Eastern Chesapeake Shore Hotels with Outdoor or Indoor Pools

Best Western Denton Inn : 521 Fleetwood Rd.
+1-888-389-4121
521 Fleetwood Rd., Denton, MD 21629 +1-888-389-4121 ~11.09 miles east of Eastern Chesapeake Shore
  • Has swimming pool
  • 3-star Highway property
From$68
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Easton : 8561 Ocean Gateway
+1-888-675-2083
8561 Ocean Gateway, Easton, MD 21601 +1-888-675-2083 ~11.32 miles south of Eastern Chesapeake Shore
  • Pool in hotel: Indoor Pool & Whirlpool 9:00am-10:00pm
  • 3 star Rural property
From$115
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
+1-800-716-8490
1020 Kent Narrows Rd., Grasonville, MD 21638 +1-800-716-8490 ~11.92 miles west of Eastern Chesapeake Shore
  • Includes a pool: Outdoor pool open from Memorial day to labor day 9am-9pm
  • Affordable Rural property
From$180
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Kent Island
+1-800-805-5223
3206 Main St., Grasonville, MD 21638 +1-800-805-5223 ~12.01 miles west of Eastern Chesapeake Shore
  • Pool details: Indoor pool open daily 5 AM-11PM
  • 3 star Riverfront hotel
From$121
Very good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Kent Narrows Inn
+1-888-965-1860
3101 Main St., Grasonville, MD 21638 +1-888-965-1860 ~12.13 miles west of Eastern Chesapeake Shore
  • Pool available: Indoor heated pool, sauna & jacuzzi open year around from 6am to 10pm.
  • 3 star Resort property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Easton
+1-888-788-5576
8058 Ocean Gateway, Easton, MD 21601 +1-888-788-5576 ~12.27 miles south of Eastern Chesapeake Shore
  • Pool in hotel: Pool Hours 6am to 10pm
  • Low priced Downtown property
From$119
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Easton
+1-888-897-9207
7018 Ocean Gateway, Easton, MD 21601 +1-888-897-9207 ~14.23 miles south of Eastern Chesapeake Shore
  • Pool details: out door swimming pool
  • Affordable hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Kent Island Resort - Stevensville
+1-888-311-4278
500 Kent Manor Dr., Stevensville, MD 21666 +1-888-311-4278 ~16.00 miles west of Eastern Chesapeake Shore
  • Pool in hotel: Outdoor (seasonal pool)
  • 4-star Riverfront hotel
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Chestertown in Chestertown
+1-888-469-4795
150 Scheeler Rd., Chestertown, MD 21620 +1-888-469-4795 ~19.70 miles north of Eastern Chesapeake Shore
  • Pool details: Outdoor seasonal pool. Open 8am-10pm
  • Affordable Suburban property
From$90
Very good 4.0 /5 Reviews Call BookMore Details
The Westin Annapolis in Annapolis
+1-888-734-9421
100 Westgate Cir, Annapolis, MD 21401 +1-888-734-9421 ~26.17 miles west of Eastern Chesapeake Shore
  • Pool in hotel: indoor pool. hours vary based upon season
  • Four-star Downtown hotel
From$139
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay - Cambridge
+1-888-841-5292
100 Heron Blvd., Cambridge, MD 21613 +1-888-841-5292 ~26.47 miles south of Eastern Chesapeake Shore
  • With a pool!
  • High end hotel
From$159
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel
+1-888-455-5160
173 Jennifer Rd., Annapolis, MD 21401 +1-888-455-5160 ~28.23 miles west of Eastern Chesapeake Shore
  • Includes a pool: 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.
  • Affordable Suburban property
From$80
Very good 4.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis
+1-888-965-8297
210 Holiday Court, Annapolis, MD 21401 +1-888-965-8297 ~28.48 miles west of Eastern Chesapeake Shore
  • Includes a pool: Olympic Size Seasonal Outdoor Pool (open from Memorial Day until Labor Day). Lifeguard on duty.
