Middletown
Travel Guide
Visit Middletown
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown MD
The price is CA $90 per night from May 26 to May 27
CA $90
CA $258 total
May 26 - May 27
includes taxes & fees
Stay at this cabin in Middletown. Enjoy laundry facilities, an in-room coffeemaker, and in-room fireplaces. Popular attractions Orchid Cellar Winery and Willow ...
9.6/10 Exceptional! (115 reviews)
"This was the perfect place for a little quiet retreat. It was cozy and comfortable. It felt rustic and away from the world, but was still a good place to get some remote work done (good WiFi). Couldn’t recommend more."
Reviewed on May 9, 2026
Country Inn & Suites by Radisson, Frederick, MD
5579 Spectrum Dr Frederick MD
Fully refundable
The price is CA $132 per night from May 28 to May 29
CA $132
CA $147 total
May 28 - May 29
includes taxes & fees
Book a stay at this business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,303 reviews)
"Friendly staff, good breakfast layout and the cookies at the front desk were fab……thank you!!"
Reviewed on May 25, 2026
Fairfield Inn & Suites by Marriott Hagerstown
89 ALL STAR COURT Hagerstown MD
The price is CA $153 per night from Jun 3 to Jun 4
CA $153
CA $172 total
Jun 3 - Jun 4
includes taxes & fees
Book a stay at this business-friendly hotel in Hagerstown. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast ...
9.4/10 Exceptional! (653 reviews)
"The room was very clean. The breakfast was good. The staff was friendly."
Reviewed on May 19, 2026
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.
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown MD
Stay at this cabin in Middletown. Enjoy laundry facilities, an in-room coffeemaker, and in-room fireplaces. Popular attractions Orchid Cellar Winery and Willow ...
9.6/10 Exceptional! (115 reviews)
"This was the perfect place for a little quiet retreat. It was cozy and comfortable. It felt rustic and away from the world, but was still a good place to get some remote work done (good WiFi). Couldn’t recommend more."
Reviewed on May 9, 2026
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Middletown MD
Stay at this cabin in Middletown. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Maryland National Golf Club and Orchid Cellar Winery ...
10/10 Exceptional! (142 reviews)
"Very peaceful"
Reviewed on May 9, 2026
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Harpers Ferry WV
Stay at this apartment in Harpers Ferry. Enjoy free WiFi, in-room fireplaces, and air conditioning. Popular attractions Harpers Ferry National Historical Park ...
9.2/10 Wonderful! (33 reviews)
"Perfect location and size for a few night stay. Very clean and dry. Would stay here again for another long weekend. Only suggestion is to improve the parking. There was a group in the unit above us, and they had two cars. One day we returned, and they were parked blocking the spot designated for ..."
Reviewed on May 24, 2026
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.
Popular places to visit
Maryland National Golf Club
Enjoy a round of golf in Middletown at Maryland National Golf Club. Discover the coffeehouses and its festivals while you're in the area.
Orchid Cellar Winery
You can enjoy a tasting or tour at Orchid Cellar Winery during your travels to Middletown. Discover the area's festivals, or seek out its golf courses.
Willow Oaks Craft Cider and Wine
You can enjoy a tasting or tour at Willow Oaks Craft Cider and Wine during your travels to Middletown. Amble around the area's riverfront or experience its entertainment venues.
