Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Middletown Hotels with Outdoor or Indoor Pools

Quality Inn Stephens City - Winchester South
+1-888-389-4121
167 Town Run Lane, Stephens City, VA 22655 ~5.03 miles northeast of Middletown
  • Pool in hotel: The outdoor seasonal pool is open from 9:00am to 9:00pm
  • Midscale Highway hotel
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Middletown" Get Alexa Skill →
Holiday Inn Express in Stephens City
+1-888-675-2083
165 Town Run Ln, Stephens City, VA 22655 ~5.03 miles northeast of Middletown
  • We have a pool ready for use
  • Three Star Rural hotel
From$68
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Front Royal Blue Ridge Shadows - Front Royal
+1-800-716-8490
111 Hospitality Dr., Front Royal, VA 22630 ~5.99 miles east of Middletown
  • Pool available: Heated Indoor Pool and Hot Tub 7:30am - 10:00 pm
  • Mid-scale Golf Course hotel
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Front Royal
+1-800-805-5223
9800 Winchester Rd., Front Royal, VA 22630 ~6.62 miles southeast of Middletown
  • Pool details: We have an indoor pool which is open from 8am-10pm
  • Affordable Suburban hotel
From$107
Very Good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va : 141 Kernstown Commons Blvd.
+1-888-965-1860
141 Kernstown Commons Blvd., Winchester, VA 22602 ~7.99 miles northeast of Middletown
  • Has swimming pool: Indoor heated pool & hot tub open daily from 6am-12am (midnight)
  • Affordable Suburban hotel
From$85
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Motel 6 Winchester Va : 2951 Valley Ave.
+1-888-788-5576
2951 Valley Ave., Winchester, VA 22601 ~9.56 miles northeast of Middletown
  • Our hotel comes with a pool
  • 2-star Suburban hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites in Winchester
+1-888-897-9207
140 Costello Dr., Winchester, VA 22602 ~11.08 miles northeast of Middletown
  • Has swimming 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.
  • Low priced Suburban hotel
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester
+1-888-311-4278
250 Front Royal Pike, Winchester, VA 22601 ~11.10 miles northeast of Middletown
  • Includes a pool: Indoor pool open daily from 9:00AM - 10:00PM
  • Three Star Suburban property
From$88
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Winchester
+1-888-469-4795
120 Wingate Dr., Winchester, VA 22601 ~11.30 miles northeast of Middletown
  • Includes a pool: Indoor Pool and Whirlpool. Open 5AM - 10PM.
  • Midscale Highway hotel
From$90
Very Good 4.5 /5 Reviews Call BookMore Details
Travelodge by Wyndham Winchester in Winchester
+1-888-734-9421
160 Front Royal Pike, Winchester, VA 22602 ~11.33 miles northeast of Middletown
  • Includes a pool: 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.
  • Low Cost Suburban hotel
From$49
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Inn & Conference Center : 711 Millwood Ave.
+1-888-841-5292
711 Millwood Ave., Winchester, VA 22601 ~11.42 miles northeast of Middletown
  • Pool in hotel: Labor day to Memorial Day Outdoor
  • Low-priced Highway hotel
From$55
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area
+1-888-455-5160
640 East Jubal Early Dr., Winchester, VA 22601 ~11.44 miles northeast of Middletown
  • Has swimming pool: Seasonal Outdoor Pool that is open from 8 am to 10 pm
  • Three Star Highway property
From$82
Very Good 4.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester
+1-888-965-8297
1055 Millwood Pike, Winchester, VA 22602 ~11.48 miles northeast of Middletown
  • Pool details: Our Indoor Pool is open 6am-11pm
  • Inexpensive Suburban hotel
From$60
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Winchester
+1-888-906-6358
300 Marriott Dr., Winchester, VA 22603 ~12.17 miles north of Middletown
  • Has swimming pool: Indoor Pool and Whirlpool (Heated) Hours are 6:00 am - 11:00 pm
  • 3 star Suburban property
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester in Winchester
+1-888-749-6785
150 Faraday Plaza, Winchester, VA 22603 ~12.60 miles northeast of Middletown
  • Has swimming pool: Indoor Pool - 10a-10pm
  • Cheap Highway hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Middletown" Get Alexa Skill →
The George Washington a Wyndham Grand Hotel
+1-888-878-9982
103 East Piccadilly St., Winchester, VA 22601 ~12.62 miles northeast of Middletown
  • Includes a pool
  • Midscale Downtown hotel
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA
+1-888-389-4485
1204 Berryville Ave., Winchester, VA 22601 ~13.29 miles northeast of Middletown
  • Pool details: We feature a beautiful outdoor pool and sundeck, which is open Memorial Day through Labor Day. The pool is open in season from 9 am - 10 pm.
