Check prices for these dates
Our top choices for Chesapeake Beach hotels with a pool
1. Rod 'N' Reel Resort
Rod 'N' Reel Resort4.0 star property
Chesapeake Beach
8.8 out of 10, Excellent, (1,000 reviews)
8.8/10
Excellent
(1,000 reviews)
- Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
$164 nightly
The price is $182
$182 total
Dec 1 - Dec 2
Total with taxes and fees
2. Springhill Suites by Marriott Prince Frederick
Springhill Suites by Marriott Prince Frederick3.0 star property
Prince Frederick
8.6 out of 10, Excellent, (1,001 reviews)
8.6/10
Excellent
(1,001 reviews)
- Splash into relaxation with a sparkling indoor pool and hot tub at this refreshing retreat.
$118 nightly
The price is $131
$131 total
Nov 15 - Nov 16
Total with taxes and fees
3. Holiday Inn Express Prince Frederick by IHG
Holiday Inn Express Prince Frederick by IHG2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (778 reviews)
8.8/10
Excellent
(778 reviews)
- Dive into a refreshing indoor pool sanctuary with year-round swimming at this conveniently located hotel in Prince Frederick.
$128 nightly
The price is $142
$142 total
Nov 19 - Nov 20
Total with taxes and fees
4. Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour Marina2.5 star property
Deale
9.4 out of 10, Exceptional, (522 reviews)
9.4/10
Exceptional
(522 reviews)
- Pool paradise meets scenic marina views for a refreshing escape on the water.
$199 nightly
The price is $227
$227 total
Nov 29 - Nov 30
Total with taxes and fees
5. Knapps Narrows Marina & Inn
Knapps Narrows Marina & Inn3.0 star property
Sherwood
9.4 out of 10, Exceptional, (403 reviews)
9.4/10
Exceptional
(403 reviews)
- Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
$100 nightly
The price is $110
$110 total
Nov 11 - Nov 12
Total with taxes and fees
6. Wylder Tilghman Island
Wylder Tilghman Island2.0 star property
Tilghman
9.0 out of 10, Wonderful, (122 reviews)
9.0/10
Wonderful
(122 reviews)
- Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.
$223 nightly
The price is $245
$245 total
Dec 3 - Dec 4
Total with taxes and fees
7. The Inn at Tacaro Estate
The Inn at Tacaro Estate5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (20 reviews)
9.6/10
Exceptional
(20 reviews)
- Escape to a seasonal outdoor paradise with a hot tub and 24-hour pool access at this luxury bed & breakfast.
$361 nightly
The price is $412
$412 total
Nov 18 - Nov 19
Total with taxes and fees
8. St Michaels Inn
St Michaels Inn2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,000 reviews)
8.0/10
Very good
(1,000 reviews)
- Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
$87 nightly
The price is $96
$96 total
Dec 3 - Dec 4
Total with taxes and fees
9. Sonesta ES Suites Annapolis
Sonesta ES Suites Annapolis3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,010 reviews)
8.8/10
Excellent
(1,010 reviews)
- Dive into summer fun at this Annapolis hotel with a seasonal outdoor pool and fitness center.
$85 nightly
The price is $97
$97 total
Nov 23 - Nov 24
Total with taxes and fees
10. Inn at Perry Cabin
Inn at Perry Cabin5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (407 reviews)
9.6/10
Exceptional
(407 reviews)
- Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.
$435 nightly
The price is $479
$479 total
Dec 9 - Dec 10
Total with taxes and fees
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.
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.
Top Chesapeake Beach Hotel Reviews
Rod 'N' Reel Resort
Rod 'N' Reel ResortChesapeake Beach
10/10 Excellent
Huge resort in a small, well kept town!
Our room was right on the bay and was clean and nice. The beds and pillows were super comfortable.
There is not a place for breakfast but if you go a little further south on the main road, there is a shopping center with a McDonalds (and a CVS and some other things)... We were in a hurry to get home so did not try any of the breakfast places that the desk clerk recommended.
The staff guy that checked us in was SUPER nice and helpful!
Huge resort in a small, well kept town!
Our room was right on the bay and was clean and nice. The beds and pillows were super comfortable.
There is not a place for breakfast but if you go a little further south on the main road, there is a shopping center with a McDonalds (and a CVS and some other things)... We were in a hurry to get home so did not try any of the breakfast places that the desk clerk recommended.
