Chesapeake Beach Hotel Guide - Hotels with Pool in Chesapeake Beach, Maryland

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Check availability on Chesapeake Beach Hotels with Pool

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

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1,000 reviews)
"Really liked the new Rod n Reel. Everything checked out. "
United States
Pablo
The price is €89
includes taxes & fees
20 Jan - 21 Jan
Rod 'N' Reel Resort
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
St Michaels Inn

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
"Good value and close to downtown."
United States
John
The price is €95
includes taxes & fees
14 Jan - 15 Jan
St Michaels Inn
Seasonal outdoor pool
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Tilghman
9.4 out of 10, Exceptional, (365 reviews)
"nice clean room staff very nice would stay again "
United States
mario
The price is €94
includes taxes & fees
14 Jan - 15 Jan
Knapps Narrows Marina & Inn
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (91 reviews)
"Very relaxing stay."
United States
Anne
The price is €146
includes taxes & fees
25 Jan - 26 Jan
Wylder Tilghman Island
Indoor pool, free pool cabanas
Holiday Inn Express Waldorf by IHG

Holiday Inn Express Waldorf by IHG

Holiday Inn Express Waldorf by IHG
2.5 star property
Waldorf
8.2 out of 10, Very good, (1,002 reviews)
"The breakfast was very good. Rooms were very clean "
United States
Sandra
The price is €93
includes taxes & fees
30 Jan - 31 Jan
Holiday Inn Express Waldorf by IHG
Outdoor pool
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (473 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is €131
includes taxes & fees
14 Jan - 15 Jan
Anchored Inn at Hidden Harbour Marina
Indoor pool
Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick
3.0 star property
Prince Frederick
8.6 out of 10, Excellent, (945 reviews)
"The room was clean & very comfortable. Check-in was easy & the desk clerk was very helpful. The breakfast buffet was great with a lot of very good options. Have stayed here several times and have never been disappointed."
United States
Judith
The price is €108
includes taxes & fees
18 Jan - 19 Jan
Springhill Suites by Marriott Prince Frederick
Seasonal outdoor pool
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (976 reviews)
"Plenty of space for our group - nice layout! Nice showers & very clean! Breakfast was exceptional! Very pleased with the stay!!"
United States
Tammy
The price is €89
includes taxes & fees
9 Feb - 10 Feb
Sonesta ES Suites Annapolis
Outdoor pool
Hilton Garden Inn Solomons

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
3.0 star property
Solomons
8.6 out of 10, Excellent, (642 reviews)
"Was a great and pleasant experience "
United States
MARLON
The price is €109
includes taxes & fees
22 Jan - 23 Jan
Hilton Garden Inn Solomons
Seasonal outdoor pool, pool umbrellas
The Tilghman Island Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (121 reviews)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is €189
includes taxes & fees
1 Feb - 2 Feb
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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Top Chesapeake Beach Hotel Reviews

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

10/10 Excellent
"We use this property for business travel .Good clean property, nice location. Good breakfast and coffee. Reasonably priced (except parking fee)"
Michael 2-night trip
Posted 5 days ago
SpringHill Suites by Marriott 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. Spark by Hilton Waldorf: Provides buffet, a seasonal outdoor pool and complimentary wireless Internet access. Sonesta ES Suites Annapolis: Features a snack bar/deli, a seasonal outdoor pool and full. Residence Inn by Marriott Waldorf: Offers a snack bar/deli, an indoor pool and daily. SpringHill Suites by Marriott Annapolis: Offers 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, 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.