39 Union Street, Rockland Maine
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Winding Way Bed and Breakfast and Art Gallery
39 Union Street
Rockland, ME 04841
207- 593-7955

Contact Us
Welcome! We hope that you will come visit us soon at Winding Way Bed and Breakfast and Art Gallery. We think we have unique accomodations on the coast of Maine, Our  B&B is also a working studio space and watercolor art gallery, located directly across from The Wyeth Center and around the corner from The Farnsworth Art Museum.  Parking is available right on the property which is an added benefit during the busy summer and fall months.

Our two comfortable guest rooms are located on the second floor of this circa 1855 Victorian house. We have recently updated the house, adding ensuite bathrooms for comfort and privacy. If your family or group would like exclusive access to the rooms, sitting room, breakfast room and enclosed stone patio, it is possible to reserve the entire B&B. 

So many of our guests this season have come to have dinner at Primo Restaurant and it has been their reason for coming to Rockland.  Primo was voted among the 20 best restaurants by Gourmet Magazine.  We are .8 ml from Primo . We even had a couple of guests who walked
 there ( in the rain) but if you don't have your car we can arrange a taxi for you.

​We want to thank all of our guests who stayed with us our first season. We enjoyed meeting all of you.
We had guests from 26 states and 6 countries. Remember we are open all year.
We hope to see you soon!

Anne and Jonathan McMath

The most delightful comfortble small guest house I have ever stayed in.

The Winding Way B & B in Rockland, Maine, is a real delight and my 4 nights were not only comfortable, but really pleasureble. The hostess is just that- she welcomes you as if to her own home. The 2 rooms are tastefully, generously, and creatively arranged to maximize the pleasure and welcome environment one always longs for when travelling. Breakfasts are more than generous: beautifully prepared,and presented in the lovely kitchen/dining room; daily made lemonade is left in a carafe,with cookies, for when you come on from a day exploring the local sights or soaking up the great American art on the galleries only minutes walk away. Not only that... The house is itself a watercolor gallery.  . Artist's  work decorate the walls throughout the whole B&B. A guest sitting room is a great place to relax, puruse the many local brochures,magazines art books, tourist information or to play games etc. If you are ever in Rockland,Winding Way is the place to stay  . (courtesy of Bed and ). 5 stars KP , England

“Around the corner from the Farnsworth”

Reviewed September 6, 2013 
A great location ... comfortable up-to-date rooms with thoughtful touches. Two bedroom upstairs each with a private bathroom and a common sitting room. High quality construction and decor ... And we loved the ice cream in the freezer and fresh baked cookies and blueberry scones in the afternoon! Breakfast was a serve yourself ... fresh strawberries, granola, real vanilla bean yogurt, quiche, multigrain bread for toasting with blueberry preserves, and orange juice, etc. Everything we could have wanted and more. And did I mention the art gallery downstairs? All-in-all it was one of the best memories of our trip to Maine. We loved the Winding Way and hope to stay there again!

Stayed September 2013, traveled as a couple"
 Our reservation system is realtime and up to date 
all of the time.
 For information about the Farnswoth Museum ( our neighbor)  go to :
 The Sarah Thurlow Room
 The Edward Thurlow Room.
Dream  in Fine ART……
 Two beautiful rooms and four resident watercolor artists
 click on paintings to see larger
Fall is here. The leaves are starting to change.
We have availability
for a beautiful time on the 
midcoast. To follow to 
coming of the colors go
 Fall in Midcoast  Maine
 Winding Way is "The Inn of The Month" 
in Rockland Maine on Bedand