  • Affordable Highway hotel
From$84
Very Good 4.0 /5 Review Score Call BookMore Details
Towneplace Suites by Marriott Winchester - Winchester
+1-888-389-4121
170 Getty Ln, Winchester, VA 22603 ~13.66 miles northeast of Middletown
  • Includes a swimming pool
  • 3 star Suburban hotel
From$74
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-675-2083
142 Fox Ridge Lane, Winchester, VA 22603 ~14.75 miles northeast of Middletown
  • Has swimming pool: 9am-10pm Indoor with Jacuzzi
  • 3 star Rural property
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn in Winchester
+1-800-716-8490
1601 Martinsburg Pike, Winchester, VA 22603 ~14.97 miles northeast of Middletown
  • Pool available: Our Seasonal Outdoor Pool hours are 9AM-10PM.
  • Low Cost Highway property
From$77
Very Good 4.0 /5 Review Score Call BookMore Details
TRU by Hilton Winchester - Winchester
+1-800-805-5223
118 Mercedes Court, Winchester, VA 22603 ~15.15 miles northeast of Middletown
  • Our hotel comes with a pool
  • Affordable hotel
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah
+1-888-965-1860
1011 Motel Dr., Woodstock, VA 22664 ~16.87 miles southwest of Middletown
  • Pool available: Outdoor Pool open Memorial Day Weekend,- May through Labor Day,September.
  • 2-star Highway hotel
From$81
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites - Woodstock
+1-888-788-5576
1150 Motel Dr., Woodstock, VA 22664 ~17.23 miles southwest of Middletown
  • Includes a pool
  • 3 star Highway property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn
+1-888-897-9207
410 West Main St., Luray, VA 22835 ~26.86 miles south of Middletown
  • Pool in hotel: 10am to 10 pm weather premating, seasonal out door ,
  • Affordable Downtown property
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Charles Town An Ihg Hotel in Ranson
+1-888-311-4278
681 Flowing Springs Rd., Ranson, WV 25438 ~30.23 miles northeast of Middletown
  • Has swimming pool: Outdoor, seasonal
  • Three Star Mountain property
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Airlie Hotel in Warrenton
+1-888-469-4795
6809 Airlie Rd., Warrenton, VA 20187 ~32.28 miles southeast of Middletown
  • Has a pool!
  • 4 star property
From$160
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites : 1937 Short Rd.
+1-888-734-9421
1937 Short Rd., Kearneysville, WV 25430 ~32.48 miles northeast of Middletown
  • Pool details: Outdoor pool 10:00 am to 11:00PM.
  • Three Star hotel
From$55
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Martinsburg - Martinsburg
+1-888-841-5292
975 Foxcroft Ave., Martinsburg, WV 25401 ~32.90 miles northeast of Middletown
  • Includes a pool: Outdoor pool. Opens Memorial Weekend and closes after Labor Day. Hours: 9 AM to 10 PM
  • 3 star Highway hotel
From$98
Very Good 4.5 /5 Reviews Call BookMore Details
Clarion Inn Harpers Ferry Charles Town
+1-888-455-5160
4328 William L Wilson Fwy, Harpers Ferry, WV 25425 ~33.99 miles northeast of Middletown
  • Pool in hotel: 10am-10pm indoor
  • 3-star Mountain hotel
From$72
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baymont Inn & Suites Warrenton - Warrenton
+1-888-965-8297
7379 Comfort Inn Dr., Warrenton, VA 20187 ~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 priced Suburban hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel - Warrenton
+1-888-906-6358
410 Holiday Court, Warrenton, VA 20186 ~34.07 miles southeast of Middletown
  • Pool details: We have an outdoor, seasonal pool that is open between Labor Day and Memorial Day, between the hours of 8:00am and 10:00pm.
  • Midscale Suburban hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket - Gainesville
+1-888-749-6785
7300 Atlas Walk Way, Gainesville, VA 20155 ~39.48 miles east of Middletown
  • We have a pool
  • Three Star Rural hotel
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Suites Leesburg : 80 Prosperity Ave.
+1-888-878-9982
80 Prosperity Ave., Leesburg, VA 20175 ~39.57 miles east of Middletown
  • Pool details: Indoor Heated Pool with whirlpool. Outdoor patio connects to indoor pool, sun chairs available on the patio.
  • Affordable property
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center
+1-888-389-4485
726 East Market St., Leesburg, VA 20176 ~39.73 miles east of Middletown
  • Pool details: 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.
