Party Rentals in Westport, CT
From the golden sand of Compo Beach to the rolling estates of Greens Farms and the vibrant shops of Saugatuck, Westport is a town that celebrates beautifully. Stevie D Entertainment delivers premium bounce houses, tents, tables, chairs, and DJ services to events across Westport — making every party as polished as the town itself.
Book Your Westport PartyWestport’s Premier Party Rental Service
Westport’s neighborhoods each offer their own charm — waterfront living near Compo and Saugatuck Shores, pastoral estates in Greens Farms and Coleytown, and tree-lined family streets in Old Hill and Long Lots. Whether you’re hosting a beachside birthday within walking distance of Longshore Club Park, a tented garden reception on a two-acre Greens Farms property, or a graduation bash in your Old Hill backyard, we deliver professional-grade equipment and white-glove service across all of 06880. With over 210 acres of public recreation space in town, Westport has no shortage of stunning party settings — and we know how to outfit every one of them.
What We Bring to Westport Events
Bounce House Rentals
Westport kids light up when our bounce houses arrive. We deliver themed inflatables, combo units with slides, and toddler-safe bouncers to birthday parties across town — from compact Compo Beach-area lots to sprawling Coleytown properties. Every unit is clean, safe, and age-appropriate.
Tent Rentals
Westport’s outdoor entertaining culture demands elegant tent solutions. Our pole tents and frame tents complement the town’s beautiful properties — from Greens Farms estate receptions to Saugatuck riverside dinners. We handle coastal winds with secure staking and optional sidewalls that keep the ambiance while blocking the breeze.
Table & Chair Rentals
Whether it’s a refined dinner party for 30 near Longshore or a community celebration for 200 at Sherwood Island, we stock round tables, farm-style banquet tables, white resin chairs, and cushioned seating to match Westport’s high standards for any occasion.
DJ & Entertainment
Westport’s cultural scene — from Levitt Pavilion summer concerts to the Westport Country Playhouse — sets a high bar for entertainment. Our DJs meet it with professional sound systems, curated playlists, LED lighting, and MC skills that energize everything from milestone birthdays to waterfront receptions.
Obstacle Courses
Inflatable obstacle courses are a hit at Westport school fairs, PTA carnivals, and youth sports celebrations. Kids race through tunnels and slide down finishing ramps — ideal for events at Long Lots Elementary, Coleytown Elementary, or spacious backyard field days.
Water Slides
Even in a beach town, backyard water slides are a summer staple. Our towering inflatables are perfect for Westport pool party upgrades, end-of-school-year celebrations, and weekend gatherings where kids want non-stop splash action.
Westport Events Gallery

Every Westport Occasion Covered
Birthday Parties
Westport birthdays deserve the best. Our bounce houses and water slides transform backyards in Long Lots, Old Hill, and Compo into unforgettable party venues — and our team handles every detail from setup to cleanup.
Graduations
Staples High School graduates celebrate in style with tented backyard parties, DJ-powered dance floors, and elegant seating. We serve Westport’s graduation season with packages designed for this milestone moment.
School & Community Fairs
The Yankee Doodle Fair spirit lives on at school carnivals and PTA events throughout Westport. Our inflatables, games, and obstacle courses draw crowds at five elementary schools, two middle schools, and community gatherings across town.
Corporate Events
Westport attracts creative professionals and executives who expect polished event experiences. We deliver upscale tent and furniture setups for corporate retreats, product launches, and client appreciation events.
Family Reunions
With Sherwood Island’s 234 acres, Longshore Club Park, and gorgeous private properties, Westport offers ideal reunion settings. We supply tables, chairs, tents, and entertainment for gatherings of any size.
Seasonal Celebrations
From the Great Duck Race to summer concerts at Levitt Pavilion, Westport’s event calendar inspires year-round entertaining. Our rental equipment keeps your seasonal parties comfortable and beautiful no matter the weather.
Ready to Celebrate in Westport?
Whether your event is steps from Compo Beach, tucked into the hills of Coleytown, or set on a Greens Farms estate, Stevie D Entertainment has the rentals and expertise to make it exceptional. Reach out today.
Get a Free Westport QuoteWestport Party Rental FAQs
Do you deliver to all Westport neighborhoods?
Yes — we serve all of Westport’s 06880 zip code including Compo, Saugatuck, Greens Farms, Coleytown, Long Lots, Old Hill, and every neighborhood in town. Delivery, setup, and pickup are included with every rental.
Can I rent equipment for events at Sherwood Island?
Absolutely. We set up at Sherwood Island State Park, Longshore, and other Westport venues regularly. State park events require a permit — we can advise on the process for your specific rental items.
How far in advance should Westport residents book?
We recommend booking at least two to three weeks ahead. Westport’s summer season and graduation month (June) fill up fast, so earlier is always better for securing your preferred date.
Do you offer premium packages for Westport events?
Yes — we create custom packages that combine tents, tables, chairs, bounce houses, and DJ entertainment at bundled pricing. Tell us your vision and guest count, and we’ll build the perfect package.
What towns near Westport do you serve?
We cover all of Fairfield County including Weston, Norwalk, Fairfield, Wilton, Easton, New Canaan, Darien, and communities throughout Connecticut and into Westchester County, NY.