
Deals on vacations and trips to Middletown
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Middletown flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Chalet High
Save 100% on your flight
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Houston (IAH) to Washington (WAS)
This condo features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. Enjoy the sauna and conveniences like a terrace and barbecue grills.

Hamilton Hotel Washington DC
Downtown Washington D.C.
Save 100% on your flight
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (WAS)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a terrace and multilingual staff can provide around-the-clock assistance.

Holiday Inn Washington Capitol - Natl Mall by IHG
Southwest
Save 100% on your flight
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (WAS)
This traditional hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a seasonal outdoor pool on site, and a 24-hour front desk and a coffee shop are also provided.

YOTEL Washington DC
Northwest
Save 100% on your flight
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (WAS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. You'll appreciate the seasonal outdoor pool, poolside bar, and concierge services.

Sofitel Washington DC Lafayette Square
Downtown Washington D.C.
Save 100% on your flight
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (WAS)
A restaurant and a bar/lounge are featured at this hotel. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.
Top Middletown hotels deals

Country Inn & Suites by Radisson, Frederick, MD
5579 Spectrum Dr, Frederick, MD
Free Cancellation
$84 nightly
The price is $93 total per night
$93 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly

Quality Inn
25 Union St, Harpers Ferry, WV
Free Cancellation
Reserve now, pay when you stay
$82 nightly
The price is $91 total per night
$91 total
Sep 1 - Sep 2
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Parking included

Hilton Garden Inn Frederick
7226 Corporate Ct, Frederick, MD
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $121 total per night
$121 total
Aug 31 - Sep 1
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly

Tru By Hilton Martinsburg
801 Snapp Street, Martinsburg, WV
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $114 total per night
$114 total
Aug 24 - Aug 25
Total includes taxes and fees
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Express check-out is provided and the front desk is staffed around-the-clock.
Breakfast included
Pet friendly

Best Western Leesburg Hotel & Conference Center
726 E Market St, Leesburg, VA
Free Cancellation
Reserve now, pay when you stay
$87 nightly
The price is $100 total per night
$100 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included

Holiday Inn Express Charles Town by IHG
681 Flowing Springs Rd, Charles Town, WV
Free Cancellation
$99 nightly
The price is $112 total per night
$112 total
Sep 1 - Sep 2
Total includes taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free perks include buffet breakfast, free self parking, and a casino shuttle.
Pool
Breakfast included
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.
Frequently asked questions
Photos of local treasures
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