Photo by Ronanne Vinson

Hotels with Pool & Resorts in Chesapeake Beach from NZ$167

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Beach Hotels with Pool

Best Chesapeake Beach Hotels with 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, (1001)
"Clean room, friendly & helpful staff"
United States
Anne
The price is NZ$209
includes taxes & fees
23 Nov - 24 Nov
Rod 'N' Reel Resort
Seasonal outdoor pool
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
9.4 out of 10, Exceptional, (355)
"Yes. room was spotless and staff was awesome!"
United States
Frank
The price is NZ$194
includes taxes & fees
27 Nov - 28 Nov
Knapps Narrows Marina & Inn
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, (683)
"Was clean and great area. Great breakfast"
United States
Darlene
The price is NZ$222
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express Prince Frederick by IHG
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, (925)
"This place is amazing, super clean and the staff is top notch "
United States
Gary
The price is NZ$191
includes taxes & fees
19 Dec - 20 Dec
Springhill Suites by Marriott Prince Frederick
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, (1000)
"clean and comfy, friendly staff"
United States
Tamara
The price is NZ$207
includes taxes & fees
21 Dec - 22 Dec
St Michaels Inn
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

2.0 star property
Tilghman
8.8 out of 10, Excellent, (88)
"Very relaxing stay."
United States
Anne
The price is NZ$351
includes taxes & fees
2 Dec - 3 Dec
Wylder Tilghman Island
Outdoor pool
Hilton Garden Inn Solomons

Hilton Garden Inn Solomons

3.0 star property
Solomons
8.6 out of 10, Excellent, (637)
"Was a great and pleasant experience "
United States
MARLON
The price is NZ$212
includes taxes & fees
30 Nov - 1 Dec
Hilton Garden Inn Solomons
Outdoor pool
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Owings
10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is NZ$463
includes taxes & fees
21 Nov - 22 Nov
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Seasonal outdoor pool
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3.0 star property
Edgewater
8.8 out of 10, Excellent, (950)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is NZ$167
includes taxes & fees
21 Dec - 22 Dec
Sonesta ES Suites Annapolis
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, (468)
"Overnight stay - all went as expected"
United States
William
The price is NZ$306
includes taxes & fees
2 Dec - 3 Dec
Anchored Inn at Hidden Harbour Marina
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.
View all properties

Black Friday Sale

Save up to 40% on select hotels
Book now

Top Chesapeake Beach Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"This is a charming little inn conveniently located right in St Michaels. The staff was great, the rooms clean, and plenty of parking. In the warmer months you can enjoy the pool and roomy outdoor seating areas."
Michael 1-night trip
Posted 3 days ago
St Michaels Inn

Explore a world of travel with Expedia

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: Features buffet, an indoor pool and free self parking. Holiday Inn Express Waldorf by IHG: Offers a snack bar/deli, a seasonal outdoor pool and full. Candlewood Suites Annapolis by IHG: Provides a snack bar/deli, an indoor pool and daily.
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.