Search Hotels with Pool in Chesapeake Beach

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Check availability on Chesapeake Beach Hotels with Pool

Tonight
26 Feb - 27 Feb
Tomorrow
27 Feb - 28 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Our top choices for Chesapeake Beach hotels with a pool

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

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 ฿3,162
฿4,131 total
includes taxes & fees
5 Mar - 6 Mar
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 ฿2,797
฿3,076 total
includes taxes & fees
28 Feb - 1 Mar
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, (1,000 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
St Michaels Inn
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 ฿3,905
฿5,662 total
includes taxes & fees
22 Mar - 23 Mar
Wylder Tilghman Island
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 ฿4,726
฿5,388 total
includes taxes & fees
2 Mar - 3 Mar
Anchored Inn at Hidden Harbour Marina
Indoor pool, pool loungers

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Splash into serenity with a revitalising indoor pool escape at this newly remodeled Annapolis hotel.
The price is ฿2,351
฿2,680 total
includes taxes & fees
15 Mar - 16 Mar
SpringHill Suites by Marriott Annapolis
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 ฿5,255
฿5,780 total
includes taxes & fees
2 Mar - 3 Mar
George Brooks House B&B
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 ฿3,704
฿4,111 total
includes taxes & fees
15 Mar - 16 Mar
Holiday Inn Express Prince Frederick by IHG
Outdoor pool

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
3.0 star property
Solomons
8.6 out of 10, Excellent, (644 reviews)
  • cleanliness
    Dive into serene poolside relaxation at this suburban hotel with a sparkling outdoor pool.
The price is ฿3,797
฿4,214 total
includes taxes & fees
15 Mar - 16 Mar
Hilton Garden Inn Solomons
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 ฿4,972
฿5,469 total
includes taxes & fees
5 Mar - 6 Mar
The Tilghman Island Inn
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
Sea view

Top Chesapeake Beach Hotel Reviews

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Room was clean, warm and cozy. The cost was very reasonable so I wasn't expecting a suite! I wish I was staying longer. It will be my go to when I come to the area again!"
Denise 2-night trip
Posted 2 days ago
Sonesta ES Suites Annapolis

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: Provides buffet, a seasonal outdoor pool and complimentary wireless Internet access. Spark by Hilton Waldorf: Offers daily, a seasonal outdoor pool and free self parking. St Michaels Inn: Features a snack bar/deli, an indoor pool and daily. SpringHill Suites by Marriott Annapolis: 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 such as Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. During your stay, visit 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 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.