Charles Town Vacation Packages 2025 from $555

Charles Town flight + hotel vacation packages

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

Canopy by Hilton Baltimore Harbor Point

Fells Point

Save 100% on your flight

per person

Aug 25 - Aug 31

found 9 hours ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and laundry service. Self parking, a terrace, and a snack bar/deli are also offered.

Sagamore Pendry Baltimore

Fells Point

Save 100% on your flight

per person

Aug 25 - Aug 31

found 9 hours ago

Roundtrip flight included

Atlanta (ATL) 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 airport shuttle. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.

Rosewood Washington, D.C.

Northwest

Save 100% on your flight

per person

Aug 28 - Aug 31

found 8 hours ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

The aparthotel's outdoor pool, indoor pool, and 2 bars/lounges are among the featured amenities. Families will appreciate complimentary bicycles and in-room childcare. Enjoy the 24-hour gym and perks like free WiFi.

SIXTY DC

Downtown Washington D.C.

Save 100% on your flight

per person

Sep 9 - Sep 13

found 13 hours ago

Roundtrip flight included

Orlando (MCO) to Washington (DCA)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking is offered and the front desk is staffed around-the-clock.

Salamander Washington DC

Southwest

Save 100% on your flight

per person

Aug 28 - Aug 31

found 8 hours ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Top Charles Town hotels deals

Days Inn by Wyndham Charles Town/Harpers Ferry

642 E Washington Street, Charles Town, WV

Free Cancellation

Reserve now, pay when you stay

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This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free area shuttle. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Parking included

Holiday Inn Express Charles Town by IHG

681 Flowing Springs Rd, Charles Town, WV

Free Cancellation

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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

Home2 Suites by Hilton Charles Town

70 Jefferson Crossing Way, Charles Town, WV

Free Cancellation

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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

Hampton Inn & Suites Charles Town

157 Pimlico Dr, Charles Town, WV

Free Cancellation

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This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a terrace, and express check-out are also on offer.

Pool

Breakfast included

Rodeway Inn & Suites - Charles Town, WV

741 E Washington St, Charles Town, WV

Free Cancellation

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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

The Inn at Charles Town - Hollywood Casino

100 Hollywood Dr, Charles Town, WV

Free Cancellation

Reserve now, pay when you stay

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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

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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.

Popular places to visit

Hollywood Casino at Charles Town Races

4/5(232 reviews)

Why not try your luck with a visit to Hollywood Casino at Charles Town Races during your travels in Charles Town? While in this family-friendly area, find time to visit its casinos.

Sleepy Hollow Country Club

Enjoy a round of golf in Charles Town at Sleepy Hollow Country Club. While in this family-friendly area, find time to visit its casinos.

Jefferson County Courthouse

4/5(1 review)

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.

Frequently asked questions

How much are vacation packages to Charles Town?

Starting at just $555, 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.