Chestertown Hotels with Outdoor or Indoor Pools
Holiday Inn Express Aberdeen, an IHG Hotel - Aberdeen
+1-888-841-5292
1007 Beards Hill Rd., Aberdeen, MD 21001
+1-888-841-5292
~22.51 miles north of Chestertown
- Includes a pool: Enjoy a relaxing dip in our indoor-heated salt water pool. The pool is located on the first floor and has direct access to our outdoor patio area. Pool is open daily from 8am-10pm.
- 3-star Highway property
Hampton Inn Baltimore Bayview Campus
+1-888-675-2083
6571 Eastern Ave., Baltimore, MD 21224
+1-888-675-2083
~25.61 miles west of Chestertown
- Includes a pool: Indoor/Heated Pool
Lifeguard on duty
M-F 5pm - 10pm
Sat/Sun 9am -10pm
Summer Fri 12p-10p
- 3 star Suburban property
Comfort Inn & Suites
+1-888-788-5576
764 Dover Leipsic Rd., Dover, DE 19901
+1-888-788-5576
~28.78 miles east of Chestertown
- We have a pool ready for use
- 3-star Suburban hotel
Wyndham Garden Dover Downtown
+1-888-841-5292
561 North Dupont Highway, Dover, DE 19901
+1-888-841-5292
~29.11 miles east of Chestertown
- Pool in hotel: We have an outdoor seasonal pool. Open daily 9:00am to 9:00pm Memorial Day to Labor Day.
- Affordable Downtown hotel
Roost Baltimore - Baltimore
+1-888-455-5160
2460 Terrapin Way, Baltimore, MD 21215
+1-888-455-5160
~29.19 miles west of Chestertown
- Has swimming pool: Outdoor open-air pool lined with cabanas open from 8am- Sun down.
- Expensive property
Red Roof Inn Baltimore South Glen Burnie
+1-888-906-6358
6600 Ritchie Highway, Glen Burnie, MD 21061
+1-888-906-6358
~29.23 miles west of Chestertown
- Pool details: Outdoor pool, Opens seasonally from Memorial Day to Labor Day.
Pool hours are from 11:00am-8:00pm
- Low priced Airport property
Comfort Inn & Suites
+1-888-878-9982
1 Center Dr., North East, MD 21901
+1-888-878-9982
~29.39 miles north of Chestertown
- Pool available: Indoor heated pool and whirlpool-open year round and open daily until 11:00pm - also adjacent to the 24-hour fitness center.
- 3-star Rural property
Tremont Plaza Hotel - Baltimore
+1-888-389-4485
222 St. Paul Place, Baltimore, MD 21202
+1-888-389-4485
~29.52 miles west of Chestertown
- Pool in hotel: No Pool available however we do offer a Complimentary Evening Reception
Whether you''re winding down for the day or gearing up for the night, enjoy yourself at our complimentary Evening Reception. Choose from a variety of alcoholic* and non-alcoholic beverages while savoring light appetizers and great conversation. It''s more than perfect for adults and kids alike.
*Service of alcohol subject to state and local laws. Must be of legal drinking age.
- 3-star Downtown property
Comfort Inn
+1-888-389-4121
8801 Loch Raven Blvd., Towson, MD 21286
+1-888-389-4121
~29.62 miles west of Chestertown
- Pool details: Private and cozy Outdoor Pool, open Memorial Day to Labor day...12noon to 8 p.m.
- 2-star Suburban property
The Royal Sonesta Harbor Court Baltimore
+1-888-675-2083
550 Light St., Baltimore, MD 21202
+1-888-675-2083
~29.64 miles west of Chestertown
- Pool in hotel: Mon-Sun: 5am-10pm
Indoor pool
Length: 11.25 meters
Width: 7 meters
5 feet deep throughout
Swimming pool is maintained at 88 degrees
Hot tub is maintained at 104 degrees
- 4 star Downtown hotel
Hampton Inn & Suites Baltimore Inner Harbor - Baltimore
+1-800-716-8490
131 East Redwood St., Baltimore, MD 21202
+1-800-716-8490
~29.67 miles west of Chestertown
- Pool available: Indoor pool. Pool hours from Labor Day to Memorial Day are Monday thru Friday 4:00PM to 9:00PM & Saturday to Sunday 10:00AM to 9:00PM. Pool hours from Memorial Day to Labor Day are Monday thru Thursday 4:00PM to 9:00PM & Friday thru Sunday, 10:00AM to 9:00PM.
- 3 star Downtown hotel
Crowne Plaza Annapolis An Ihg Hotel
+1-888-965-1860
173 Jennifer Rd., Annapolis, MD 21401
+1-888-965-1860
~29.76 miles southwest of Chestertown
- Pool in hotel: 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 property
Embassy Suites Baltimore Inner Harbor - Baltimore
+1-888-897-9207
222 Saint Paul Pl, Baltimore, MD 21202
+1-888-897-9207
~29.79 miles west of Chestertown
- Pool details: No Pool available however we do offer a Complimentary Evening Reception
Whether you''re winding down for the day or gearing up for the night, enjoy yourself at our complimentary Evening Reception. Choose from a variety of alcoholic* and non-alcoholic beverages while savoring light appetizers and great conversation. It''s more than perfect for adults and kids alike.
*Service of alcohol subject to state and local laws. Must be of legal drinking age.
- Expensive Downtown property
Hilton Baltimore Inner Harbor
+1-888-455-5160
401 West Pratt St., Baltimore, MD 21201
+1-888-455-5160
~30.07 miles west of Chestertown
- Pool details: The Hilton Baltimore has a 30ft two lane track pool.
- Expensive Downtown property
Hampton Inn Easton
+1-888-906-6358
8058 Ocean Gateway, Easton, MD 21601
+1-888-906-6358
~30.28 miles south of Chestertown
- Pool in hotel: Pool Hours 6am to 10pm
- Two star Downtown hotel
Hampton Inn & Suites Annapolis
+1-888-878-9982
124 Womack Dr., Annapolis, MD 21401
+1-888-878-9982
~30.39 miles southwest of Chestertown
- Pool available: Outdoor Seasonal pool open from Memorial Day to Labor Day.
- Three Star Suburban property
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