The Best Hotels with a Pool in Westernport, MD from ₩130,050 in 2026

Q: What are some hotels with pools in Westernport?

Ramada by Wyndham Cumberland Downtown : Offers a sauna, an indoor pool, and continental. Best Western Braddock Inn : Provides buffet, an indoor pool, and free self parking. Sleep Inn & Suites Cumberland - LaVale : Cabin, 3-minute walk from Deep Creek Lake. Features a sauna, a communal pool, and complimentary wireless internet access. Keyser Inn : Provides daily, an indoor pool, and free self parking. Comfort Inn & Suites LaVale - Cumberland : Offers daily, an indoor pool, and complimentary wired internet access.

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Our top choices for Westernport hotels with a pool

Hampton Inn Cumberland

Cumberland

Discover a sleek indoor pool sanctuary in downtown Cumberland, where poolside loungers await for post-adventure relaxation.

bryan

₩237,521 total

includes taxes & fees

Jun 21 - Jun 22

Comfort Inn & Suites LaVale - Cumberland

Cumberland

Splash into luxury at this hotel's pristine indoor pool, where refreshing dips await every day of the year.

Deborah

₩200,881 total

includes taxes & fees

May 30 - May 31

Sleep Inn & Suites Cumberland - LaVale

Cumberland

Plunge into year-round splashes at this indoor pool oasis with late-night swim sessions.

Gail

₩187,814 total

includes taxes & fees

Jun 1 - Jun 2

Fairfield Inn & Suites by Marriott Cumberland

Cumberland

Splash into mountain views with Cumberland's year-round indoor pool and relaxing hot tub retreat.

Kayla

₩275,994 total

includes taxes & fees

Jun 14 - Jun 15

Best Western Braddock Inn

Cumberland

Splash into relaxation at this indoor poolside sanctuary with loungers and spa amenities.

Lew

₩130,050 total

includes taxes & fees

Jun 10 - Jun 11

Holiday Inn Express & Suites Cumberland - La Vale by IHG

Cumberland

Splash into year-round comfort at this hotel's indoor pool with extended access hours and fitness center perks.

Stephanie

₩221,766 total

includes taxes & fees

May 31 - Jun 1

Hampton Inn Frostburg

Frostburg

Dive into refreshing indoor pool swims in Frostburg's countryside, with 24-hour fitness options for active travelers.

TIMOTHY

₩233,800 total

includes taxes & fees

Jun 14 - Jun 15

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Choose what matters most at hotels with a pool in Westernport

Breakfast included

4 stars

Top Westernport Hotel Reviews

Sleep Inn & Suites Cumberland - LaVale

10/10 Excellent

"Got in late and exhausted but it was a nice place I would stay again"

Super 8 by Wyndham La Vale/Cumberland Area

4/10 Poor

"First the staff was lovely (an especially big shout out to Sandy). Second, a suite does not exist! This was not the hotel’s fault (my husband was there when the staff was on the phone with hotels.com asking them to again fix the incorrect listing and detailing the multiple issues with people arriving who had booked a room they didn’t have) but since I see it still hasn’t been fixed maybe this review will save someone some aggravation. Because we were there over memorial weekend and in town for a big music festival finding an alternative room was not an option. We booked the non existent suite as we were traveling with our daughter who is in a wheelchair and has a number of medical needs that require traveling with a lot of stuff, so the extra room is a necessity, not a luxury. The staff got us into an ADA room and even removed furniture to make the space workable for us. But the hotel itself was not great. The room we wound up with rundown. The sprayer in the shower had a broken base so you could only shower holding it, there was no way to attach it to the wall. Just a general rundown vibe, lots of stains and chipped furniture. Have food allergies so never checked out breakfast but the coffee was good. If the staff decides to open their own hotel I’d definitely give it a shot, but will be looking elsewhere next year."

Frequently asked questions

What are some hotels with pools in Westernport?

Ramada by Wyndham Cumberland Downtown: Offers a sauna, an indoor pool, and continental. Best Western Braddock Inn: Provides buffet, an indoor pool, and free self parking. Sleep Inn & Suites Cumberland - LaVale: Cabin, 3-minute walk from Deep Creek Lake. Features a sauna, a communal pool, and complimentary wireless internet access. Keyser Inn: Provides daily, an indoor pool, and free self parking. Comfort Inn & Suites LaVale - Cumberland: Offers daily, an indoor pool, and complimentary wired internet access.

What is there to see and do in Westernport?

Explore places like Deep Creek Lake while you're in the area. Surround yourself with nature at Savage River.

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

Taking into account the local weather in Westernport is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 33°F. The snowiest months in Westernport are January, February, May, and December, with each month seeing an average of 7 inches of snowfall.

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