Charles Town Vacations
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Charles Town Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Columbia East-Jessup by IHG
$411
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Pensacola (PNS) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Jessup. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maryland Live Casino and Arundel Mills Mall are located nearby.
Convention center Indoor free parking
Downtown Baltimore
$463
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Pensacola (PNS) to Baltimore (BWI)
Book a stay at this business-friendly apartment in Baltimore. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Baltimore Inner Harbor Marina and Oriole Park at Camden Yards are located nearby.
Harbor free indoor parking
Downtown Baltimore
$546
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Pensacola (PNS) to Baltimore (BWI)
Book a stay at this business-friendly apartment in Baltimore. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Oriole Park at Camden Yards and Baltimore Inner Harbor Marina are located nearby.
The Hotel at Arundel Preserve
Arundel Mills
$526
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Pensacola (PNS) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Hanover. Enjoy free WiFi, a free airport shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Maryland Live Casino and Arundel Mills Mall are located nearby.
As always, our room was super clean and ready upon check in. Staff at the desk were five-star. We normally eat away from the hotel, but decided to try the restaurant for breakfast the next day. Very good, hot, and priced pretty good for a hotel restaurant. The ONLY thing that I found bogus, was the pay to park thing. I hadn't been down there since 2024, so it was obviously implemented after that. I don't usually stay at hotels where you have to pay parking.
Reviewed on Oct 14, 2026
Hudson house
Canton
$582
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Pensacola (PNS) to Baltimore (BWI)
Stay at this vacation home in Baltimore. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Baltimore Inner Harbor Marina and Oriole Park at Camden Yards are located nearby.
Tried messaging multiple times prior to check in to confirm check in process and possibility of checking in early, no response. Finally called upon arrival, was told they had to confirm my reservation and would call back, after waiting an hour, called 3x no answer, eventually spoke to someone else who said property was double booked and offered a different stay in a different location and smaller, not willing to do reasonable refund. They cancelled my reservation and were extremely unprofessional in handling the canceled reservation. Expedia had trouble reaching them 1 minute after closing and cancelling my reservation. Not worth the hassle of staying at another property they managed.
Reviewed on Sep 3, 2026
Hotel Revival Baltimore
Mount Vernon
$478
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Pensacola (PNS) to Baltimore (BWI)
Book a stay at this luxury hotel in Baltimore. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Oriole Park at Camden Yards and Baltimore Inner Harbor Marina are located nearby.
Comfortable stay.
Reviewed on Oct 13, 2026
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See all available trips from Columbus to Charles Town
View all tripsCharles Town Vacation Packages
Looking for ways save both time and money on your upcoming vacation to Charles Town? The AARP Travel Center Powered by Expedia® can help you do both. We're here to book everything you'll need to make your Charles Town trip one to remember. With only a few clicks, you can pick the best Charles Town vacation package for you and your family. AARP Travel Center has an amazing choice of accommodations and flight, as well as local endeavors to pull from.
Charles Town Hotel Deals
With 930 hotels and resorts in Charles Town to choose from, you will find one that is perfect for you.
We have great deals on everything from family-friendly resorts that meet all the vacation must-haves to affordable accommodations which are great for those on a budget. You can browse our vast catalog of possibilities and choose the lodging that is best for you. With AARP Travel Center's Charles Town hotel packages, you not only get a great rate on your flight, but also a terrific place to stay.
Things to do in Charles Town
Charles Town is the perfect spot when you need to a break from it all. With only around 5,899 people here, this quaint town is just right for a quite vacation. With the city's growing artistry scene and a rich past that is a beacon for history aficionados you may have a hard time fitting everything into one trip.
Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.
Save with a Charles Town Vacation Package
With so much going on in Charles Town, you'll be wanting to plan your outings, not devoting time to finding the cheapest hotel. The AARP Travel Center Powered by Expedia® allows you to easily reserve everything you need, and save money at the same time. You can plan your entire trip, including activities in Charles Town from only one place. The hardest packing you'll have to do is for your suitcase. Book now and save!
Top Hotel Deals
The Inn at Charles Town - Hollywood Casino
100 Hollywood Dr Charles Town WV
Book a stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express Charles Town by IHG
681 Flowing Springs Rd Charles Town WV
Book a stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Rodeway Inn & Suites Charles Town
741 E Washington St Charles Town WV
Book a stay at this business-friendly motel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Home2 Suites by Hilton Charles Town
70 Jefferson Crossing Way Charles Town WV
Book a stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hillbrook Inn
4490 Summit Point Road Charles Town WV
Book a stay at this business-friendly B&B in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our ...
Motel 6 Charles Town, WV
106 Jefferson Terrace Road Charles Town WV
Stay at this motel in Charles Town. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Days Inn by Wyndham Charles Town/Harpers Ferry
642 E Washington Street Charles Town WV
Book a stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton Inn & Suites Charles Town
157 Pimlico Dr Charles Town WV
Stay at this hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Carriage Inn B&B
417 E Washington Street Charles Town WV
Stay at this B&B in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hollywood Casino at Charles Town Races and Charles Town ...
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Quality Inn Harpers Ferry - Charles Town
25 Union St Harpers Ferry WV
Book a stay at this business-friendly hotel in Harpers Ferry. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Salamander Resort And Spa
500 North Pendleton Street Middleburg VA
Book a stay at this luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Middleburg Community Center and ...
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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 Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Dec 8 - Fri, Dec 11
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$77
Roundtrip
found 1 hour ago
Sat, Nov 14 - Wed, Nov 25
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$153
Roundtrip
found 6 hours ago
Sat, Nov 14 - Sun, Nov 15
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$157
Roundtrip
found 6 hours ago
Sat, Nov 14 - Sun, Nov 15
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$281
Roundtrip
found 6 hours ago
Best points of interest in Charles Town
- Hollywood Casino at Charles Town Races Vacations
- Jefferson County Courthouse Vacations
- Charles Town Library Vacations
- Old Opera House Vacations
- Locust Hill Golf Course Vacations
- Gibson-Todd House Vacations
- Zion Episcopal Church Cemetery Vacations
- Beall Air Vacations
- Harpers Ferry National Historical Park Vacations
- ValleyHealth Winchester Medical Center Vacations
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More Types of Hotels
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- Adults Only Resorts & Hotels in Charles Town
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- Hotels with an Indoor Pool in Charles Town