Only two hours from Washington, D.C., yet a world away, Wylder Hotel Tilghman Island invites your team to shift gears, slow down, and fully immerse themselves in the waterfront rhythm. Nestled on a nine-acre sanctuary along the Chesapeake Bay, this reimagined 1898 boarding house blends historic maritime charm with modern comforts. It is the ultimate destination to foster deep collaboration, reward your organization, and disconnect from the mainland grind.
DISCOVER THE EASTERN SHORE
Gather Your Team
Escape to Tilghman Island to disconnect, recharge, and reconnect through engaging on-site adventures. Built for team-building events, employee incentives, and executive retreats, Wylder Tilghman Island brings your group together in a way only nature can. Break the mold of traditional boardrooms in one of our four unique meeting spaces, all designed to flood your sessions with natural light and inspiring waterfront views.
COLLECTION OF SPACES
waterfront ballroom
Our most popular and versatile event space, the Waterfront Ballroom is designed to inspire. Flooded with natural light from large bay windows, this stunning venue frames water views that bring the beauty of the Chesapeake indoors. The flexible layout offers exceptional adaptability for groups large and small, accommodating everything from intimate corporate workshops to grand banquets. With various customized configurations available, the ballroom seamlessly transforms to fit your specific vision, comfortably seating up to 180 guests for an unforgettable waterfront experience.
MUMBO
Escape the noise in our most intimate and private waterfront event space. Perfectly proportioned for smaller groups of up to 30 guests, this room offers a secluded setting where your team can dive deep into strategy while overlooking the bay. With an array of customizable configurations available—from casual brainstorming hubs to formal boardroom layouts—it delivers a flexible, daylight-filled environment that makes small group collaborations feel both highly productive and deeply connected.
Ticklers Wheelhouse
Offering 270-degree panoramic views of our pristine waterfront & expansive green lawns. This light-filled space blends the beauty of outdoors with indoor comfort, making it an adaptable setting for any corporate or social event. This space may be configured as a private, distractions-free meeting space or as a memorable private dining room. Ticklers Wheelhouse accommodates up to 65 guests, standing as an inspiring backdrop where natural beauty elevates conversations & meals.
Ticklers CRAB SHACK
An Immersive Off-Site Experience
Amenities
- Heated Saltwater Pool
- Panoramic Waterfront Sauna
- Cold Plunge
- Bonfire Pits
- Beach Cruiser Bicycles
- Hammock & Swing
- Lawn Games
- Board Games
- Kayaks & Paddleboards
- Canoe
- Pedalboat
DINING
At Wylder Hotel Tilghman Island, dining is an extension of the coastal environment. Our culinary team thoughtfully curates seasonal menus inspired by the rich maritime heritage of the historic Chesapeake Bay. By partnering directly with local watermen and vendors, we bring the freshest local catches and harvest-fresh ingredients straight to your team’s table. From casual shore side crab feasts to refined, multi-course pairing dinners, every meal is crafted to nourish your group, spark conversation, and showcase the authentic, vibrant flavors of the Eastern Shore.
SERVICES
Partner directly with our dedicated sales team to seamlessly coordinate every detail of your corporate retreat. From custom seating floor plans and curated culinary menus to a synchronized event timeline, we ensure your itinerary executes flawlessly.
Each event space is outfitted with designated tables & chairs, spaces also include complimentary Wi-Fi. Wylder provides on-site amenities for all guests, speak with the sales team about additional team building activities & recommendations.
Frequently Asked Questions
How do we reserve our event?
Reach out to our sales team, the team will create a contract specifically for your group. A signed contract & deposit are required to reserve your date(s). Details will be provided on contract.
What is included with event coordination?
Guidance in space selection, floorplans, timeline development, menu planning, activities, and room-block management. Meals will be provided standard staffing as needed. Each space is outfitted in the appropriate tables & chairs, linens will be provided for events in the waterfront ballroom. Set up & breakdown of designated spaces is provided.
Are overnight accommodations available?
Yes. Wylder Hotel offers 50 guest rooms across 9 different room types. The number of rooms & room types provided are dependent upon group size, season, and availability.