  • 3 star Suburban hotel
From$149
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Annapolis in Annapolis
+1-888-906-6358
124 Womack Dr., Annapolis, MD 21401 +1-888-906-6358 ~28.48 miles west of Eastern Chesapeake Shore
  • Includes a pool: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • 3-star Suburban hotel
From$70
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Annapolis : 2520 Riva Rd.
+1-888-749-6785
2520 Riva Rd., Annapolis, MD 21401 +1-888-749-6785 ~28.52 miles west of Eastern Chesapeake Shore
  • Has swimming pool: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • Economical Suburban hotel
From$84
Average 3.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis in Annapolis
+1-888-878-9982
189 Admiral Cochrane Dr., Annapolis, MD 21401 +1-888-878-9982 ~28.58 miles west of Eastern Chesapeake Shore
  • Pool details: 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
From$82
Average 3.0 /5 Latest Reviews Call BookMore Details
Sonesta Es Suites Annapolis : 170 Admiral Cochrane Dr.
+1-888-389-4485
170 Admiral Cochrane Dr., Annapolis, MD 21401 +1-888-389-4485 ~28.59 miles west of Eastern Chesapeake Shore
  • Has swimming pool: Seasonal Outdoor Pool
  • High-end Suburban hotel
From$99
Very good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Annapolis - Annapolis
+1-888-389-4121
2559 Riva Rd., Annapolis, MD 21401 +1-888-389-4121 ~28.70 miles west of Eastern Chesapeake Shore
  • With a pool!
  • Three Star Downtown property
From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Dover
+1-888-675-2083
1706 North Dupont Highway, Dover, DE 19901 +1-888-675-2083 ~30.35 miles northeast of Eastern Chesapeake Shore
  • Pool details: **COVID may have affected some hotel amenities, please inquire with your group/event coordinator**Indoor pool and hot tub open daily 6am-10pm
  • 3-star Suburban property
From$84
Very good 4.5 /5 Reviews Call BookMore Details
Best Western Galaxy Inn
+1-800-716-8490
1700 East Lebanon Rd., Dover, DE 19901 +1-800-716-8490 ~30.83 miles east of Eastern Chesapeake Shore
  • Pool in hotel: Seasonal outdoor pool. Open from May through September. 12am to 9:30pm.
  • Midscale Suburban property
From$70
Average 3.5 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Dover, DE in Dover
+1-800-805-5223
222 South Dupont Highway, Dover, DE 19901 +1-800-805-5223 ~30.88 miles east of Eastern Chesapeake Shore
  • Has swimming pool: 6am - 10pm
  • Low priced Downtown hotel
From$99
Very good 4.0 /5 Reviews Call BookMore Details
Wyndham Garden Dover Downtown in Dover
+1-888-965-1860
561 North Dupont Highway, Dover, DE 19901 +1-888-965-1860 ~30.93 miles northeast of Eastern Chesapeake Shore
  • Pool in hotel: We have an outdoor seasonal pool. Open daily 9:00am to 9:00pm Memorial Day to Labor Day.
  • 3 star Downtown hotel
From$71
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites - Dover
+1-888-788-5576
764 Dover Leipsic Rd., Dover, DE 19901 +1-888-788-5576 ~31.47 miles northeast of Eastern Chesapeake Shore
  • Pool in hotel
  • 3 star Suburban property
From$83
Very good 4.5 /5 Review Score Call BookMore Details
The Inn at Herrington Harbour - Rose Haven
+1-888-897-9207
7161 Lake Shore Dr., Rose Haven, MD 20714 +1-888-897-9207 ~31.87 miles west of Eastern Chesapeake Shore
  • We have a pool ready for use
  • Expensive Beach property
From$48
Average 3.0 /5 Latest Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Milford - Milford
+1-888-311-4278
106 Silicato Pkwy., Milford, DE 19963 +1-888-311-4278 ~32.24 miles east of Eastern Chesapeake Shore
  • Pool in hotel: Seasonal pool hours outdoor
  • Economy hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Red Roof Inn Baltimore South - Glen Burnie in Glen Burnie
+1-888-469-4795
6600 Ritchie Highway, Glen Burnie, MD 21061 +1-888-469-4795 ~36.34 miles west of Eastern Chesapeake Shore
  • Pool details: Outdoor pool, Opens seasonally from Memorial Day to Labor Day. Pool hours are from 11:00am-8:00pm
  • Cheap Airport hotel
From$57
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Baltimore Bayview Campus
+1-888-734-9421
6571 Eastern Ave., Baltimore, MD 21224 +1-888-734-9421 ~36.35 miles northwest of Eastern Chesapeake Shore
  • Pool details: Indoor/Heated Pool Lifeguard on duty M-F 5pm - 10pm Sat/Sun 9am -10pm Summer Fri 12p-10p
  • 3 star Suburban property
From$89
Average 3.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie - Glen Burnie
+1-888-841-5292
6323 Ritchie Highway, Glen Burnie, MD 21061 +1-888-841-5292 ~36.49 miles west of Eastern Chesapeake Shore
  • Pool details: Best Practices for Hotel Pools and Fitness Center in compliance with State Ordinances.
