Charles Town Vacation Packages 2026 from $310

Charles Town flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Kellogg Conference Hotel at Gallaudet University

Northeast

$310

per person

Dec 9 - Dec 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.

Sheraton Baltimore North Hotel

$462

per person

Dec 23 - Dec 27

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Baltimore (BWI)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like a free area shuttle.

Omni Shoreham Hotel Washington DC

Northwest

Save 100% on your flight

$409

per person

Dec 9 - Dec 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the outdoor pool and conveniences like a 24-hour front desk and concierge services.

Club Wyndham Old Town Alexandria

Old Town Alexandria

Save 100% on your flight

$622

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.

Hilton Club The District Washington D.C.

Downtown Washington D.C.

$702

per person

Dec 28 - Jan 2

found 10 hours ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free perks like on-the-go breakfast and WiFi in public areas. Enjoy the hot tub and conveniences like dry cleaning and laundry facilities.

Top Charles Town hotels deals

The Inn at Charles Town - Hollywood Casino

100 Hollywood Dr Charles Town WV

Free Cancellation

Reserve now, pay when you stay

$117 nightly

$131 total

Nov 11 - Nov 12

Total with taxes and fees

A casino, 4 restaurants, and a gym are all featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like continental breakfast and free self parking.

Breakfast included

Parking included

Holiday Inn Express Charles Town by IHG

681 Flowing Springs Rd Charles Town WV

Free Cancellation

$118 nightly

$133 total

Nov 1 - Nov 2

Total with 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

Rodeway Inn & Suites Charles Town

741 E Washington St Charles Town WV

Free Cancellation

$66 nightly

$75 total

Nov 24 - Nov 25

Total with taxes and fees

A casino and a restaurant are featured at this motel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like buffet breakfast and free self parking.

Breakfast included

Parking included

Hillbrook Inn

4490 Summit Point Road Charles Town WV

$174 nightly

$192 total

Nov 3 - Nov 4

Total with taxes and fees

This bed & breakfast features a gym and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Breakfast included

Spa

Home2 Suites by Hilton Charles Town

70 Jefferson Crossing Way Charles Town WV

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$164 total

Nov 8 - Nov 9

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free perks include continental breakfast, free self parking, and a casino shuttle.

Pool

Breakfast included

Motel 6 Charles Town, WV

106 Jefferson Terrace Road Charles Town WV

Free Cancellation

Reserve now, pay when you stay

$59 nightly

$67 total

Nov 10 - Nov 11

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli is provided and the front desk is staffed around-the-clock.

Pet friendly

Parking included

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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.

Stay near popular Charles Town attractions

Jefferson County Courthouse

8.2/10 (30 reviews)

After visiting Jefferson County Courthouse, make a plan to see the other sights and activities in Charles Town. While in this family-friendly area, find time to visit its casinos.

See properties

Frequently asked questions

How much are vacation packages to Charles Town?

Starting at just $310, hotel and flight packages are a fantastic way to stretch your vacation budget even further. Get ready Charles Town — here you come!

How long should my Charles Town vacation be?

Most visitors vacation in Charles Town for around 2 nights. But traveling is all about discovering new places and making cherished memories — why not lock in a few additional nights to do just that?

Where can I get the best vacation package deals for Charles Town?

Scoring the perfect package deal to Charles Town is a cinch with Travelocity. With access to 400 air carriers and 1,000,000 worldwide properties, you're flush with choice when selecting your hotels and flights.

Why should I book my Charles Town vacation package via Travelocity?

By booking your flights, hotel, car rental and activities all in the one place, you'll save both time and money. We have an expert team of customer service specialists available 24/7, and you'll know that you'll always score the best deal in town with our Price Match Guarantee. So, what's stopping you? Book the vacation of your dreams today and start packing!

Can I save on my Charles Town car rental if I bundle it with a hotel or flight?

Combining your flight, car and hotel into a Charles Town vacation package is an excellent way to score an amazing deal. Plus, having your own car rental gives you absolute freedom to get to all the landmarks you're itching to see. Located 50 mi from Charles Town, White House is one attraction that should be on your must-do list. Fill up the tank and make a day trip of it.

Which airport is best for Charles Town?

Ronald Reagan Washington National Airport (DCA), 55 mi southeast of inner Charles Town, is most likely where you'll arrive. Your other choices are Washington Dulles Intl. Airport (IAD) (30 mi away from central Charles Town) and Hagerstown Regional Airport (HGR) (30 mi away from central Charles Town).

What is there to do in Charles Town?

Charles Town is full of places to discover, including Hollywood Casino at Charles Town Races and Sleepy Hollow Country Club. These two fantastic attractions are at the top of most tourists' to-do lists.

Where should I stay when visiting Charles Town?

The Holiday Inn Express Charles Town, an IHG Hotel is popular with many visitors. Book soon to avoid missing out.