Exterior of Brampton Inn with lush greenery and flowers Japanese soaking tub in the Mulberry Cottage at Brampton Inn
Travel Confidently with Travel Insurance

Join us at our Award Winning B&B

Brampton Inn is a small business dedicated to helping our guests have an incredible Maryland lodging experience, wedding or business trip. We have partnered with what can be considered the Expedia of the travel insurance industry since you can compare many different plans across different companies, which ensures that you can travel confidently to our Chestertown bed and breakfast. Insure My Trip only allows A rated insurance businesses into their product line.

Cancellations are always a worry when you are traveling. Purchasing travel insurance can help safeguard your trip from cancellations, medical expenses, illnesses and more depending on the plan you purchase. With Insure My Trip you can view many different plans that fit the needs of you and your loved ones. Plus you are able to view rates and plans without providing your personal information to see if this is right for you. Our Maryland lodging destination is pleased to offer this added service to our guests and cannot wait to see you soon.

Cast Your Vote!


We are honored to announce that Brampton Inn has been nominated in the “2023 Best of the Best Chesapeake” awards for the category of “Best Bed and Breakfast”!
Voting is open now through September 29th. Please Share the love by casting your vote daily!
Vote Now