  • 3-star Suburban hotel
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Hotel & Conference Center
+1-888-455-5160
5625 O'donnell St., Baltimore, MD 21224 +1-888-455-5160 ~36.53 miles northwest of Eastern Chesapeake Shore
  • Pool available: Indoor heated pool Open 10 am - 10 pm, weekly.
  • 3 star Highway hotel
From$72
Average 3.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites Baltimore North / White Marsh
+1-888-965-8297
8825 Yellow Brick Rd., Rosedale, MD 21237 +1-888-965-8297 ~36.82 miles northwest of Eastern Chesapeake Shore
  • Pool details: Indoor Pool hours: Sunday-Saturday 5pm-9pm
  • Three Star Suburban property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Georgetown - Seaford in Georgetown
+1-888-906-6358
20530 Dupont Blvd., Georgetown, DE 19947 +1-888-906-6358 ~37.21 miles east of Eastern Chesapeake Shore
  • Pool in hotel: Outdoor Pool open 9am-9pm
  • Affordable hotel
From$82
Very good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn Conference Center
+1-888-749-6785
4500 Crain Highway, Bowie, MD 20716 +1-888-749-6785 ~37.54 miles west of Eastern Chesapeake Shore
  • Pool in hotel
  • Affordable Suburban property
From$135
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Baltimore / White Marsh
+1-888-878-9982
8225 Town Center Dr., Nottingham, MD 21236 +1-888-878-9982 ~37.74 miles northwest of Eastern Chesapeake Shore
  • Pool in hotel: Outdoor Pool Opened Seasonally Memorial Day thru Labor Day. Beautiful patio with Fire Pit available for guests to use.
  • Midscale Suburban property
From$89
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Exp Stes Middletown - Middletown
+1-888-389-4485
315 Auto Park Dr., Middletown, DE 19709 +1-888-389-4485 ~37.75 miles northeast of Eastern Chesapeake Shore
  • Includes a pool: Indoor Pool, open year round
  • Affordable Suburban hotel
From$70
Very good 4.5 /5 Review Score Call BookMore Details
Hilton Garden Inn Baltimore / White Marsh in Baltimore
+1-888-389-4121
5015 Campbell Blvd., Baltimore, MD 21236 +1-888-389-4121 ~37.76 miles northwest of Eastern Chesapeake Shore
  • Pool in hotel: Indoor Pool
  • Mid-scale Suburban hotel
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Baltimore White Marsh
+1-888-675-2083
4980 Mercantile Rd., Baltimore, MD 21236 +1-888-675-2083 ~37.98 miles northwest of Eastern Chesapeake Shore
  • Pool details: Seasonal Indoor Pool opens Memorial Day Weekend and closes Labor Day Weekend.
