Food & Dining at our Historic Maryland Bed and Breakfast

Escape and relax in the upper Eastern Shore haven of Brampton 1860, the perfect destination for couples or families seeking a traditional Thanksgiving retreat November 25 – 29. Explore the charming streets of our historic town, and you’ll find yourself surrounded by breathtaking natural beauty, family-owned businesses, and a thriving art scene. Click here to read all of the details! During your stay, you’ll be treated to:

• Champagne, local hand-crafted chocolate and live music welcome on arrival day
• A lavish Thanksgiving Day feast with a glass of Crow Vineyard wine (additional wine available for sale by the glass or bottle)
• A live musician playing during Thanksgiving dinner and the pre-dinner social hour
• A 3-course locally sourced gourmet breakfast served each morning
• Decadent tea-time treats and homemade cookies are available daily – we’ll have something special on Friday and Saturday!
• Save 15% off your 4-night stay!**

$265 per couple, plus lodging and taxes.
*Package requires a 4-night minimum stay, November 25 – 29, 2026, additional nights may be added. Restrictions may apply, based on availability.

**Discount applied to the room rate only and cannot be combined with other discounts.

Ring in the New Year Brampton 1860 style December 30th-January 1st! Experience Eastern Shore elegance on a 2-night, 3-day getaway complete with:

• 10% off Room Rate
• Welcome glass of Champagne upon arrival
• Celebrate the arrival of the new year in style with a cruise aboard the historic Chester River Packet. While onboard, guests will enjoy an assortment of decadent cheeses, desserts and drinks (cash bar) and listen to live music while enjoying exceptional views of Chestertown’s historic waterfront, sunset and all-around good times
• Head back to the Inn for New Year’s Eve Dinner
• Uncork the bubbly with an after dinner New Year’s Eve countdown in the Salon de Lumière
• Delicious, full breakfast prepared with fresh local ingredients each morning!

*Must be reserved 4 days in advance and requires a 2-night minimum stay, December 30th-January 1st, additional nights may be added. Savings off Best Available Rate. Can not be combined with other rate types and specials. Restrictions may apply, based on availability.

The perfect way to start a romantic getaway. Our charcuterie platter includes the following:

• A plate of cured meat
• Olives
• Pickled vegetables
• Baguette

$59

A vacation is a perfect way to celebrate a special occasion such as anniversaries, promotions, birthdays, and more. For an extra special surprise, we are more than happy to help. We can have a delicious, homemade celebration cake waiting in your room upon arrival. It’s the perfect way to elevate your stay with us without interrupting your travels and planning because we take care of it all for you. Whatever the occasion, make it a memory that you and your loved one won’t soon forget. Choose from Cake Flavors: Chocolate, Vanilla, and Carrot.

$30

A sweet surprise of eight delicious, home-made and gluten-free coconut macaroons.

$20

For a big WOW factor consider this big romantic gesture waiting in your room for an unexpected surprise:

• A bouquet of roses perfectly arranged in a tall vase. If there is a color preference let us know.
• Six decadent hand-crafted dark chocolate truffles or chocolate covered strawberries.
• A note from you. Let us know your message, we’ll take care of the rest!

$109

Roses ordered between February 4-February 18 & April 20 and April 29-May 15 may be subject to an additional fee based on market prices.