59+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Sturbridge

Sturbridge pickleball Stays, Resort Rentals, & Homes

About Sturbridge Vacation Rentals

Discover over 59 amazing vacation rental options in Sturbridge 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 Sturbridge.

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 514.88 ft², with prices averaging US $240 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 Sturbridge.

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Top Pickleball-Ready Accommodation Types in Sturbridge

Type Count
Vacation Homes 22
Holiday Apartments 3
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Sturbridge

★ 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 Sturbridge with PickleTrip™.

Weather in Sturbridge, MA

View the weather forecast for Sturbridge before booking your Sturbridge 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 Sturbridge, MA

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


Old Sturbridge Village
Brimfield Antique Show
Gilbertville Covered Bridge
Hardwick Vineyard and Winery
Wells State Park
TriState Speedway
St. Anne's Shrine
Westville Recreation Area
Stageloft Repertory Theater
Orchard and Brewery
Wilton s Children Store
University of Massachusetts-Amherst
Wachusett Mountain Ski Area
DCU Center
University of Connecticut
Worcester Polytechnic Institute
Naismith Memorial Basketball Hall of Fame
Amherst College
MassMutual Center

Other Places to Stay in Sturbridge, MA


Wilton s Children Store 65 Properties
Southbridge 57 Properties
Ware 51 Properties
Gilbertville 45 Properties
Old Sturbridge Village 44 Properties
Gilbertville Covered Bridge 43 Properties
Hardwick Vineyard and Winery 42 Properties
Stageloft Repertory Theater 41 Properties
Brimfield Antique Show 41 Properties
Orchard and Brewery 41 Properties
Fiskdale 35 Properties
Dudley 28 Properties

Frequently Asked Questions About Sturbridge?

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

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

Looking for a fun and active getaway with pickleball courts in Sturbridge? 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 Sturbridge?

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 59 properties listed in Sturbridge in 2026, 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 59 Sturbridge, MA Vacation Rentals

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