Chesapeake Beach Hotels with Pools - Outdoor/Indoor Pools in Chesapeake Beach MD

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

The Inn at Herrington Harbour
+1-888-389-4121

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7161 Lake Shore Dr., Rose Haven, MD 20714 ~3.89 miles north of Chesapeake Beach
  • With a pool!
  • High-end Beach property
More Photos Pool image of The Inn at Herrington Harbour
From$48
Average 3.0 /5 Reviews Call BookMore Details
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Holiday Inn Express in Prince Frederick
+1-888-675-2083

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355 Merrimac Court, Prince Frederick, MD 20678 ~9.63 miles south of Chesapeake Beach
  • Pool details: Indoor Pool Holds 10,000 gallons Hours are 5am to 10pm
  • Mid-scale hotel
More Photos Swimming pool at Holiday Inn Express
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Suites in Waldorf
+1-800-716-8490

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11765 Business Park Dr., Waldorf, MD 20601 ~19.57 miles west of Chesapeake Beach
  • Pool in hotel: Indoor heated pool
  • Mid-scale Suburban property
More Photos Swimming pool at Quality Suites
From$80
Poor 2.0 /5 Read Reviews Call BookMore Details
Towneplace by Marriott at Joint Base Andrews : 7800 Ferry Ave.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
7800 Ferry Ave., Clinton, MD 20735 ~20.27 miles west of Chesapeake Beach
  • Pool details: Heated Indoor Pool and Hot Tub
  • 3-star Suburban hotel
More Photos Pool image of Towneplace by Marriott at Joint Base Andrews
From$80
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Waldorf in Waldorf
+1-888-965-1860

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3020 Technology Pl, Waldorf, MD 20601 ~20.45 miles west of Chesapeake Beach
  • Includes a pool: Pool is open from 9am -9pm Outside pool Only open during summer months.
  • Affordable Suburban property
More Photos Pool image of Residence Inn by Marriott Waldorf
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Waldorf
+1-888-788-5576

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11370 Days Court, Waldorf, MD 20603 ~20.68 miles west of Chesapeake Beach
  • Includes a pool: Refreshing Salt Water Indoor Pool. Operation hours daily are 7:00 am to 10:00 pm.
  • Inexpensive Suburban property
More Photos Pool image of Holiday Inn Express Waldorf
From$70
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis
+1-888-897-9207

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189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.93 miles north of Chesapeake Beach
  • Has swimming pool: Indoor Swimming Pool with Whirlpool Spa Tub and Outdoor Patio Area Daily from 10:00am - 10:00pm Social Distancing required. Sign up for a 45 minute pool session at the Front Desk. Groups can book a time slot ahead of time.
  • 3 star Suburban property
More Photos Pool image of Springhill Suites by Marriott Annapolis
From$82
Average 3.0 /5 Recent Reviews Call BookMore Details
Sonesta Es Suites Annapolis - Annapolis
+1-888-311-4278

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170 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.95 miles north of Chesapeake Beach
  • Pool details: Seasonal Outdoor Pool
  • High-end Suburban hotel
More Photos Pool image of Sonesta Es Suites Annapolis
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Annapolis - Annapolis
+1-888-469-4795

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124 Womack Dr., Annapolis, MD 21401 ~21.09 miles north of Chesapeake Beach
  • Pool details: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Mid-scale Suburban property
More Photos Pool image of Hampton Inn & Suites Annapolis
From$70
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Annapolis - Annapolis
+1-888-734-9421

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2559 Riva Rd., Annapolis, MD 21401 ~21.19 miles north of Chesapeake Beach
  • We have a pool
  • Mid-scale Downtown hotel
More Photos Photo of Courtyard by Marriott Annapolis Pool
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Westin Annapolis in Annapolis
+1-888-841-5292

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100 Westgate Cir, Annapolis, MD 21401 ~21.24 miles north of Chesapeake Beach
  • Includes a pool: indoor pool. hours vary based upon season
  • 4 star Downtown hotel
More Photos Swimming pool at The Westin Annapolis
From$139
Very Good 4.0 /5 Review Score Call BookMore Details
Towneplace Suites by Marriott : 3700 Town Center Blvd.
+1-888-455-5160

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3700 Town Center Blvd., Bowie, MD 20716 ~21.47 miles northwest of Chesapeake Beach
  • Includes a swimming pool
  • Economical hotel
More Photos Photo of Towneplace Suites by Marriott Pool
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Annapolis - Annapolis
+1-888-965-8297

