TOP Hotels with Pool in Chesapeake Beach, MD for 2026

Q: What are some hotels with pools in Chesapeake Beach?

Rod 'N' Reel Resort : Hotel, 1-minute walk from Chesapeake Bay. Features a seasonal outdoor pool, an indoor pool and 2 restaurants. Spark by Hilton Waldorf : Features daily, a seasonal outdoor pool and free self parking. Econo Lodge Andrews Air Force Base : Offers a full-service spa, an outdoor pool and 2 bars. St Michaels Inn : Provides buffet, a seasonal outdoor pool and complimentary wireless Internet access. Inn at Perry Cabin : Features a snack bar/deli, an indoor pool and daily.

A harbor with boats docked, a pier, and a row of houses along the water.

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Our top choices for Chesapeake Beach hotels with a pool

Springhill Suites by Marriott Prince Frederick

Prince Frederick

Splash into relaxation with a sparkling indoor pool and hot tub at this refreshing retreat.

Rp2.610.006 total

includes taxes & fees

2 Aug - 3 Aug

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

St. Michaels

Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.

Rp2.074.727 total

includes taxes & fees

13 Jul - 14 Jul

Holiday Inn Express Prince Frederick by IHG

Prince Frederick

Dive into a refreshing indoor pool sanctuary with year-round swimming at this conveniently located hotel in Prince Frederick.

Rp2.472.427 total

includes taxes & fees

23 Jul - 24 Jul

Hilton Garden Inn Solomons

Solomons

Dive into serene poolside relaxation at this suburban hotel with a sparkling outdoor pool.

Rp2.733.228 total

includes taxes & fees

19 Jul - 20 Jul

SpringHill Suites by Marriott Annapolis

Annapolis

Splash into serenity with a revitalising indoor pool escape at this newly remodeled Annapolis hotel.

Rp2.846.417 total

includes taxes & fees

6 Jul - 7 Jul

Anchored Inn at Hidden Harbour Marina

Deale

Pool paradise meets scenic marina views for a refreshing escape on the water.

Rp4.957.679 total

includes taxes & fees

6 Jul - 7 Jul

Courtyard Marriott Waldorf

Waldorf

Aquatic retreat awaits with indoor pool and hot tub for relaxation after a day out.

Rp2.273.038 total

includes taxes & fees

21 Jul - 22 Jul

Towneplace Suites by Marriott Clinton at Joint Base Andrews

Clinton

Dive into year-round aquatic bliss at the indoor pool, just steps from Joint Base Andrews.

Rp2.813.329 total

includes taxes & fees

3 Aug - 4 Aug

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Choose what matters most at hotels with a pool in Chesapeake Beach

Breakfast included

Hot tub

Top Chesapeake Beach Hotel Reviews

Hilton Garden Inn Solomons

10/10 Excellent

"My Family and I had a great time. The staff was excellent. Dwayne, the chef was awesome. He was very pleasant and helpful. The food was delicious- breakfast and dinner. We appreciated food cooked to order... Plus we enjoyed talking with Dwayne. We always look forward to seeing him whenever we book at Hilton Gardens Solomons."

Wingate by Wyndham Waldorf/Washington DC Area

10/10 Excellent

"I had a great stay. The hotel was exceptionally clean from the lobby to the room. Everything was spotless, fresh, and well maintained, which made my stay very comfortable. The housekeeping staff did an excellent job, and I would definitely stay here again."