Greencastle Vacation Packages 2026 from $725

Greencastle flight + hotel vacation packages

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

Eisenhower Hotel & Conference Center

$725

per person

Sep 10 - Sep 14

found 11 hours ago

Roundtrip flight included

Boston (BOS) 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.

Conestoga Manor

$1,017

per person

Sep 1 - Sep 5

found 18 hours ago

Roundtrip flight included

Boston (BOS) to Harrisburg (MDT)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.

The Lodges at Gettysburg

$779

per person

Sep 10 - Sep 14

found 11 hours ago

Roundtrip flight included

Boston (BOS) 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

$779

per person

Sep 10 - Sep 14

found 11 hours ago

Roundtrip flight included

Boston (BOS) 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.

Super 8 by Wyndham Hershey Chocolate Avenue

Downtown Hershey

$745

per person

Oct 10 - Oct 17

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Harrisburg (MDT)

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and express check-out are also provided.

Top Greencastle hotels deals

Holiday Inn Express Greencastle by IHG

50 Pine Dr Greencastle PA

Free Cancellation

$93 nightly

$103 total

Jul 26 - Jul 27

Total with taxes and fees

A restaurant and a gym are featured at this hotel. 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.

Breakfast included

Pet friendly

Super 8 by Wyndham Greencastle

735 Buchanan Trl E Greencastle PA

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$79 total

Aug 3 - Aug 4

Total with taxes and fees

Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A business center, a library, and a hair salon are also on offer.

Breakfast included

Pet friendly

Country Inn & Suites by Radisson, Hagerstown, MD

17612 Valley Mall Rd Hagerstown MD

Free Cancellation

$101 nightly

$113 total

Aug 17 - Aug 18

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

Hawthorn Extended Stay by Wyndham Chambersburg

1123 Lincoln Way East Chambersburg PA

Free Cancellation

Reserve now, pay when you stay

$66 nightly

$73 total

Aug 9 - Aug 10

Total with taxes and fees

This hotel features an indoor pool, a 24-hour gym, and a restaurant. 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

The Plaza Inn & Suites

931 Dual Highway, Building A Hagerstown MD

Free Cancellation

Reserve now, pay when you stay

$70 nightly

$78 total

Jul 23 - Jul 24

Total with taxes and fees

An indoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.

Pool

Pet friendly

Fairfield Inn & Suites by Marriott Hagerstown

89 ALL STAR COURT Hagerstown MD

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$124 total

Jul 29 - Jul 30

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

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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 Greencastle attractions

Greencastle Coffee Roasters

7.8/10 (14 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.

See properties

Frequently asked questions

How much are vacation packages to Greencastle?

Travelocity offers hotel and flight packages starting at an incredible $725. 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.