Photo by Ronanne Vinson

Search Hotels with Pool in Chesapeake Beach

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Beach Hotels with Pool

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Chesapeake Beach Hotels with Pool

Knapps Narrows Marina & Inn
Seasonal outdoor pool

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (342)
"Beautiful view!"
The price is 2.639.600 ₫
2.903.560 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Knapps Narrows Marina & Inn
St Michaels Inn
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Great location, free parking, free breakfast excellent staff."
The price is 2.515.275 ₫
2.766.829 ₫ total
includes taxes & fees
19 Oct - 20 Oct
St Michaels Inn
Legacy Villa
Exterior

Legacy Villa

4.0 star property
The price is 4.438.265 ₫
5.015.239 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Legacy Villa
Rod 'N' Reel Resort
Indoor pool, seasonal outdoor pool, pool cabanas (surcharge)

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very good, (1001)
"Great place to stay."
The price is 3.539.704 ₫
4.456.991 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Rod 'N' Reel Resort
Holiday Inn Express Prince Frederick by IHG
Indoor pool

Holiday Inn Express Prince Frederick by IHG

2.5 star property
8.8 out of 10, Excellent, (671)
"Will be stay again soon "
The price is 2.507.620 ₫
3.076.454 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express Prince Frederick by IHG
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.8 out of 10, Excellent, (82)
"Very relaxing stay."
The price is 4.513.716 ₫
6.126.512 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Wylder Tilghman Island
Springhill Suites by Marriott Prince Frederick
Indoor pool

Springhill Suites by Marriott Prince Frederick

3.0 star property
8.6 out of 10, Excellent, (917)
"clean, quiet and helpful staff."
The price is 2.792.169 ₫
3.099.307 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Springhill Suites by Marriott Prince Frederick
Hilton Garden Inn Solomons
Outdoor pool

Hilton Garden Inn Solomons

3.0 star property
8.6 out of 10, Excellent, (627)
"Nice Stay"
The price is 3.357.571 ₫
3.726.905 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Hilton Garden Inn Solomons
Anchored Inn at Hidden Harbour Marina
Outdoor pool

Anchored Inn at Hidden Harbour Marina

2.5 star property
9.4 out of 10, Exceptional, (456)
"The view from the balcony is the best, whether at night or the day time. The outside bar everyone is so friendly. I have stayed here a few times and every time I come to the area, I will only stay here. I highly recommend it !"
The price is 4.727.524 ₫
5.389.536 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Anchored Inn at Hidden Harbour Marina
SpringHill Suites by Marriott Annapolis
Indoor pool, pool loungers

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Clean room, Good breakfast and friendly staff."
The price is 2.782.138 ₫
3.171.638 ₫ total
includes taxes & fees
2 Nov - 3 Nov
SpringHill Suites by Marriott Annapolis
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

Top Chesapeake Beach Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

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 Bruce Gabrielson's Surf Art Gallery and Museum. 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.