The staff guy that checked us in was SUPER nice and helpful!
Kathie
Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour MarinaDeale
10/10 Excellent
We needed overnight accommodations before heading out for a day of sailing on the bay and Hidden Harbour popped up as the closest venue geographically and we're glad it did. The accommodations are new, with quality and fixtures and bathrooms that you wouldn't mind taking home with you. The price seemed fair and as we watched the full moon rising from our deck we wished that we were spending a week.
We needed overnight accommodations before heading out for a day of sailing on the bay and Hidden Harbour popped up as the closest venue geographically and we're glad it did. The accommodations are new, with quality and fixtures and bathrooms that you wouldn't mind taking home with you. The price seemed fair and as we watched the full moon rising from our deck we wished that we were spending a week.
Rico
Knapps Narrows Marina & Inn
Knapps Narrows Marina & InnSherwood
10/10 Excellent
We had a wonderful two night stay at the hotel. The marina is beautiful with nightly rentals if needed. Our first stay and we will return. Great staff very helful. If you are looking for a peacefull,tranquil location you will like it.
We had a wonderful two night stay at the hotel. The marina is beautiful with nightly rentals if needed. Our first stay and we will return. Great staff very helful. If you are looking for a peacefull,tranquil location you will like it.
Stan and Joan
Holiday Inn Express Prince Frederick by IHG
Holiday Inn Express Prince Frederick by IHGPrince Frederick
10/10 Excellent
The property was what is expected from a Holiday Inn Express, it was clean, neat, and staffed by professional people. The location was perfect.
The property was what is expected from a Holiday Inn Express, it was clean, neat, and staffed by professional people. The location was perfect.
Troy
Springhill Suites by Marriott Prince Frederick
Springhill Suites by Marriott Prince FrederickPrince Frederick
10/10 Excellent
Clean modern hotel. The suite had been updated since the last time I stayed here for business and liked their room set up better.
Clean modern hotel. The suite had been updated since the last time I stayed here for business and liked their room set up better.
laura
The Inn at Tacaro Estate
The Inn at Tacaro EstateTracys Landing
10/10 Excellent
It was a spectacular location, beautiful rooms and restoration of a stunning property, the owners Luciano and Susan are superstars, the staff amazing the breakfast was unbelievably and the ambiance was amazing! I was in Maryland for a wedding, I never thought I would return but I MUST come back and stay again!
It was a spectacular location, beautiful rooms and restoration of a stunning property, the owners Luciano and Susan are superstars, the staff amazing the breakfast was unbelievably and the ambiance was amazing! I was in Maryland for a wedding, I never thought I would return but I MUST come back and stay again!
ian
Wylder Tilghman Island
Wylder Tilghman IslandTilghman
10/10 Excellent
We had a great time at the Wylder Inn on Tilghman Island (20-21 May). This is a great spot for a quick getaway, and there are many things to do on site and in the area if you want to stay longer.
The staff was welcoming and responsive from our arrival to departure when our key was collected from our car so we didn't have to get out in the rain.
The Continental Breakfast had a variety of items to start the day right and the fire pits provided a relaxing venue at the end of the day.
We look...
We had a great time at the Wylder Inn on Tilghman Island (20-21 May). This is a great spot for a quick getaway, and there are many things to do on site and in the area if you want to stay longer.
The staff was welcoming and responsive from our arrival to departure when our key was collected from our car so we didn't have to get out in the rain.
The Continental Breakfast had a variety of items to start the day right and the fire pits provided a relaxing venue at the end of the day.
We look...
Alan
Inn at Perry Cabin
Inn at Perry CabinDowntown St. Michaels
10/10 Excellent
This is an elegant old hotel with lovely gardens and a great view of the bay. Restaurant was very nice with fantastic views and excellent food. Best crab cakes ever! The main part of the hotel is original with low ceilings and uneven floors, and has several nice sitting rooms, nooks and alcoves. Reminds me of some European hotels I have visited.
This is an elegant old hotel with lovely gardens and a great view of the bay. Restaurant was very nice with fantastic views and excellent food. Best crab cakes ever! The main part of the hotel is original with low ceilings and uneven floors, and has several nice sitting rooms, nooks and alcoves. Reminds me of some European hotels I have visited.