  • Affordable Suburban property
From$82
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg Va in Leesburg
+1-888-389-4121
115 Fort Evans Rd. Ne, Leesburg, VA 20176 ~39.87 miles east of Middletown
  • Pool available: Outdoor Pool Open from 8:00 AM to 10:00 PM Pool open every year from Memorial Day to Labor Day
  • 3 star Downtown hotel
From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites : 117 Fort Evans Rd. Ne
+1-888-675-2083
117 Fort Evans Rd. Ne, Leesburg, VA 20176 ~39.88 miles east of Middletown
  • Pool available: Indoor Heated Pool 524 square feet 3-5ft Deep Open 6am-10pm
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Hotel & Conference Center Leesburg in Leesburg
+1-800-716-8490
1500 East Market St., Leesburg, VA 20176 ~40.85 miles east of Middletown
  • Has swimming pool: Very Large outdoor pool with Furniture to go all around
  • 3-star Suburban hotel
Holiday Inn Express Hotel & Suites Culpeper An Ihg Hotel : 787 Madison Rd.
+1-800-805-5223
787 Madison Rd., Culpeper, VA 22701 ~41.87 miles south of Middletown
  • Includes a pool: We have a lovely heated Indoor pool that is open from 7:00 am to 11:00 pm daily.
  • Midscale Rural property
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Baymont Inn & Suites Culpeper in Culpeper
+1-888-965-1860
791 Madison Rd., Culpeper, VA 22701 ~41.90 miles south of Middletown
  • Pool details: Outdoor pool. Open during the warm weather seasons.
  • Mid-scale Rural hotel
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Home 2 Chantilly in Chantilly
+1-888-788-5576
43340 Defender Dr., Chantilly, VA 20152 ~42.33 miles east of Middletown
  • Pool in hotel: • INDOOR SWIMMING POOL is available 6 AM to 10 PM
  • Expensive Airport property
From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Culpeper : 18411 Gate Rd.
+1-888-897-9207
18411 Gate Rd., Culpeper, VA 22701 ~42.77 miles south of Middletown
  • Has swimming pool
  • 3 star hotel
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Aloft Dulles North
+1-888-311-4278
22390 Flagstaff Plaza, Ashburn, VA 20148 ~42.86 miles east of Middletown
  • Includes a pool: Indoor pool
  • Three Star Airport property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Dulles North : 22400 Flagstaff Plaza
+1-888-469-4795
22400 Flagstaff Plaza, Ashburn, VA 20148 ~42.91 miles east of Middletown
  • Pool in hotel: Indoor Pool
  • Three Star Suburban hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Manassas Battlefield
+1-888-734-9421
6950 Nova Way Manassas Va 20109, Manassas, VA 20109 ~43.65 miles east of Middletown
  • Includes a pool: 6am to 10pm Indoor
  • Midscale Suburban hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Manassas Battlefield Park - Manassas
+1-888-841-5292
10701 Battleview Pkwy., Manassas, VA 20109 ~43.71 miles east of Middletown
  • Pool available: Indoor pool, open weekdays 5PM-10PM and weekends/holidays 10AM-10PM. Depth from 3 to 5 foot.
  • Midscale Suburban property
From$70
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Battlefield Inn : 10820 Balls Ford Rd.
+1-888-455-5160
10820 Balls Ford Rd., Manassas, VA 20109 ~43.81 miles east of Middletown
  • Includes a pool: Large seasonal outdoor pool open 10am-10pm Patio area with lounging chairs
  • Two-star Suburban property
From$45
Very Good 4.0 /5 Read Reviews Call BookMore Details
Wyndham Garden Manassas - Manassas
+1-888-965-8297
10800 Vandor Lane, Manassas, VA 20109 ~43.81 miles east of Middletown
  • Pool details: We offer Indoor Heated Pool and Out Door Pool (seasonal)
  • Three Star Suburban property
From$53
Average 3.0 /5 Hotel Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun in Ashburn
+1-888-906-6358
44610 Waxpool Rd., Ashburn, VA 20147 ~43.91 miles east of Middletown
  • Pool available: Indoor/Outdoor Swimming pool
  • Three Star Airport hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Dulles North / Loudoun in Dulles
+1-888-749-6785
44620 Waxpool Rd., Dulles, VA 20147 ~43.93 miles east of Middletown
  • Pool in hotel: Indoor/Outdoor Swimming pool
  • 3 star Airport hotel
From$95
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Manassas
+1-888-878-9982
7295 Williamson Blvd., Manassas, VA 20109 ~44.05 miles east of Middletown
  • Pool available: Seasonal outdoor saltwater pool
  • Midscale Suburban property
From$94
Very Good 4.0 /5 Reviews Call BookMore Details

Next: Show All Available Middletown Hotels with Pricing
Back to Top