Greencastle Vacation Packages 2026 from $393

Greencastle flight + hotel vacation packages

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

Brickhouse Inn

Gettysburg Historic District

$393

per person

Apr 15 - Apr 20

found 18 hours ago

Roundtrip flight included

Chicago (ORD) to Harrisburg (MDT)

This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the 9 hot tubs and free self-serve breakfast each morning. A terrace is also provided.

The Lodges at Gettysburg

$486

per person

Apr 15 - Apr 20

found 18 hours ago

Roundtrip flight included

Chicago (ORD) to Harrisburg (MDT)

This lodge features a restaurant, a gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a grocery/convenience store are also on offer.

Inn at Cemetery Hill

Gettysburg Historic District

$468

per person

Apr 15 - Apr 20

found 18 hours ago

Roundtrip flight included

Chicago (ORD) to Harrisburg (MDT)

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A business center, a picnic area, and laundry facilities are also on offer.

Eisenhower Hotel & Conference Center

$557

per person

Apr 15 - Apr 20

found 18 hours ago

Roundtrip flight included

Chicago (ORD) to Harrisburg (MDT)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Enjoy the gym and free perks like buffet breakfast and free self parking.

Aspire Gettysburg Hotel

$480

per person

Apr 15 - Apr 20

found 18 hours ago

Roundtrip flight included

Chicago (ORD) to Harrisburg (MDT)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.

Top Greencastle hotels deals

Holiday Inn Express Greencastle by IHG

50 Pine Dr Greencastle PA

Free Cancellation

$93 nightly

$103 total

Feb 2 - Feb 3

Total with taxes and fees

A water park and a gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy a meal from the restaurant and perks like free buffet breakfast and free self parking.

Breakfast included

Pet friendly

Country Inn & Suites by Radisson, Hagerstown, MD

17612 Valley Mall Rd Hagerstown MD

Free Cancellation

$93 nightly

$104 total

Feb 8 - Feb 9

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Liberty Mountain Resort

78 Country Club Trail Fairfield PA

$189 nightly

$210 total

Feb 24 - Feb 25

Total with taxes and fees

A golf course and an indoor pool are featured at this resort. There's a free ski shuttle, and ski passes and ski storage are available on site. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

Pool

Hot Tub

Mirror Villas - Modern Retreat with private hot tubs and mountain view

13571 Blairs Valley Rd Mercersburg PA

$530 nightly

$572 total

Feb 5 - Feb 6

Total with taxes and fees

This guesthouse features a terrace, concierge services, and free self parking. Barbecue grills and a virtual front desk are also provided.

Kitchen

Parking included

Fairfield Inn & Suites by Marriott Hagerstown

89 ALL STAR COURT Hagerstown MD

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$113 total

Feb 1 - Feb 2

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy the free buffet breakfast each morning.

Pool

Breakfast included

Tru By Hilton Chambersburg, PA

101 Walker Road Chambersburg PA

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$95 total

Feb 13 - Feb 14

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.

Pool

Breakfast included

Don't see what you're looking for?

See all available properties in Greencastle

View all properties

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

Greencastle Coffee Roasters

3.5/5(3 reviews)

Enjoy an outing to Greencastle Coffee Roasters during your stay in Greencastle. Check out the shops and top-notch restaurants in this romantic area.

Martins Mill Bridge

You can find out about the history of Greencastle with a visit to Martins Mill Bridge. While you're in the area, find time to visit its shops.

Frequently asked questions

How much are vacation packages to Greencastle?

Travelocity offers hotel and flight packages starting at an incredible $393. With such amazing deals, you'll be saying hello to Greencastle in no time.

How long should my Greencastle vacation be?

Around 3 nights is the average amount of time travelers vacation in Greencastle. But the perfect trip length comes down to how many magical memories you want to create. Why not stay a bit longer and discover some off-the-beaten-path gems?

Where can I get the best vacation package deals for Greencastle?

It's difficult to beat Travelocity when it comes to piecing together your Greencastle package deal. There are at least 400 air carriers and 1,000,000 worldwide properties to select from. Lock in your trip now and get ready to tick another amazing place off your list.

Why should I purchase my Greencastle vacation bundle via Travelocity?

From amazing destinations to fun experiences, we have everything you need to satisfy your travel desires. Our 24/7 support will also ensure you're being well taken care of before, during and after your vacation. And don't stress if you notice a lower price on your reservation, we'll match it. That's our Price Match Guarantee.

Can I save money on my Greencastle car rental if I book it with a hotel or flight?

With a Greencastle vacation package, you can combine your hotel, flight and car bookings and save tons. If you'd love to explore the best of this fantastic region, why not make tracks to White House? This renowned sight is 70 mi from Greencastle. With your own wheels, you'll be there soon enough.

Which airport is best for Greencastle?

Many fly into Washington Dulles Intl. Airport (IAD), 60 mi south of downtown Greencastle. Others prefer Harrisburg Intl. Airport (MDT) (60 mi away from central Greencastle) or Blair County Airport (AOO) (45 mi away from central Greencastle).

What is there to do in Greencastle?

Greencastle Coffee Roasters deserves to be on your must-see list. After you've crossed off this leading attraction, simply stroll the streets of Greencastle and experience what makes this exciting destination tick.

Where should I stay when visiting Greencastle?

Many visitors opt to check in to the Holiday Inn Express Greencastle, an IHG Hotel. It's sure to be a good base for your Greencastle getaway.