Packages & Add-Ons

Eastern Shore Getaway Packages & Add-Ons

Make your Eastern Shore getaway extra special with one of our signature packages or romantic enhancements. Advance notice is required for certain items and availability is seasonal.



or book online

Romance Package

$150 in addition to Room Rate

Spend the night in one of our Deluxe Rooms with a king bed, whirlpool tub and fireplace (in season). Upon arrival you will receive a bottle of sparkling, red or white wine, a $100 gift certificate to Bistro St. Michaels Restaurant and a chef-selected miniature pastry platter.

Eastern Shore Getaway

$550 in addition to Room Rate

This two-night package includes an Early Check-In, Bottle of Wine and Cheese Platter upon arrival, an on-site Crab Feast For Two the first evening, Breakfast Mimosas, a Picnic Lunch, $150 Dinner Credit at Bistro St. Michaels Restaurant, and a Late Check-Out upon departure. Everything you need for a memorable getaway!

Crab Feast with a Bottle of Wine or 6 Pack of Beer

$150 + tax

Enjoy a delicious waterfront crab feast right on the grounds of The Oaks. You can’t leave the Shore without enjoying some crab and this is the ideal way to do it.

Chocolate Covered Strawberries

$20 + tax

Enjoy six house-dipped chocolate covered strawberries waiting for you in-room upon arrival.

Cheese Platter

$35 + tax

A variety of different cheeses paired with assorted crackers are the perfect complement to a relaxing evening at The Oaks.

Charcuterie Board

$50 + tax

Enjoy a variety of cured meats & cheeses paired with assorted crackers. Add a bottle of wine as well for a perfect evening…

Picnic Lunch For 2

$50 + tax

Enjoy a special chef’s selection created that day to enjoy on the grounds or out on the Eastern Shore, packaged and iced in a cooler bag.

The Oaks Pastry Platter

$50 + tax

Our Chefs Assortment of delectable pastries and cookies will be waiting in your room when you arrive.

Breakfast Mimosa

$12 + tax

Elevate your breakfast experience with the perfect adult way to start the day.

Bottle of Sparkling Wine

$35 + tax

Enjoy a bottle of our house sparkling wine to complement your stay.

Bottle of Red – Cabernet

$25 + tax

Enjoy a bottle of our house red wine to complement your stay.

Bottle of White – Chardonnay

$25 + tax

Enjoy a bottle of our house white wine to complement your stay.

Late Checkout


Take your time and linger longer until 12.

Early Check-in


Start your getaway a little earlier with a 1PM arrival.

Seasonal Flower Arrangement

$65 + tax

Enjoy a gorgeous bouquet of seasonal flowers available in-room upon arrival.

Dozen Roses

$90 + tax

Make it romantic with a dozen roses awaiting you in-room upon arrival.


Ready to reserve your Eastern Shore getaway.