Join us on the Eastern Shore for a romantic getaway in Maryland you won’t soon forget. Our luxurious Maryland bed and breakfast & cottages are perfect for a midweek or weekend escape. Find your perfect package or a special below and treat your loved one to a much needed vacation.

It’s Fall Y’All, Fireplace Season starts October 14th!

The nights are cooler, the leaves are starting to put on a show and it’s the perfect time for wood-burning fires in the fireplaces. This is why we are starting earlier this year so you can enjoy one of the best times to visit the Eastern Shore of Maryland. In addition we’ll have a perfectly cute apple pie in all the rooms for those two nights staying Monday through Thursday, starting October 17th. This special will be running through November 5th.

Holly Holiday Special

Starting November 6th, receive $25 off per night when you stay 2 nights in the RED Room or the GREEN Room AND receive a red Brampton mug filled with ginger cookies. Avoid the mall for your holiday shopping and come visit us instead! Spend your day perusing Chestertown’s quaint downtown shops full of unique gifts, and spend your evenings snuggled up to someone special in front of a wood-burning fireplace. Sunday through Thursday only. Special is valid until December 22nd. Some restrictions apply.

Longer stays are good for you!

Staying more days at Brampton Inn is good for body, soul and mind, and we are offering some deals you can’t refuse. When you plan on staying a while you’ll save more!

  • stay 4 nights and save 10%
  • stay 5 nights and save 15%
  • stay 6 or more nights and save 20%

Call 410-778-1860 or use promo code: STAY to to book your vacation.*

*Some Restrictions & Blackout Dates Apply. Third party gift certificates cannot be used with our specials. Specials and other discounts cannot be combined.

Traditional Thanksgiving Celebration

Start the holiday season right with a romantic getaway on Thanksgiving. This year will be our 5th celebration and we are happy to report that the tradition will be continued by Rachel and Lucas. We’ll do all the cooking and you get to enjoy a stress free couple of days and wonderful food.
Two day packages start at $580 plus tax and include two nights lodging, a full breakfast each morning and Thanksgiving Dinner with all the trimmings for two. BYOB. Seating is limited, plan your getaway now!
If you wish to join us, please call 410-778-1860 or book online.

Shhhh.. for Lovers only Cottage Package

This luxurious package is worthy of any celebration!

Shhh….. for Lovers only in Mulberry Cottage or Olivia’s Meadow, two nights and three glorious days of bliss.

Day one:   Awaiting your arrival:

  • a bottle of champagne chilling in the refrigerator
  • a dozen roses, nicely arranged on the table to welcome you
  • eight decadent chocolate truffles, made right here at the Brampton

Day two: In the morning call the innkeeper to order breakfast from our daily changing menu. It will be delivered anytime between 8:30 and 10:30am. After enjoying your breakfast in the privacy of your cottage you might feel like exploring historic Chestertown or the charming surrounding area. By the time you return to the inn your cottage will have been tidied and your picnic lunch delivered. Enjoy it on your private front porch. Plan an afternoon of doing nothing except maybe soak in the Japanese tub on the screen porch with your Sweetie or gently rocking in your hammock. Later head back to town for a scrumptious 4-course wine tasting dinner at one of Chestertown’s finest restaurants. Return to your cottage for another blissful and relaxing evening.

Day three: In the morning once again call the innkeeper to order breakfast from our daily changing menu. It will be delivered anytime between 8:30 and 10:30am. Take your time, checkout is not until 12 noon.

 $1450 plus tax

Please call 410-778-1860 to reserve your luxurious cottage experience
Date restrictions apply

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Three Night Celebration

Whether it’s an anniversary, birthday or maybe a promotion we can help you plan a very special getaway. When you book a 3 night escape we’ll have a complimentary “Flowers, Chocolate and Bubbly” package waiting in your room on arrival. It’s a $150 gift from us to you! Starting at $215 per night.

Not available on holidays and room restrictions apply.


Chili Dinner for Two $95

Our homemade chili with salad, wine, a crusty baguette, and two giant brownies.


Flowers & Bubbly $150

A bouquet of roses, 8 chocolate truffles, & chilled bubbly!


Cheese & Fruit $85

A selection of cheeses, olives, bread, fruit, and wine.


Antipasto Platter $85

Platter of cured meats, olives, pickled vegetables, & wine.


Hummus & Veggies $48

Homemade hummus, seasonal vegetables, pita chips, & wine.


Celebration Cake $30

Cute and delicious home-made celebration cake.