
Dining
Three ways
to come to the table
A private chef on the property. The best restaurants
of the Eastern Shore. Or your own kitchen, fully yours.

01 — Private Chef
In residence, at the estate
We work with Chesapeake Chefs, a team of private chefs who cook on-property — curated dinners drawn from the region's tables, the estate's garden, and the crab pots at the end of the pier.
Standalone meals or full-day packages. Bartending, happy-hour service, and tasting experiences are arranged as add-ons — Lyon Rum tastings, wine flights with a certified sommelier, a bonfire and s'mores set up at dusk.
- · Minimum ten guests
- · Deposit at signing, balance due two weeks prior
- · Dietary restrictions and menu customization welcomed

02 — Order Local
The Eastern Shore's best tables
Within twenty minutes of the gate are the three towns that hold the region's dining: St. Michaels, Easton, and Oxford. We recommend at least one evening in St. Michaels — a small waterfront town built for an unhurried dinner — and a Sunday brunch in Oxford after the ferry.
Our team will hold reservations, arrange car service, or manage takeout and delivery from any of the below.
03 — Cook Yourself
Your own kitchen, fully
Every building has a kitchen of its own. The Main Lodge's is built for catering scale — twin ranges, a walk-in pantry, prep islands enough for a crew. The smaller houses each have warm, well-equipped kitchens of their own.
We pre-stock on request — coffee, breakfast staples, the basics for the first morning. Beyond that, the grocery options are nearby and DoorDash / Instacart serve the area.
A Local Guide
Where to eat
St. Michaels
14 min drive
Theo's
Upscale steakhouse
Limoncello
Refined Italian
The Crab Claw
Waterfront crabs, the iconic order
Foxy's
A long evening at the bar
Gina's Cafe
Casual, excellent tacos
Ava's
Wood-fired & raw bar
Rise Up Coffee
Stand for the morning ride
Easton
18 min drive
Scossa
Upscale Italian/American
Tidewater Inn
Outdoor American, classic
Legal Assets
Private dining or quiet lunches outdoors
Rise Up Coffee
Breakfast burritos & açaí bowls
Oxford
7 min drive + ferry
The Robert Morris Inn
America's oldest inn — for a long Sunday brunch
Capsize
Outdoor waterfront dining at the ferry landing
The Scottish Highland Creamery
Some of the best ice cream in Maryland
Markets & Groceries
Harris Teeter
Full supermarket, Easton
BJ's Wholesale
Bulk, Easton
St. Michael's Market
Small market for essentials
St. Michael's Farmer's Market
Saturday mornings, in season
A Conversation
Let us know how you like to dine
Whether it's a chef-led seven-course dinner, a steamed bushel of crabs on the pier, or a stocked kitchen ready for a morning of cooking together — we'll arrange whichever suits.