Rolling Bay Packages (Flight + Hotel)
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Where to stay in Rolling Bay
Port Madison
If you're spending some time in Port Madison, Fay Bainbridge State Park and Bloedel Reserve are top sights worth seeing.
Eagledale
If you're spending some time in Eagledale, Bainbridge Island Japanese American Exclusion Memorial and Islandwood are top sights worth seeing.
Winslow
While visiting Winslow, you might make a stop by sights like Bainbridge Island Museum of Art and Bainbridge Island Historical Museum.
Port Blakely
Though Port Blakely may not have many top sights, you can venture to the surrounding area to see attractions like Bainbridge Island Japanese American Exclusion Memorial and Bainbridge Island Ferry Dock.
Crystal Springs
While Crystal Springs may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Illahee State Park and Islandwood.
Top hotels in Rolling Bay
Mayflower Park Hotel
"Great old hotel. Very quaint and well take. Care of. I’ll definitely stay here again."
Reviewed on 10 Aug 2026
Mediterranean Inn
"The rooms were very clean and the bathrooms were a nice size as well. I loved having the Nespresso in the room and access to the rooftop balcony. The location of the hotel was perfect for our weekend trip."
Reviewed on 10 Aug 2026
The Belltown Inn
"This hotel is located in a very good location especially if you want to go to the Public Market, to Restaurants or have reservations on a cruise ship. Rooms are okay but dated. I would be just a tad leery about being around the hotel after dark as there is some drug use and homelessness very close ..."
Reviewed on 10 Aug 2026