261+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Pennsylvania
  3. Harrisburg - Hershey
  4. Hershey

Hershey pickleball Stays, Resort Rentals, & Homes

About Hershey Vacation Rentals

Discover over 261 amazing vacation rental options in Hershey with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Hershey.

Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 825.85 ft², with prices averaging US $291 per night.

With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Hershey.

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Top Pickleball-Ready Accommodation Types in Hershey

Type Count
Vacation Homes 66
Holiday Apartments 41
Villas 10
Cottages 3

Use these Quick Filters to Find a Vacation Rental in Hershey

★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Hershey with PickleTrip™.

Weather in Hershey, PA

View the weather forecast for Hershey before booking your Hershey Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Hershey, PA

PickleTrip offers a large selection of top attractions around Hershey . Research things to do on your vacation before you visit Hershey.


Hersheypark
Hersheypark Stadium
Giant Center
Hershey's Chocolate World
Hershey Theatre
Hershey Gardens
Troegs Brewing Company
Tanger Outlet Center
The Hershey Story Museum
Hersheypark Arena
ZooAmerica
Hershey Area Playhouse
Founder's Hall at the Milton Hershey School
Founders Hall
Pennsylvania Farm Show Complex
Hollywood Casino
Spooky Nook Sports
Millersville University
Lancaster Marriott at Penn Square
Lancaster County Convention Center

Other Places to Stay in Hershey, PA


Troegs Brewing Company 301 Properties
Hershey Theatre 300 Properties
Hersheypark Stadium 292 Properties
Hersheypark Arena 290 Properties
Hershey's Chocolate World 290 Properties
Tanger Outlet Center 288 Properties
Hersheypark 287 Properties
The Hershey Story Museum 286 Properties
Hershey Gardens 286 Properties
ZooAmerica 283 Properties
Derry Township 232 Properties
Hummelstown 62 Properties

Frequently Asked Questions About Hershey?

What are the top vacation rentals, resorts, and hotels in Hershey with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Hershey. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Hershey!

How many pickleball-ready properties have private pools in Hershey?

Discover 59 accommodations with private or nearby pickleball courts in Hershey. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Hershey is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Hershey? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

How many PickleTrip vacation rentals or resorts are available in Hershey?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 261 properties listed in Hershey in 2025, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.


People Also Ask

There are 261 Hershey, PA Vacation Rentals

Recently Booked Vacation Rentals in Hershey