Charles Town Vacation Packages 2026 from $447

Charles Town flight + hotel vacation packages

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

DoubleTree by Hilton Baltimore North - Pikesville

Save 100% on your flight

$447

per person

Jul 21 - Jul 28

found 1 day 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 24-hour business center and free WiFi in public areas. Free self parking, a snack bar/deli, and a hair salon are also offered.

Kellogg Conference Hotel at Gallaudet University

Northeast

Save 100% on your flight

$616

per person

Aug 10 - Aug 17

found 11 hours 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

Save 100% on your flight

$484

per person

Jul 21 - Jul 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Hotel Burg

Leesburg's Old and Historic District

Save 100% on your flight

$498

per person

Aug 1 - Aug 5

found 16 hours ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.

The Bethesdan Hotel, Tapestry Collection by Hilton

Bethesda Downtown

Save 100% on your flight

$607

per person

Aug 10 - Aug 17

found 11 hours ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas. There's a seasonal outdoor pool on site, and laundry facilities and wedding services are also offered.

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

$121 nightly

$136 total

Jun 15 - Jun 16

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.

Holiday Inn Express Charles Town by IHG

681 Flowing Springs Rd Charles Town WV

Free Cancellation

$98 nightly

$111 total

Jul 5 - Jul 6

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.

Hillbrook Inn

4490 Summit Point Road Charles Town WV

$170 nightly

$187 total

Jun 10 - Jun 11

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

Days Inn by Wyndham Charles Town/Harpers Ferry

642 E Washington Street Charles Town WV

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$75 total

Jun 9 - Jun 10

Total with taxes and fees

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.

Hampton Inn & Suites Charles Town

157 Pimlico Dr Charles Town WV

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$137 total

Jun 18 - Jun 19

Total with taxes and fees

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

Motel 6 Charles Town, WV

106 Jefferson Terrace Road Charles Town WV

Free Cancellation

Reserve now, pay when you stay

$59 nightly

$67 total

Jun 14 - Jun 15

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.

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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

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.

Hollywood Casino at Charles Town Races

4/5(234 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.

Locust Hill Golf Course

Enjoy a round of golf in Charles Town at Locust Hill Golf Course. While you're in the area, find time to visit its casinos.

Frequently asked questions

How much are vacation packages to Charles Town?

Starting at just $447, 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.