Hotels with Pool & Resorts in Chesapeake Beach from AU$147

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Chesapeake Beach Hotels with Pool

This weekend
Next weekend

Our top choices for Chesapeake Beach hotels with a pool

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1,003 reviews)
"Great place to stay with lovely views"
United States
David
The price is AU$188
includes taxes & fees
30 Mar - 31 Mar
Rod 'N' Reel Resort

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (374 reviews)
"Such a marvelous retreat! And the balcony facing the boats and the Bay at sunset is so welcome after exploring St Michael’s (a short 17 mins drive). Extremely friendly staff and good breakfast. Highly recommend to any nature lovers."
United States
Nadia
The price is AU$158
includes taxes & fees
28 Mar - 29 Mar
Knapps Narrows Marina & Inn

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (93 reviews)
"We were"
United States
Guevara
The price is AU$248
includes taxes & fees
2 Apr - 3 Apr
Wylder Tilghman Island

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
3.0 star property
Solomons
8.6 out of 10, Excellent, (649 reviews)
"Great location. Would recommend it and I will stay again."
United States
Linda
The price is AU$197
includes taxes & fees
3 Apr - 4 Apr
Hilton Garden Inn Solomons

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, (705 reviews)
"My family has taken several trips to Calvert county, but this is the first we've stayed at this hotel. This was, by far, my favorite place to stay. The breakfast is awesome, and my kids loved the indoor pool. The room was nice. The plants in the lobby and pool room are gorgeous. The hotel is in a perfect central location. Every staff member I dealt with was super nice."
United States
Amber
The price is AU$193
includes taxes & fees
30 Mar - 31 Mar
Holiday Inn Express Prince Frederick by IHG

Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick
3.0 star property
Prince Frederick
8.6 out of 10, Excellent, (950 reviews)
"This is a great hotel to visit. The staff is super friendly, the rooms are very clean and the parking is free with plenty of spaces available. It’s conveniently located to all the shops, restaurants and entertainment. I’m definitely visiting again soon!"
United States
lewis
The price is AU$190
includes taxes & fees
2 Apr - 3 Apr
Springhill Suites by Marriott Prince Frederick

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
" Great place,great location, was in town for St Michael Chocolate fest "
United States
Katherine
The price is AU$191
includes taxes & fees
12 Apr - 13 Apr
St Michaels Inn

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (70 reviews)
"A beautiful renovated historical house with charm, clean rooms, decorative furnishings and a wonderful hot breakfast. What we enjoyed the most was the warm hospitality of Willard, Valerie, and the other staff. Very close to downtown St. Michael’s, but just far enough away to give a nice feel of natural serenity. Great for a quick getaway from the city. We will be back. "
United States
Charles
The price is AU$253
includes taxes & fees
30 Mar - 31 Mar
George Brooks House B&B

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (478 reviews)
"The Anchored Inn at Hidden Harbour Marina is a small gem of a hotel in Deale, Maryland. The staff was incredibly kind and professional. We were there "off season" and enjoyed the quiet. The room was a little small, but the bed was very comfortable. We would stay at the Anchored Inn again in a heartbeat!"
United States
Katey
The price is AU$250
includes taxes & fees
29 Mar - 30 Mar
Anchored Inn at Hidden Harbour Marina

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,003 reviews)
"Clean room, pleasant staff"
United States
LEONIDAS
The price is AU$147
includes taxes & fees
29 Mar - 30 Mar
Sonesta ES Suites 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.

Choose what matters most at hotels with a pool in Chesapeake Beach

Top Chesapeake Beach Hotel Reviews

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: Features a snack bar/deli, an indoor pool and daily. Spark by Hilton Waldorf: Provides buffet, an indoor pool and free self parking. Econo Lodge Andrews Air Force Base: Features 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.