  • Mid-scale Suburban hotel
From$109
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott White Marsh in Baltimore
+1-800-716-8490
8477 Cordon Way, Baltimore, MD 21236 +1-800-716-8490 ~38.01 miles northwest of Eastern Chesapeake Shore
  • Pool in hotel: Seasonal Outdoor Pool opens Memorial Day and closed Labor Day
  • Mid-scale Suburban property
From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Middletown
+1-800-805-5223
117 Sandhill Dr., Middletown, DE 19709 +1-800-805-5223 ~38.18 miles northeast of Eastern Chesapeake Shore
  • Includes a pool
  • Mid-scale Suburban hotel
From$94
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Edgewood-Aberdeen-Bel Air, an IHG Hotel
+1-888-965-1860
2118 Emmorton Park Rd., Edgewood, MD 21040 +1-888-965-1860 ~38.34 miles northwest of Eastern Chesapeake Shore
  • Includes a pool
  • 3-star Suburban property
From$119
Very good 4.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott - Bowie
+1-888-788-5576
3700 Town Center Blvd., Bowie, MD 20716 +1-888-788-5576 ~38.41 miles west of Eastern Chesapeake Shore
  • Includes a pool
  • Two-star property
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Edgewood/Aberdeen-South : 2110 Emmorton Park Rd.
+1-888-897-9207
2110 Emmorton Park Rd., Edgewood, MD 21040 +1-888-897-9207 ~38.43 miles northwest of Eastern Chesapeake Shore
  • Pool details: Indoor Pool available 6AM to 10PM
  • Mid-scale Suburban property
From$95
Very good 4.0 /5 Recent Reviews Call BookMore Details
Roost Baltimore
+1-888-311-4278
2460 Terrapin Way, Baltimore, MD 21215 +1-888-311-4278 ~38.49 miles northwest of Eastern Chesapeake Shore
  • Pool available: Outdoor open-air pool lined with cabanas open from 8am- Sun down.
  • Expensive property
From$129
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Bowie
+1-888-469-4795
15202 Major Lansdale Blvd., Bowie, MD 20716 +1-888-469-4795 ~38.62 miles west of Eastern Chesapeake Shore
  • Has swimming pool: Outdoor pool
  • Mid-scale Suburban property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Belcamp Aberdeen Area An Ihg Hotel
+1-888-734-9421
1326 Policy Dr., Belcamp, MI 21017 +1-888-734-9421 ~38.80 miles north of Eastern Chesapeake Shore
  • Includes a pool: Indoor Heated Pool. Open from 9am - 10pm daily.
  • Mid-scale Suburban property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Baltimore Inner Harbor
+1-888-841-5292
511 South Central Ave., Baltimore, MD 21202 +1-888-841-5292 ~38.91 miles northwest of Eastern Chesapeake Shore
  • Has swimming pool: INDOOR POOL
  • 3 star Downtown hotel
From$85
Very good 4.0 /5 Reviews Call BookMore Details
Baltimore Marriott Waterfront : 700 Aliceanna St.
+1-888-455-5160
700 Aliceanna St., Baltimore, MD 21202 +1-888-455-5160 ~39.03 miles northwest of Eastern Chesapeake Shore
  • We have a pool ready for use
  • 4 star Downtown property
From$150
Very good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Baltimore Inner Harbor : 625 South President St.
+1-888-965-8297
625 South President St., Baltimore, MD 21202 +1-888-965-8297 ~39.05 miles northwest of Eastern Chesapeake Shore
  • We have a pool ready for use
  • 3-star Downtown hotel
From$110
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites by Marriott
+1-888-906-6358
1357 Belcamp Rd., Belcamp, MD 21017 +1-888-906-6358 ~39.09 miles north of Eastern Chesapeake Shore
  • Pool available: Our indoor pool opens from 7 am to 10 pm.
  • Expensive Rural property
From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Edgewood / Aberdeen : 1420 Handlir Dr.
+1-888-749-6785
1420 Handlir Dr., Bel Air, MD 21015 +1-888-749-6785 ~39.09 miles north of Eastern Chesapeake Shore
  • Includes a swimming pool
  • 3-star Highway hotel
From$106
Very good 4.0 /5 Guest Reviews Call BookMore Details
Aloft BWI Baltimore Washington International Airport
+1-888-878-9982
1741 West Nursery Rd., Linthicum, MD 21090 +1-888-878-9982 ~39.40 miles west of Eastern Chesapeake Shore
  • Pool details: Indoor pool is fresh and inviting.
  • Midscale Airport property
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
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