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2520 Riva Rd., Annapolis, MD 21401 ~21.52 miles north of Chesapeake Beach
  • Pool available: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • Low priced Suburban hotel
More Photos Swimming pool at Best Western Annapolis
From$84
Average 3.0 /5 Read Reviews Call BookMore Details
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Hilton Garden Inn Waldorf
+1-888-906-6358

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10385 O'donnell Place, Waldorf, MD 20603 ~21.57 miles west of Chesapeake Beach
  • Pool details: Indoor Pool & Whirlpool
  • 3 star Suburban property
More Photos Photo of Hilton Garden Inn Waldorf Pool
From$66
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis in Annapolis
+1-888-749-6785

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210 Holiday Court, Annapolis, MD 21401 ~21.58 miles north of Chesapeake Beach
  • Pool in hotel: Olympic Size Seasonal Outdoor Pool (open from Memorial Day until Labor Day). Lifeguard on duty.
  • Midscale Suburban property
More Photos Photo of Doubletree by Hilton Hotel Annapolis Pool
From$149
Average 3.0 /5 Latest Reviews Call BookMore Details
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Residence Inn by Marriott Upper Marlboro Joint Base Andrews
+1-888-878-9982

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1700 Ritchie Station Court, Capitol Heights, MD 20743 ~21.59 miles northwest of Chesapeake Beach
  • Has swimming pool: Our indoor heated pool is open from 10am- 10pm
  • 3 star Convention Center hotel
More Photos hotel room
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Conference Center
+1-888-389-4485

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4500 Crain Highway, Bowie, MD 20716 ~21.64 miles northwest of Chesapeake Beach
  • Has a pool!
  • Midscale Suburban hotel
More Photos Photo of Comfort Inn Conference Center Pool
From$135
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel
+1-888-389-4121

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173 Jennifer Rd., Annapolis, MD 21401 ~21.79 miles north of Chesapeake Beach
  • Pool details: Heated indoor pool; glass doors open all around in summer to make it an outdoor area. Sun deck area. Also large whirlpool tht seats 6. Hours vary.
  • 3-star Suburban hotel
More Photos Swimming pool at Crowne Plaza Annapolis An Ihg Hotel
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Bowie
+1-888-675-2083

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15202 Major Lansdale Blvd., Bowie, MD 20716 ~22.19 miles northwest of Chesapeake Beach
  • Pool in hotel: Outdoor pool
  • Midscale Suburban hotel
More Photos Photo of Hampton Inn Bowie Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Solomons in Solomons
+1-800-716-8490

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13100 Dowell Rd., Solomons, MD 20629 ~22.45 miles south of Chesapeake Beach
  • Pool in hotel: Seasonal Outdoor Pool available
  • 3-star Rural property
More Photos Swimming pool at Hilton Garden Inn Solomons
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn - Upper Marlboro
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
9421 Largo Dr. West, Upper Marlboro, MD 20774 ~22.56 miles northwest of Chesapeake Beach
  • Pool in hotel: Indoor 12Ft long pool; M-F 5pm-9pm; Sat-Sun 11pm-9pm.
  • Three Star Suburban hotel
More Photos Photo of Comfort Inn Pool
From$79
Average 3.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson Washington D.c. East Capitol Hei
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
8850 Hampton Mall Dr. North, Capitol Heights, MD 20743 ~22.69 miles northwest of Chesapeake Beach
  • Includes a pool: No pool on site.
  • Midscale Suburban property
More Photos Swimming pool at Country Inn & Suites by Radisson Washington D.c. East Capitol Hei
From$56
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
55 Hampton Park Blvd., Capitol Heights, MD 20743 ~22.73 miles northwest of Chesapeake Beach
  • Pool available: Under Renovation
  • Economy Suburban hotel
More Photos Photo of La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway Pool
From$65
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Washington DC East - Andrews AFB, an IHG Hote
+1-888-897-9207

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5001 Mercedes Blvd., Camp Springs, MD 20746 ~22.89 miles west of Chesapeake Beach
  • Pool in hotel: Jr. Olympic Sized Outdoor Pool
  • Affordable Suburban hotel
More Photos Swimming pool at Holiday Inn Express Washington DC East - Andrews AFB, an IHG Hote
From$77
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn Largo Medical Center Drive
+1-888-311-4278

