43+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. La Crosse
  4. Westby

Westby pickleball Stays, Resort Rentals, & Homes

About Westby Vacation Rentals

Discover over 43 amazing vacation rental options in Westby 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 Westby.

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 757.99 ft², with prices averaging US $226 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 Westby.

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Top Pickleball-Ready Accommodation Types in Westby

Type Count
Vacation Homes 21
Cottages 5
Holiday Apartments 3

Use these Quick Filters to Find a Vacation Rental in Westby

★ 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 Westby with PickleTrip™.

Weather in Westby, WI

View the weather forecast for Westby before booking your Westby 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 Westby, WI

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


Dregne's Scandinavian Gifts
Branches Winery
Snowflake Ski & Golf Club
Jersey Valley County Park
Jersey Valley County Park Beach
La Crosse Center
University of Wisconsin-La Crosse
Riverside Park
Viterbo University
Onalaska Omni Center
Mount La Crosse Ski Area
La Crosse Fairgrounds Speedway
Grandad Bluff Park
LaCrosse River Trail
Oktoberfest Grounds
Valley View Mall
SheNoneigans Entertainment Center & Sports Bar
Shrine of our Lady of Guadalupe
Kickapoo Valley Reserve Visitor Center
Myrick Park

Other Places to Stay in Westby, WI


Vernon County 173 Properties
Jersey Valley County Park 35 Properties
Jersey Valley County Park Beach 35 Properties
Christiana 34 Properties
Snowflake Ski & Golf Club 34 Properties
Dregne's Scandinavian Gifts 32 Properties
Branches Winery 32 Properties
Coon 27 Properties

Frequently Asked Questions About Westby?

What are the top vacation rentals, resorts, and hotels in Westby 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 Westby. 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 Westby!

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

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 43 properties listed in Westby 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 43 Westby, WI Vacation Rentals

Recently Booked Vacation Rentals in Westby