A town street with cars parked on both sides, a church steeple in the distance, and a roundabout with street lamps.

Family friendly Hotels in Greencastle, Pennsylvania

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Greencastle Family friendly Hotels

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19

Our top choices for Greencastle family-friendly hotels

Free daily buffet breakfast

Holiday Inn Express Greencastle by IHG

Holiday Inn Express Greencastle by IHG
2.5 star property
Greencastle
8.8 out of 10, Excellent, (633 reviews)
  • cleanliness
    Dive into family adventures at this hotel with a water park, where parents enjoy fitness options as kids splash and play all day long.
The price is P5,910
P6,930 total
includes taxes & fees
Jul 26 - Jul 27
Holiday Inn Express Greencastle by IHG
Free daily continental breakfast

MainStay Suites Chambersburg

MainStay Suites Chambersburg
2.5 star property
Chambersburg
8.4 out of 10, Very Good, (118 reviews)
The price is P3,707
P4,115 total
includes taxes & fees
Aug 3 - Aug 4
MainStay Suites Chambersburg
Lobby sitting area

La Quinta Inn & Suites by Wyndham Chambersburg

La Quinta Inn & Suites by Wyndham Chambersburg
3.0 star property
Chambersburg
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Family fun awaits with an indoor pool, nearby amusement park, and kid-friendly rooms for a perfect escape.
The price is P6,527
P7,245 total
includes taxes & fees
Jul 7 - Jul 8
La Quinta Inn & Suites by Wyndham Chambersburg
Free daily buffet breakfast

Comfort Inn Aikens Center

Comfort Inn Aikens Center
2.5 star property
Martinsburg
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Splash into family fun where poolside adventures and golfside views await, all within minutes of a top children's museum.
The price is P5,250
P5,880 total
includes taxes & fees
Jul 26 - Jul 27
Comfort Inn Aikens Center
Indoor pool

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD
3.0 star property
Hagerstown
8.6 out of 10, Excellent, (1,293 reviews)
  • cleanliness
    Make the most of family adventures with free breakfast, cribs, and an indoor pool steps away from the Hagerstown Roundhouse Museum.
The price is P6,317
P7,075 total
includes taxes & fees
Jul 27 - Jul 28
Country Inn & Suites by Radisson, Hagerstown, MD
Desk, laptop workspace, blackout drapes, free cribs/infant beds

Red Roof Inn Hagerstown - Williamsport, MD

Red Roof Inn Hagerstown - Williamsport, MD
2.0 star property
Williamsport
7.2 out of 10, Good, (976 reviews)
  • cleanliness
    Family escape with free perks—cribs and cable TV make this hotel perfect for kids.
The price is P5,344
P5,985 total
includes taxes & fees
Jul 6 - Jul 7
Red Roof Inn Hagerstown - Williamsport, MD
Down comforters, in-room safe, desk, laptop workspace

Best Western Chambersburg

Best Western Chambersburg
2.5 star property
Chambersburg
8.6 out of 10, Excellent, (1,003 reviews)
The price is P4,699
P5,215 total
includes taxes & fees
Jul 26 - Jul 27
Best Western Chambersburg
Lounge

Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown
3.0 star property
Hagerstown
9.4 out of 10, Exceptional, (689 reviews)
The price is P6,081
P6,811 total
includes taxes & fees
Jul 5 - Jul 6
Fairfield Inn & Suites by Marriott Hagerstown
Exterior

Holiday Inn Express & Suites Clear Spring by IHG

Holiday Inn Express & Suites Clear Spring by IHG
2.5 star property
Clear Spring
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Delight young adventurers at this family-friendly Clear Spring hotel with an indoor pool and easy access to Whitetail Ski Resort.
The price is P5,959
P6,674 total
includes taxes & fees
Jul 26 - Jul 27
Holiday Inn Express & Suites Clear Spring by IHG
Premium bedding, desk, laptop workspace, blackout drapes

Hampton Inn Hagerstown-I-81

Hampton Inn Hagerstown-I-81
2.5 star property
Hagerstown
9.6 out of 10, Exceptional, (1,001 reviews)
  • cleanliness
    Splash into family fun with an indoor pool and play options at this Hagerstown hotel, where kid-friendly comforts meet golf course views.
The price is P6,589
P7,380 total
includes taxes & fees
Aug 2 - Aug 3
Hampton Inn Hagerstown-I-81
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.
View all properties

Choose what matters most at family-friendly hotels in Greencastle

Breakfast included
Pool

Top Greencastle Hotel Reviews

The Lodges at Gettysburg

The Lodges at Gettysburg

8/10 Good
"No pool, rooms were spacious though. Scenery beautiful. Not the best place for families with small children as not much to do, but not advertised that way so you get what you get!"
Ryan 5-night trip
Posted 10 hours ago
The Lodges at Gettysburg

Frequently asked questions

What's Greencastle like for family-friendly vacations?
The historic destination of Greencastle is a great choice if you've been thinking about a vacation with the kids. The coffee shops and restaurants are just a few things that make this an attractive spot for a family vacation. Fly into Hagerstown, MD (HGR-Hagerstown Regional), which is the closest airport, or Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 30 mi (48.3 km) from the city center.
What's the best hotel for a family vacation to Greencastle?
Holiday Inn Express Greencastle by IHG is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly vacation in Greencastle?
The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Greencastle is 45 inches.
What's there to see and do with your family in Greencastle?
While you and your family are vacationing in Greencastle, you might want to visit some family-friendly attractions such as Greencastle Coffee Roasters and Pennsylvania Dutch Market. Make sure you have lots of time for activities like Maryland Theater and Long Acres Alpaca Farm.

Explore a world of travel with Expedia