Welcome Home to Kent Island Resort
Set on 220 acres in Stevensville, Maryland, Kent Island Resort is a historic waterfront escape near the Chesapeake Bay. Just 10 minutes from Annapolis and approximately one hour from Washington, D.C., the resort feels like a world away while keeping a getaway close to home.
Nearly two miles of shoreline, open parkland and thoughtfully appointed rooms and suites invite you to settle in and stay awhile. Explore the grounds by foot or bicycle, get out on the water, or relax beside the seasonal pool. In the evening, gather over locally sourced, seasonal dishes at 18TWENTY. Whether you’re planning a weekend away, a waterfront wedding or time together with your team, Kent Island Resort offers a setting that makes it easy to feel at home.
Weddings
Meetings & Retreats
Events & Celebrations
Waterfront Weddings near annapolis
Exchange vows beside the water, then celebrate in one of Kent Island Resort’s beautiful indoor or outdoor spaces. With room for up to 275 guests and an indoor option if the weather changes, you can plan a celebration that feels true to you. Onsite accommodations give family and friends more time to enjoy the occasion together.
DINE AT 18TWENTY
Settle in for a meal at 18TWENTY Bar & Restaurant at Kent Island Resort. The menu brings together grass-fed, aged beef, Chesapeake Bay seafood and seasonal local ingredients, with global influences woven throughout. Pair dinner with a handcrafted cocktail, stop by for Locals Happy Hour or Girl Dinner, or linger over the waterfront views from the patio. In Stevensville, Maryland, 18TWENTY is a place to gather and enjoy the flavors of the Eastern Shore.
UPSCALE MEETINGS & RETREATS
Whether you’re planning a small team gathering, executive offsite, or large corporate buyout, Kent Island Resort on Maryland’s Eastern Shore provides a premier waterfront setting designed for focus, connection, and productivity. Our passionate and dedicated Event Team manages every detail to create the ideal environment for meetings and retreats of any scale, from intimate strategy sessions to full-scale corporate events. Ready to elevate your next offsite? Explore more below to start planning a custom experience tailored to your team’s goals.
Special Moments Deserve a Signature Setting
Your Home Away from Home
Kent Island Resort is a country house where luxury and life go hand-in-hand. Historical features and boutique modern design create guest rooms and suites with a unique home-like atmosphere, reviving the soul as you relax.
