Welcome to the White Swan Tavern
Your Private Downtown Inn
Only impeccably restored historic inn located directly downtown
Our small 6 room inn is perfect for romantic getaways or small groups
Walk to shopping, dining, and local events
Special golf-cart pickup for our guests arriving by boat
Stay at the only hotel in the
Heart of Historic Chestertown
Walkable Downtown Location
The White Swan Tavern has been a familiar landmark in Chestertown since pre-Revolutionary War days. Impeccably restored with every comfort, our quiet and elegant inn is located in downtown Chestertown, nestled within the rich historical tapestry of Maryland's Chesapeake Bay region.
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Accommodations
Each of our six guest rooms is uniquely designed and features newly renovated bathrooms.
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Amenities
Enjoy a hot breakfast each morning, with an ever-changing menu of guest favorites and local treats.
Events & Getaway Packages
on the Eastern Shore
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Weddings & Events
Enjoy a fully-private space, tailored services, and the charm of our historic downtown location.
Our inn can accommodate intimate indoor events or larger gatherings in the garden:
Small weddings
Reunions
Workshops
Corporate retreats -
Group Getaways & Retreats
Plan your small group getaway on Maryland’s scenic Eastern Shore!
Book all 6 rooms for your group and get a private retreat just steps from downtown restaurants, shops, and local events.
Girls’ or Guys Getaways
Craft Retreats
Luxury Hunting Experiences
Birding & Nature Groups
and more -
Seasonal & Midweek Specials
Every season brings something special to Chestertown.
Fall Getaways: Enjoy the vibrant foliage and cozy downtown strolls. Winter Escapes: Perfect midweek retreat to relax, recharge, and explore Chestertown. Off-Season Weekends: Take advantage of quieter streets and local events.
Packages include special pricing, optional add-ons, and curated local experiences.
What our customers say
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We spent four wonderful nights At the end of May this year in this impossible to over, praise this historic restoration. Everything about it was above expectations. The staff could not have been more helpful., The breakfast delicious and varied. Location could not have been better for either walking through beautiful Chestertown or driving down to rock hall. Do not miss dinner at the imperial Hotel.
Google Review
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We had such a a relaxing and amazing time at your wonderful inn. Everyone here is so caring, and helpful too. Your place is such a historic place, and so beautifully care for and decorated too. We so look forward to our next stay with you all. We highly recommend your place, and thank you. Your place is a five in everything, and I almost forgot you have your own parking too.
Google Review
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My husband and I had a lovely stay at the White Swan Tavern in Chestertown MD. Beth and her staff were wonderful hosts, and our room, the first floor John Lovegrove Kitchen, was absolutely charming and comfortable. …
Trip Advisor
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Absolutely a wonderful B&B. Highly recommend if wanting a relaxing night stay in a quaint small town atmosphere. And a phenomal breakfast... my wife and I spent our 25th anniversary here and will definitely return.
Google Review