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.

Home Away for the Holidays

Sometimes a quiet time away during the holidays is just what the doctor recommends. Join us for two days or more between December 22 and 26 and we’ll treat to you to a complimentary home cooked chili dinner to be enjoyed in the privacy of your room.*

The inn is always beautifully decorated for the season.

Holly Holiday Special

Starting November 6th, receive $25 off per night when you stay 2 nights in the RED 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.

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

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.

 $1490 plus tax

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

[+] Read More
chili-horizontal

Chili Dinner for Two $95

Homemade chili, salad, bread, brownies and a bottle of wine.

flowers-bubbly

Flowers & Bubbly $150

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

cheese-board

Cheese & Fruit $85

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

antipasto-platter

Antipasto Platter $85

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

hummus

Hummus & Veggies $48

Homemade hummus, seasonal vegetables, pita chips and wine.

celebration-cake

Celebration Cake $30

Cute and delicious home-made celebration cake.