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1330 Caraway Court, Largo, MD 20774 ~23.37 miles northwest of Chesapeake Beach
  • Pool available: Pool is open 6:00am - midnight Indoor Pool Depth 4.5ft.
  • 3 star Suburban hotel
More Photos Swimming pool at Residence Inn Largo Medical Center Drive
From$112
Very Good 4.0 /5 Reviews Call BookMore Details
Courtyard Largo Medical Center Drive
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1320 Caraway Court, Largo, MD 20774 ~23.37 miles northwest of Chesapeake Beach
  • Pool details: Indoor swimming pool open daily. Mon - Fri: 5 PM - 9 PM Sat - Sun: 10 AM - 10 PM
  • 3 star Highway property
More Photos Photo of Courtyard Largo Medical Center Drive Pool
From$95
Very Good 4.0 /5 Reviews Call BookMore Details
Kent Island Resort
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
500 Kent Manor Dr., Stevensville, MD 21666 ~23.57 miles northeast of Chesapeake Beach
  • Pool details: Outdoor (seasonal pool)
  • 4 star Riverfront hotel
More Photos Photo of Kent Island Resort Pool
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express I-95 Capitol Beltway-Largo, an IHG Hotel : 9101 Basil Court
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
9101 Basil Court, Largo, MD 20774 ~23.77 miles northwest of Chesapeake Beach
  • Pool details: Indoor Pool w/ Jacuzzi 4pm - 11pm hours may vary Special requests may be made
  • Three Star Suburban property
More Photos Photo of Holiday Inn Express I-95 Capitol Beltway-Largo, an IHG Hotel Pool
From$105
Very Good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lexington Park Patuxent
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
22769 Three Notch Rd., California, MD 20619 ~24.71 miles south of Chesapeake Beach
  • Includes a pool: Outdoor seasonal pool. Pool opens Memorial Day weekend and closes Labor Day weekend. Pool Hours: 10am-10pm
  • Affordable Suburban property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Lexington Park Patuxent
From$70
Average 3.0 /5 Read Reviews Call BookMore Details
Country Inn & Suites by Radisson, Lexington Park (Patuxent River in California
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
44941 Worth Ave., California, MD 20619 ~25.56 miles south of Chesapeake Beach
  • Pool in hotel: Indoor Heated Pool and Spa. Open from 6am to 10pm daily
  • 3-star Rural property
More Photos Pool image of Country Inn & Suites by Radisson, Lexington Park (Patuxent River
From$88
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Lexington Park California An Ihg Ho : 45260 Abell House Lane
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
45260 Abell House Lane, California, MD 20619 ~25.57 miles south of Chesapeake Beach
  • Pool available: We feature the only indoor, heated, saline pool in the area.
  • Cheap Rural hotel
More Photos Pool image of Holiday Inn Express & Suites Lexington Park California An Ihg Ho
From$88
Very Good 4.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Easton
+1-888-749-6785

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7018 Ocean Gateway, Easton, MD 21601 ~25.69 miles east of Chesapeake Beach
  • Pool details: out door swimming pool
  • 3-star hotel
More Photos hotel room
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western La Plata Inn
+1-888-878-9982

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6900 Crain Highway, La Plata, MD 20646 ~25.96 miles west of Chesapeake Beach
  • Pool available: Seasonal outdoor pool
  • Cheap Suburban property
More Photos Pool image of Best Western La Plata Inn
From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Kent Island in Grasonville
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
3206 Main St., Grasonville, MD 21638 ~26.02 miles northeast of Chesapeake Beach
  • Pool in hotel: Indoor pool open daily 5 AM-11PM
  • Affordable Riverfront hotel
More Photos Photo of Hilton Garden Inn Kent Island Pool
From$121
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Kent Narrows Inn
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
3101 Main St., Grasonville, MD 21638 ~26.04 miles northeast of Chesapeake Beach
  • Pool details: Indoor heated pool, sauna & jacuzzi open year around from 6am to 10pm.
  • Midscale Resort hotel
More Photos Swimming pool at Best Western Kent Narrows Inn
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Westin Washington National Harbor
+1-888-675-2083

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Oxon Hill Rd. Oxon Hill, Oxon Hill, MD 20745 ~26.04 miles west of Chesapeake Beach
  • Pool details: Indoor pool 8am - 10pm
  • High end Riverfront hotel
More Photos Swimming pool at The Westin Washington National Harbor
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel - Grasonville
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1020 Kent Narrows Rd., Grasonville, MD 21638 ~26.16 miles northeast of Chesapeake Beach
  • Pool available: Outdoor pool open from Memorial day to labor day 9am-9pm
  • 3-star Rural property
More Photos Swimming pool at Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
From$180
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn Oxon Hill
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
6363 Oxon Hill Rd., Oxon Hill, MD 20745 ~26.21 miles west of Chesapeake Beach
  • Pool in hotel: Outdoor pool. Hours of operation: 3:30 to 8 pm Mon to Fri & 12 - 8 pm Sat and Sun.
  • 3 star Downtown hotel
More Photos Photo of Comfort Inn Oxon Hill Pool
From$84
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Easton
+1-888-965-1860