Norm
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott AnnapolisAnnapolis
10/10 Excellent
Perfect for what we needed
Perfect for what we needed
Julie
Parsonage Inn
Parsonage InnDowntown St. Michaels
10/10 Excellent
We didn't have any plans for Spring Break, but the weather was fantastic and we decided to go to St. Michaels to go kayaking. Found the Parsonage online and got a great suite for ourselves and our son at the last minute. Way comfortable and LOVED how close to everything in town it was. Enjoyed relaxing evenings watching movies from the DVD collection. Great parking for our truck.
We didn't have any plans for Spring Break, but the weather was fantastic and we decided to go to St. Michaels to go kayaking. Found the Parsonage online and got a great suite for ourselves and our son at the last minute. Way comfortable and LOVED how close to everything in town it was. Enjoyed relaxing evenings watching movies from the DVD collection. Great parking for our truck.
D
Sonesta ES Suites Annapolis
Sonesta ES Suites AnnapolisEdgewater
10/10 Excellent
This was my first time at this brand of hotel so I didn’t have any expectations. I was surprised in a good way. The room was well appointed for a short stay and very clean. The kitchen was fully stocked. The gym was small but had everything I needed for a couple of workouts. There was also a very well stocked breakfast in the morning. I have special food needs and I found plenty to eat. The entire staff was pleasant and helpful. I had never been there before but will definitely go back.
This was my first time at this brand of hotel so I didn’t have any expectations. I was surprised in a good way. The room was well appointed for a short stay and very clean. The kitchen was fully stocked. The gym was small but had everything I needed for a couple of workouts. There was also a very well stocked breakfast in the morning. I have special food needs and I found plenty to eat. The entire staff was pleasant and helpful. I had never been there before but will definitely go back.
Sheree
St Michaels Inn
St Michaels InnSt. Michaels
10/10 Excellent
Great price! Large clean rooms! Awesome pool, breakfast not so great but since it was such an amazing stay we didn’t mind going out for breakfast. We would stay again
Great price! Large clean rooms! Awesome pool, breakfast not so great but since it was such an amazing stay we didn’t mind going out for breakfast. We would stay again
Lori
Hilton Garden Inn Solomons
Hilton Garden Inn SolomonsSolomons
10/10 Excellent
We collected as a family on December 28 and stayed for five days. The rooms were comfortable and very clean.
The staff went beyond the norm to make our stay great.
We collected as a family on December 28 and stayed for five days. The rooms were comfortable and very clean.
The staff went beyond the norm to make our stay great.
Anonymous traveler
George Brooks House B&B
George Brooks House B&BSt. Michaels
10/10 Excellent
Excellent B&B with a pool! the pool was clutch because we were there probably on the hottest days of the year so going in after a long day of walking around was nice. Used the pool until 10pm. Food was good, room was clean, people were nice. What else could you ask for. The only thing I noticed (and it wasn't a big deal) was the mirror in the room was too low on the wall (I'm 5'8 and still had to bend a little) and there was only one mirror so if you're in a hurry getting ready with your spouse...
Excellent B&B with a pool! the pool was clutch because we were there probably on the hottest days of the year so going in after a long day of walking around was nice. Used the pool until 10pm. Food was good, room was clean, people were nice. What else could you ask for. The only thing I noticed (and it wasn't a big deal) was the mirror in the room was too low on the wall (I'm 5'8 and still had to bend a little) and there was only one mirror so if you're in a hurry getting ready with your spouse...
Anonymous traveler
Courtyard Marriott Waldorf
Courtyard Marriott WaldorfWaldorf
10/10 Excellent
The hallway carpet was gross, but the room was nice.
The breakfast was half as good as the offerings at the Wawa down the street and was twice the price. I optimistically went for the hotel breakfast the first morning but got a microwaved hard roll with a from frozen egg and cheese for $13 and learned my lesson.
The hallway carpet was gross, but the room was nice.
The breakfast was half as good as the offerings at the Wawa down the street and was twice the price. I optimistically went for the hotel breakfast the first morning but got a microwaved hard roll with a from frozen egg and cheese for $13 and learned my lesson.
