Top Hotels with Swimming Pools in Chesapeake Beach

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

Rod 'N' Reel Resort : Features a seasonal outdoor pool, an indoor pool and 2 restaurants. Sonesta ES Suites Annapolis : Offers buffet, a seasonal outdoor pool and complimentary wireless Internet access. Spark by Hilton Waldorf : Offers a snack bar/deli, an indoor pool and daily. Econo Lodge Andrews Air Force Base : Offers buffet, an indoor pool and free self parking. SpringHill Suites by Marriott Annapolis : Provides a full-service spa, an outdoor pool and 2 bars.

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Our top choices for Chesapeake Beach hotels with a pool

Indoor pool, seasonal outdoor pool, pool cabanas (surcharge)

Rod 'N' Reel Resort

Chesapeake Beach

Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.

includes taxes & fees

22 Apr - 23 Apr

Anchored Inn at Hidden Harbour Marina

Deale

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

includes taxes & fees

16 Apr - 17 Apr

Springhill Suites by Marriott Prince Frederick

Prince Frederick

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

includes taxes & fees

19 Apr - 20 Apr

Hilton Garden Inn Solomons

Solomons

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

includes taxes & fees

30 Apr - 1 May

Wylder Tilghman Island

Tilghman

Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.

includes taxes & fees

30 Apr - 1 May

Knapps Narrows Marina & Inn

Sherwood

Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.

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.

includes taxes & fees

20 Apr - 21 Apr

George Brooks House B&B

St. Michaels

Splash into Victorian charm at this B&B's outdoor pool, where sun-drenched relaxation meets historic elegance.

includes taxes & fees

16 Apr - 17 Apr

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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

Sonesta ES Suites Annapolis

10/10 Excellent

"Breakfast was very good…"

Wingate by Wyndham Waldorf/Washington DC Area

2/10 Terrible

"Rooms were dirty and needed a bit of repair. Definitely not safe for anyone with young children. Some staff were good but others were not the greatest. Not many breakfast options. Elevators were visibly dirty and hadn’t been cleaned at all throughout our stay. Brought up issues with the staff the day of check in and were told there’s nothing they could do and refused a refund. "

SpringHill Suites by Marriott Annapolis

8/10 Good

"Hotel was nice and room was clean. Breakfast was sub par so much so that I skipped and dined out! I but I don’t too much faith that a free meal would be great. Also, My room black out curtain remote did not work. I went to the front desk and the manager old me that they would send someone to my room while I was out for the day to make repairs. I got back that night and still broken and no update as to whether they came to my room or not. I would have scored better if they had just updated me like “we needed parts” but to say nothing or leave a note meant to me that they didn’t care. "

Inn at Perry Cabin

10/10 Excellent

"Food, drinks and staff were all awesome. They had good bikes to borrow and ride into town on if you wanted, “don’t worry about locking them, nobody will take them”. They also would drive you, and pick you up if you wanted a ride to town. Everything about the experience was 1st class. Room was very clean. Wait staff were all professional. Their gift shop was stocked with high quality items. Even the grounds keepers and maintenance staff were polite. They all treat you like royalty. St. Michael’s was absolutely beautiful."

Residence Inn by Marriott Waldorf

8/10 Good

"Great staff and nice and quiet. Had everything needed except there were storage bowl lids but no storage bowls lol. The only issue was the door didn’t close all the way unless you kind of lifted it and pulled it shut so it could be easy to leave your room door ajar if you weren’t careful. Otherwise, this was my second time staying and will definitely stay again. "

Frequently asked questions

What are some hotels with pools in Chesapeake Beach?

Rod 'N' Reel Resort: Features a seasonal outdoor pool, an indoor pool and 2 restaurants. Sonesta ES Suites Annapolis: Offers buffet, a seasonal outdoor pool and complimentary wireless Internet access. Spark by Hilton Waldorf: Offers a snack bar/deli, an indoor pool and daily. Econo Lodge Andrews Air Force Base: Offers buffet, an indoor pool and free self parking. SpringHill Suites by Marriott Annapolis: Provides a full-service spa, an outdoor pool and 2 bars.

What is there to see and do in Chesapeake Beach?

Make a point to visit attractions such as Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. During your stay, visit sights such as Rod n Reel Charter Fishing, Breezy Point Beach and Northern Chesapeake Bay. The beaches and restaurants are just some of the things to enjoy while you're in the area.

When is the best time to book a hotel with a pool in Chesapeake Beach?

You may want to consider accommodation that offers an outdoor pool if you're planning to visit Chesapeake Beach in the hottest months of July, August or June, when the average temperature is 24°C. Accommodation with an indoor pool may be what you want if you visit during the coldest months of January, February or December, when the average temperature is 5°C.

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