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8058 Ocean Gateway, Easton, MD 21601 ~26.58 miles east of Chesapeake Beach
  • Pool available: Pool Hours 6am to 10pm
  • 2-star Downtown hotel
More Photos Swimming pool at Hampton Inn Easton
From$119
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Capital Beltway Washington DC : 5910 Princess Garden Pkwy.
+1-888-788-5576

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5910 Princess Garden Pkwy., Lanham, MD 20706 ~26.77 miles northwest of Chesapeake Beach
  • Pool available: Seasonal Outdoor Pool: Open from memorial Day through Labor Day between 1pm to 10pm daily.
  • Affordable Downtown property
More Photos Pool image of Best Western Capital Beltway Washington DC
From$63
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites National Harbor / Alexandria Area in Oxon Hill
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
250 Waterfront St., Oxon Hill, MD 20745 ~26.84 miles west of Chesapeake Beach
  • With a pool!
  • Three Star Suburban property
More Photos Swimming pool at Hampton Inn & Suites National Harbor / Alexandria Area
From$99
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Club Wyndham National Harbor
+1-888-311-4278

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250 Mariner Passage, National Harbor, MD 20745 ~26.85 miles west of Chesapeake Beach
  • Pool in hotel: 8am to 10pm Both Indoor and Outdoor
  • Mid-scale Downtown hotel
More Photos Swimming pool at Club Wyndham National Harbor
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Easton
+1-888-469-4795

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8561 Ocean Gateway, Easton, MD 21601 ~26.89 miles east of Chesapeake Beach
  • Pool in hotel: Indoor Pool & Whirlpool 9:00am-10:00pm
  • Affordable Rural hotel
More Photos Swimming pool at Holiday Inn Express Easton
From$115
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Lexington Park - Lexington Park
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
22211 Three Notch Rd., Lexington Park, MD 20653 ~27.37 miles south of Chesapeake Beach
  • Pool details: Outdoor Pool open Memorial Day through Labor Day
  • Mid-scale Highway hotel
More Photos Swimming pool at Hampton Inn Lexington Park
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay in Cambridge
+1-888-841-5292

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100 Heron Blvd., Cambridge, MD 21613 ~27.41 miles east of Chesapeake Beach
  • Pool in hotel
  • Four-star hotel
More Photos Pool image of Hyatt Regency Chesapeake Bay
From$159
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn DC Greenbelt
+1-888-455-5160

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7200 Hanover Dr., Greenbelt, MD 20770 ~28.72 miles northwest of Chesapeake Beach
  • Includes a pool: We have an outdoor season swimming pool. It is open from Memorial Day Weekend until Labor Day Weekend from 10am-9pm daily, weather permitting.
  • Mid-scale Suburban hotel
More Photos Pool image of Holiday Inn DC Greenbelt
From$56
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Washington DC Capitol Navy Yard
+1-888-965-8297

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50 M St. Se, Washington Dc, DC 20003 ~29.01 miles west of Chesapeake Beach
  • Has swimming pool: Indoor heated pool Hours are 6:00 am to 10:00 pm. All guest must be 18 years or older otherwise must be accompanied with an adult.
  • Affordable Downtown hotel
More Photos Swimming pool at Homewood Suites by Hilton Washington DC Capitol Navy Yard
From$129
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Alexandria Old Town Area South
+1-888-906-6358

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5821 Richmond Highway, Alexandria, VA 22303 ~29.20 miles west of Chesapeake Beach
  • Pool details: Our beautiful outdoor pool is open Memorial Day through Labor Day daily. A Licensed Life Guard is on duty during pool hours.
  • 3-star Suburban hotel
More Photos Photo of Hampton Inn & Suites Alexandria Old Town Area South Pool
From$159
Very Good 4.0 /5 Review Score Call BookMore Details
Capitol Skyline
+1-888-749-6785

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10 I St. Sw, Washington, DC 20024 ~29.22 miles northwest of Chesapeake Beach
  • Pool in hotel: The hotel's most famous feature is its glamorous competition-size pool, constantly voted the best in Washington, DC by local media outlet.
  • Affordable Downtown property
More Photos Photo of Capitol Skyline Pool
From$89
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn Alexandria Old Town / Duke Street by Marriott : 1456 Duke St.
+1-888-878-9982

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1456 Duke St., Alexandria, VA 22314 ~29.48 miles west of Chesapeake Beach
  • Has swimming pool
  • Three Star Suburban property
More Photos Photo of Residence Inn Alexandria Old Town / Duke Street by Marriott Pool
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details

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