Find Hotels with a Pool in Chesapeake Beach, MD from CA $150

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Check availability on Chesapeake Beach Hotels with a Pool

Tonight
Mar 1 - Mar 2
Tomorrow
Mar 2 - Mar 3
Next weekend
Mar 6 - Mar 8
In two weeks
Mar 13 - Mar 15

Our top choices for Chesapeake Beach hotels with a pool

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

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
The price is CA $132
CA $174 total
includes taxes & fees
Mar 10 - Mar 11
Rod 'N' Reel Resort
Seasonal outdoor pool

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (370 reviews)
  • cleanliness
    Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
The price is CA $136
CA $150 total
includes taxes & fees
Mar 2 - Mar 3
Knapps Narrows Marina & Inn
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,002 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
St Michaels Inn
Outdoor pool

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (476 reviews)
  • cleanliness
    Pool paradise meets scenic marina views for a refreshing escape on the water.
The price is CA $207
CA $237 total
includes taxes & fees
Mar 2 - Mar 3
Anchored Inn at Hidden Harbour Marina
Indoor pool

Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick
3.0 star property
Prince Frederick
8.6 out of 10, Excellent, (948 reviews)
  • cleanliness
    Splash into relaxation with a sparkling indoor pool and hot tub at this refreshing retreat.
The price is CA $161
CA $179 total
includes taxes & fees
Mar 16 - Mar 17
Springhill Suites by Marriott Prince Frederick
Seasonal outdoor pool

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (93 reviews)
  • cleanliness
    Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.
The price is CA $158
CA $234 total
includes taxes & fees
Mar 8 - Mar 9
Wylder Tilghman Island
Outdoor pool

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
3.0 star property
Solomons
8.6 out of 10, Excellent, (645 reviews)
  • cleanliness
    Dive into serene poolside relaxation at this suburban hotel with a sparkling outdoor pool.
The price is CA $167
CA $185 total
includes taxes & fees
Mar 15 - Mar 16
Hilton Garden Inn Solomons
Indoor pool

Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG
2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (701 reviews)
  • cleanliness
    Dive into a refreshing indoor pool sanctuary with year-round swimming at this conveniently located hotel in Prince Frederick.
The price is CA $157
CA $189 total
includes taxes & fees
Apr 1 - Apr 2
Holiday Inn Express Prince Frederick by IHG
Seasonal outdoor pool, pool umbrellas

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (123 reviews)
  • cleanliness
    Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
The price is CA $218
CA $240 total
includes taxes & fees
Mar 2 - Mar 3
The Tilghman Island Inn
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (67 reviews)
  • cleanliness
    Splash into Victorian charm at this B&B's outdoor pool, where sun-drenched relaxation meets historic elegance.
The price is CA $231
CA $254 total
includes taxes & fees
Mar 2 - Mar 3
George Brooks House B&B
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Chesapeake Beach

Breakfast included
Hot tub

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Top Chesapeake Beach Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Everyone was friendly, the room was great, and even though the Inn was going through some renovations i did not find my stay impacted by them at all. Breakfast was still delicious and I never wanted for anything."
Sam 2-night trip
Posted 17 hours ago
St Michaels Inn

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. Mid-Century Modern on Private Beach, Designed by Award Winning Architect!: Provides buffet, a seasonal outdoor pool, and complimentary wireless internet access. Sonesta ES Suites Annapolis: Offers daily, a seasonal outdoor pool, and free self parking. Spark by Hilton Waldorf: Features a snack bar/deli, an indoor pool, and daily. St Michaels Inn: Features buffet, an indoor pool, and free self parking.
What is there to see and do in Chesapeake Beach?
Make a point to visit attractions like Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. During your stay, check out sights such as Rod n Reel Charter Fishing, Bruce Gabrielson's Surf Art Gallery and Museum, and Breezy Point Beach. 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 an accommodation with an outdoor swimming pool if you plan to visit Chesapeake Beach in the hottest months of July, August, or June when the average temperature is 75°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 40°F.

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