The Best Hotels with a Pool in Middletown, MD from NT$2,522 in 2026 | Expedia

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Check availability on Middletown Hotels with a Pool

Tonight

May 24 - May 25

Tomorrow

May 25 - May 26

Next weekend

May 29 - May 31

In two weeks

Our top choices for Middletown hotels with a pool

Indoor pool, sun loungers

Hampton Inn & Suites Frederick-Fort Detrick

Frederick

Immerse in the tranquil indoor pool with sun loungers at this well-appointed Frederick hotel, where comfort meets convenience.

United States

Pao

NT$3,705 total

includes taxes & fees

Jun 21 - Jun 22

Indoor pool

Fairfield Inn & Suites by Marriott Hagerstown

Hagerstown

Indoor pool provides year-round refreshment at this modern hotel with fitness center.

United States

Yvonne

NT$3,499 total

includes taxes & fees

May 31 - Jun 1

Indoor pool

Clarion Inn Harpers Ferry - Charles Town

Harpers Ferry

Scenic indoor pool provides year-round escape for travelers seeking relaxation after park adventures.

United States

Casie

NT$3,402 total

includes taxes & fees

Jun 16 - Jun 17

Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers

Days Inn by Wyndham Frederick

Frederick

Soak up the summer sun in the seasonal outdoor pool and find your perfect retreat at this centrally located Frederick hotel.

United States

Tina

NT$2,522 total

includes taxes & fees

May 27 - May 28

Outdoor pool

Holiday Inn Express Charles Town by IHG

Charles Town

Dive into summer fun with this hotel's refreshing outdoor pool and complimentary casino shuttle service.

Canada

Erin

NT$3,922 total

includes taxes & fees

May 28 - May 29

Indoor pool

Country Inn & Suites by Radisson, Hagerstown, MD

Hagerstown

Swimming laps or just lounging? This indoor pool paradise delivers a splashy good time.

United States

Michele

NT$3,521 total

includes taxes & fees

May 31 - Jun 1

Indoor pool

Home2 Suites BY Hilton Hagerstown

Hagerstown

Splash into comfort at this spotless hotel with an indoor pool and generous breakfast buffet.

United States

Alena

NT$4,463 total

includes taxes & fees

Jun 11 - Jun 12

Seasonal outdoor pool

Comfort Inn Aikens Center

Martinsburg

Dive into refreshing seasonal pool adventures near historic Belle Boyd House.

United States

Joshua

NT$3,461 total

includes taxes & fees

May 31 - Jun 1

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Choose what matters most at hotels with a pool in Middletown

Breakfast included

4 stars

Top Middletown Hotel Reviews

Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

10/10 Excellent

"We were very pleased with the friendliness of the front desk staff."

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

6/10 Okay

"The pool was not in service. The breakfast floor was sticky to walk on. There were only two towels in a two queen bed room. The noise level was pretty extreme all around the first floor till about 1am. The coffee area in the lobby was scarce in supplies and the water was tepid. There was one gentleman checking 5 guests in which took some time. There is only milk in the am to use as creamer for coffee in the breakfast area. The showerhead in the bathroom was loose and needed a good cleaning. The sink area crevices needed a good cleaning. The staff were pleasant. The beds appeared to be clean the carpets appeared cleaned. The lobby was neat. The tavern connected to the hotel was pleasant. The wifi worked."

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

2/10 Terrible

"No mattress pad, only a plastic liner under the sheet. This was a bedbug-bag style plastic liner, completely encasing the mattress, so it is likely rarely cleaned. A raggedy mattress pad was provided upon my insistence, for me to put on the bed myself. The sheets were mushy microfiber, with holes in them."

Days Inn by Wyndham Frederick

Days Inn by Wyndham Frederick

2/10 Terrible

"This was the first and last time I will stay in this hotel! The bedding was stained and discolored. Had to sleep in my cloths. I had 2 beds in the room and picked the lesser of two evils. My room was in the back of the property where all the meth and drug addicted people were. They were up all night talking in the breezeway. Turn on the light and they scattered like roaches. This happened again at 4 in the morning to where I finally just got up and left. The entire room smelled like wet feet, spider webs on the ceiling, and stains on the toilet and shower tub. I made sure not to touch anything inside this room. When leaving it appeared to have mold around the front window. My room was a dump and the hotel shut down until inspection is done by the health department!"

Frequently asked questions

What are some accommodations with pools in Middletown?

Country Inn & Suites by Radisson, Frederick, MD: Provides buffet, an indoor pool, and LCD televisions. Fairfield Inn & Suites by Marriott Hagerstown: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Best Western Historic Frederick: Offers buffet, an indoor pool, and complimentary wired internet access. Country Inn & Suites by Radisson, Hagerstown, MD: Features buffet, an indoor pool, and free self parking. SpringHill Suites by Marriott Frederick: Offers complimentary wired internet access, an indoor pool, and free self parking.

What is there to see and do in Middletown?

Make a point to visit attractions like Baker Park and Frederick Fairgrounds. Discover sights such as South Mountain State Park, Maryland National Golf Club, and Gambrill State Park during your stay.

When is the best time to book a hotel with a pool in Middletown?

You may want to consider a place to stay with an outdoor swimming pool if you're planning to visit Middletown in the hottest months of July, August, or June when the average temperature is 72°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temperature is 36°F.

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