Charming historical inn. Very friendly, helpful staff have all been there many years. We had several lively conversations with innkeeper Wayne. We came for the Downrigging (tall ships) and Sat. the weather was terrible and Wayne lit all the fireplaces and some of the candles Sat. night. There is a small television downstairs, which was great for checking on the dramatic weather that was closing in. We went to the Farmer's Market Sat. AM, which was excellent. The Quilt Show was fabulous. We will come back and with better weather we will spend more time walking around town. We enjoyed Afternoon Tea at the White Swan which is scheduled 3-5pm. Hot tea and the lit fireplace on a cold, very rainy Sat. afternoon was just wonderful.

We have stayed here on several occasions over the span of 10 years, the most recent being this month. It hasn't changed a bit! The rooms are generally spacious and authentically decorated. Old wood floors add to the charm and to the creakiness. Breakfast is set out on a tray at the time you designate and consists of your beverages selected (coffee, tea, juice), a basket of buns and breads, yogurt, jam and butter. They also provide a variety of boxed cereals on a side table. It is possible to eat in your room or on the patio tables, but we like the atmosphere of the old tavern room.
Be prepared to be without wireless internet and TV or phone in your room.
The location can't be beat, since it is in the center of town and within walking distance to the river, the coffee shop and several restaurants - 2 of them quite fine.

Our stay at the White Swan was nothing short of memorable. The entire experience was authentic and very romantic. Our room was beautiful and inviting; it was spacious, yet provided an atmosphere of intimacy and comfort. The rich history of the tavern was only enhanced by the incredibly knowledgeable and approachable inn-keeper. The staff was genuinely friendly and accommodating, which was refreshing. We have already made plans to return!! I recommend the White Swan to friends looking for a unique and relaxing getaway any time of the year.

Spent a night here as part of a girl’s getaway weekend, and it was perfect. Neither of us had ever been to Chestertown and didn’t know quite what to expect, so we were delighted to find ourselves in an incredibly historic and charming town and a beautifully restored inn right in the heart of it! We arrived just in time for tea on Friday afternoon. We were greeted warmly by our host. Given a choice of breakfast in our room or in the communal dining room, we opted to have it brought to our room, but our server noticed us enjoying the patio early the next morning and asked if we’d like it brought there. Yes, it was just a continental breakfast (a previous reviewer complained), but we had yogurt, juice, breads and muffins and good coffee. It was a fine start to the day, and Chestertown has no lack of eateries for lunch and dinner. We loved our large room and private bath in the old kitchen. The White Swan was especially a find because many B&B’s on the Eastern Shore we looked at did not have any rooms with 2 beds, or if they did, they required a 2-night minimum on a weekend in the summer. We considered ourselves very lucky to have ended up here!