Justin
Residence Inn by Marriott Waldorf
Residence Inn by Marriott WaldorfWaldorf
10/10 Excellent
We were turned away by another hotel chain that accepts pets in some locations, but apparently not in Waldorf (not clear on their corporate website). After driving 9+ hours and arriving at 10:30 pm, their manager wouldn't accommodate or make an acception. IMAGINE OUR PLEASURE when greeted kindly & warmly by the staff at Reaidence Inn,where we were upgraded to a 2bd suite at no extra charge when it was discovered the room Id frantically booked online was unavailable!
HIGHLY recommend this hotel...
We were turned away by another hotel chain that accepts pets in some locations, but apparently not in Waldorf (not clear on their corporate website). After driving 9+ hours and arriving at 10:30 pm, their manager wouldn't accommodate or make an acception. IMAGINE OUR PLEASURE when greeted kindly & warmly by the staff at Reaidence Inn,where we were upgraded to a 2bd suite at no extra charge when it was discovered the room Id frantically booked online was unavailable!
HIGHLY recommend this hotel...
Deirdre
Towneplace Suites by Marriott Clinton at Joint Base Andrews
Towneplace Suites by Marriott Clinton at Joint Base AndrewsClinton
10/10 Excellent
has a great elegant building exterior and interior
has a great elegant building exterior and interior
donna
Frequently Asked Questions
What are the best hotels in Chesapeake Beach with outdoor pools?
Rod 'N' Reel Resort is a fantastic 4-star option for travellers seeking a delightful stay in Chesapeake Beach, especially those in search of an outdoor pool. With a traveller review score of 8.4, guests rave about the resort's friendly staff and comfortable, clean rooms, creating an inviting space for travellers.
The resort features a lovely outdoor pool complemented by cabanas and sun loungers, great for relaxing after a day spent exploring the beautiful surroundings. Visitors can enjoy the scenic views and a refreshing dip, making it an ideal spot for families with children who love to splash around.
Additionally, the resort's excellent food options add to its appeal, ensuring that guests can refuel without needing to venture far.
How much does a hotel with outdoor pool in Chesapeake Beach cost?
Enjoy staying in a hotel in Chesapeake Beach with an outdoor pool. You can find a great deal from $96 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What are some of the best Chesapeake Beach hotels with outdoor pools and scenic views?
Rod 'N' Reel Resort is a delightful 4-star option for families and travellers seeking both relaxation and adventure in Chesapeake Beach. Guests have consistently praised the resort, giving it an impressive review rating of 8.4, highlighting the friendly and excellent staff, comfortable and clean rooms, and beautiful location.
This resort features an inviting outdoor pool surrounded by sun loungers and cabanas, great for soaking up the sun while enjoying stunning views of the water and marina. Families appreciate the convenience of having a poolside area where they can unwind after a day of exploring the nearby attractions. Additionally, the resort's on-site dining options boast quality food, ensuring you can enjoy delicious meals without having to venture far from your relaxing retreat.
Are there hotels in Chesapeake Beach with outdoor pool cabanas or loungers?
Rod 'N' Reel Resort is a fantastic 4-star option for travellers seeking a delightful stay in Chesapeake Beach. This hotel boasts an inviting outdoor pool complete with luxurious cabanas and comfortable loungers, great for relaxing while soaking up the sun.
Guests appreciate the resort's warm and friendly staff, who go above and beyond to ensure a pleasant experience. With a traveller rating of 8.4, the resort is frequently lauded for its clean and comfortable rooms, excellent food options, and beautiful location.
Are there hotels with outdoor pools that are close to Chesapeake Beach Railway Museum?
Rod 'N' Reel Resort is a charming 4-star hotel that perfectly blends comfort and adventure, making it an excellent choice for families visiting the Chesapeake Beach area. This resort boasts an inviting outdoor pool, complete with sun loungers and pool cabanas, where guests can unwind while enjoying the beautiful Maryland weather. With a traveller rating of 8.4, visitors frequently praise the resort's friendly staff, comfortable rooms, and excellent dining options.
Situated close to the Chesapeake Beach Railway Museum, this hotel allows families to explore local history while having a relaxing retreat nearby. The combination of quality amenities and a fantastic location makes Rod 'N' Reel Resort a great option for those seeking both leisure and adventure during their stay.
Is it cheaper to book flights and a Chesapeake Beach hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it’s wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Chesapeake Beach for you.