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Plan Your Stay


white swan full breakfastOur guests are served a hot breakfast each morning, with an ever-changing menu of guest favorites and local treats. Breakfast can be taken in any of our spacious common areas, our shaded patio, or delivered ensuite. NOTE: Please let us know about any allergies, dietary restrictions, and preferences you may have and we will accomodate them to the best of our ability. We offer the latest edition of several local publications, a variety of books and games, and twenty-four hour access to coffee and tea in our ground floor common areas. Our comfortable sitting room has cable television, and wireless internet is available throughout the inn. Each guest room has a full private bath, central heat, and air conditioning.


Weddings, Receptions, and Conferences:

The White Swan also offers amenities for small weddings, receptions, and conferences. Contact the White Swan for availability.

Local Attractions and history

wooden swanChestertown, established in 1706, was once an important sea port during the colonial period and is now the county seat of Kent County. Chestertown is not a town that history forgot, but rather, it is a town that history gratefully remembers. Proud of their colonial past, residents have been restoring many of the Georgian and Federal homes built during the 18th century by wealthy merchants. 

Many of the beautiful old mansions are open to the public during the celebrated Candlelight Tour, as well as at other times such as the Garden Tour, and the Christmas Tour. There are also special events throughout the year such as: the Tea Party Festival, held annually to remember Chestertown's own version of the Boston Tea Party; Antique Show; and Downrigging. The Schooner Sultana is a 1768 reproduction schooner that invites students and members of the public the opportunity to sail on the Chester River and gain a greater appreciation for the history and natural environment of the Chesapeake Bay. The Prince Theatre, providing drama productions and live music entertainment, is right across the street from the White Swan. We are happy to provide guests with information on these and other events and activities.

There are many interesting things to do and see in the area, as well as unique shopping and terrific restaurants. Chestertown is also home to Washington College, the tenth oldest college in the nation. The quiet pace of the Eastern Shore makes for a wonderful retreat whether you are a sailing enthusiast, a cyclist eager to enjoy some of the best bike riding in the region, or someone who simply wants to enjoy a great book while having afternoon tea. 

Event Calendars:

white swan barFor upcoming Kent County events, please click here.
For upcoming Washington College events, please click here.
Local and Regional News: Chestertown Spy and Kent County News
Chestertown's own radio station: WTCR.com, FM 102.3 - 96.1 – AM 1530

Local Activities:

Schooner Sultana

Here's a partial list of some other things you might want to do while you are staying at The White Swan Tavern. We'd be happy to help arrange them for you:

  • Historic touring
  • Unique shopping
  • Antiquing
  • Bike riding
  • Swimming
  • Boating
  • Bird watching
  • Fishing
  • Hunting
  • Golfing 
  • Sailing
  • Sporting clays
  • Nature walks
  • Horseback riding
  • Jogging
  • Tennis
  • Crabbing
  • Picnicking
  • Seasonal events
  • Wildlife photography 

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Customer Testimonials

"A lovely place. Everything we had hoped for. Great accommodations.


"This tavern is a gem! My son and I were welcomed with an elegant afternoon tea in a colonial-era room. Peace, tranquility, warm and welcoming."

"Wonderful staff. Wonderful Inn. 

Thank You!"

"Great stay!  Very charming afternoon tea and an amazing staff - very friendly!"

"Thank you for such a wonderful stay. I felt right at home when I first walked through the door.

Hope to be back soon!"

"My wife and I wish to express to you and the others at The White Swan Tavern how very much we enjoyed our stay and how much we appreciated your generous hospitality. The Tavern is truly a jewel!"

"My wife and I stayed at the Tavern last night and are already planning when we can return. You did a serious, meticulous job of renovation. We want you to know that with us, as well as many others, you have people who appreciate all you have done."

"Beautifully restored and filled with lovely furnishings, topped only by the hospitable staff! Can’t wait for our next visit … and to bring friends!"

"Lovely time with great people. Same room as last time 20+ years ago. Love the dog footprint in brick hearth."

"Our thanks to the staff and the owner for their commitment to maintaining a beautiful historic site!"

"Thanks so much for your historic hospitality. We always enjoy staying here – believe it’s our 3rd time!"

"As an operator of a Bed & Breakfast myself I was interested in the White Swan. Beautiful accommodations. Innkeeper who greeted us was cheerful and helpful. Something I always find the most important quality of a B&B."

"Always wished I could time travel (backward) – White Swan & Chestertown may be as close as I get! An impeccable restoration and wonderful furniture collection (from someone who knows..)."

"A wonderful stay and peaceful night.

Thank you!"

"Great atmosphere and décor! Warm reception & delicious afternoon tea."

"Fantastic step back in time! Loved the décor and the service!"

"Thank you for such a wonderful stay. I felt right at home when I first walked through the door.

Hope to be back soon!"

"Loved staying here. Very cozy and charming."

"Thank you for sheltering two sailors from the storm."

"Delightful as usual."

"Just Fabulous."

"As always… a favorite place to stay."

Lovely setting in a lovely town."