeast of Middletown
  • Includes a pool: Outdoor pool
  • 3 star hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Martinsburg - Martinsburg
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
301 Foxroft Ave., Martinsburg, WV 25401 +1-800-805-5223 ~33.74 miles northeast of Middletown
  • Pool available: The indoor pool is open from 6:00am-11:00pm daily.
  • Three Star Suburban property
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From$111
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town in Harpers Ferry
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 +1-888-965-1860 ~33.99 miles northeast of Middletown
  • Pool in hotel: 10am-10pm indoor
  • 3-star Mountain property
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From$72
Very Good 4.0 /5 Reviews Call BookMore Details
Baymont Inn & Suites Warrenton in Warrenton
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
7379 Comfort Inn Dr., Warrenton, VA 20187 +1-888-788-5576 ~34.05 miles southeast of Middletown
  • 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.
  • Low Cost Suburban property
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville Haymarket in Gainesville
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
7300 Atlas Walk Way, Gainesville, VA 20155 +1-888-897-9207 ~39.48 miles east of Middletown
  • We have a pool
  • Affordable Rural hotel
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From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Leesburg - Historic District by IHG
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
80 Prosperity Ave., Leesburg, VA 20175 +1-888-311-4278 ~39.57 miles east of Middletown
  • Pool in hotel: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Midscale hotel
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From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va - Leesburg
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
115 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-469-4795 ~39.87 miles east of Middletown
  • Pool details: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • Mid-scale Downtown property
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From$119
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Leesburg
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
117 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-734-9421 ~39.88 miles east of Middletown
  • Pool available: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • Midscale Suburban property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
SureStay Plus Hotel by Best Western Berkeley Springs in Berkeley Springs
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1776 Valley Rd., Berkeley Springs, WV 25411 +1-888-841-5292 ~39.89 miles north of Middletown
  • We have a pool
  • Midscale Resort hotel
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From$62
Very Good 4.0 /5 Reviews Call BookMore Details
Carradoc Hall Hotel & Conference Center - Leesburg by The Red Col - 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
  • Has swimming pool: Very Large outdoor pool with Furniture to go all around
  • Affordable Suburban hotel
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From$75
Poor 2.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Culpeper An Ihg Hotel : 787 Madison Rd.
+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
  • Has swimming pool: We have a lovely heated Indoor pool that is open from 7:00 am to 11:00 pm daily.
  • Mid-scale Rural hotel
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From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Baymont Inn & Suites Culpeper
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
791 a 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.
  • 3 star Rural hotel
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From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Culpeper in Culpeper
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
791 B Madison Rd., Culpeper, VA 22701 +1-888-749-6785 ~41.90 miles south of Middletown
  • Pool details: Outdoor pool. Open during the warm weather seasons.
  • 3 star Rural property
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From$72
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Home 2 Chantilly : 43340 Defender Dr.
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
43340 Defender Dr., Chantilly, VA 20152 +1-888-878-9982 ~42.33 miles east of Middletown
  • Has swimming pool: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • 4-star Airport property
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From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
Aloft by Marriott Dulles Airport North
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
22390 Flagstaff Plaza, Ashburn, VA 20148 +1-888-389-4485 ~42.86 miles east of Middletown
  • Has swimming pool: Indoor pool
  • 3 star Airport property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Manassas An Ihg Hotel - Manassas
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
10810 Battleview Pkwy., Manassas, VA 20109 +1-888-389-4121 ~43.60 miles east of Middletown
  • Pool in hotel: Great Big Indoor pool 8am to 9pm
  • Mid-scale Suburban hotel
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From$76
Very Good 4.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
6950 Nova Way Manassas Va 20109, Manassas, VA 20109 +1-888-675-2083 ~43.65 miles east of Middletown
  • Pool in hotel: 6am to 10pm Indoor
  • Midscale Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Battlefield Inn-Manassas
+1-800-716-8490

How should we direct your call?

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
  • Pool available: Large seasonal outdoor pool open 10am-10pm Patio area with lounging chairs
  • Economical Suburban hotel
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From$45
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Wyndham Garden Manassas : 10800 Vandor Lane
+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
  • Includes a pool: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Mid-scale Suburban hotel
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From$53
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Manassas : 7001 Infantry Ridge Rd.
+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 details: 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

How should we direct your call?

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
  • Pool details: Indoor/Outdoor Swimming pool
  • High-end Airport hotel
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From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Dulles North / Loudoun - Dulles
+1-888-897-9207

How should we direct your call?

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
  • Includes a pool: Indoor/Outdoor Swimming pool
  • 3 star Airport property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Manassas - Manassas
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
7295 Williamson Blvd., Manassas, VA 20109 +1-888-311-4278 ~44.05 miles east of Middletown
  • Pool details: Seasonal outdoor saltwater pool
  • Midscale Suburban property
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From$94
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Manassas Battlefield Park : 7345 Williamson Blvd.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
7345 Williamson Blvd., Manassas, VA 20109 +1-888-469-4795 ~44.11 miles east of Middletown
  • Includes a pool: Indoor pool
  • Affordable Suburban property
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From$129
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Suites Manassas Battlefield Park
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
7350 Williamson Blvd., Manassas, VA 20109 +1-888-734-9421 ~44.15 miles east of Middletown
  • Has swimming pool: Indoor pool with a Jacuzzi 15X25 Indoor
  • Three Star Highway hotel
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From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Ashburn Dulles North
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
20065 Lakeview Center Plaza, Ashburn, VA 20147 +1-888-841-5292 ~44.44 miles east of Middletown
  • Pool details: Indoor pool open from 10am-10pm
  • Midscale Suburban hotel
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From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Washington Dulles Airport Marriott - Dulles
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
45020 Aviation Dr., Dulles, VA 20166 +1-888-455-5160 ~44.88 miles east of Middletown
  • Pool in hotel: Indoor Pool: Everday from 6AM to 10PM Outdoor Pool: Seasonal
  • Midscale Airport hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
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