Dog Walkers in Bailey Island

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Dog Areas in Bailey Island

3 Parks
1 Trail
4 Shops
3 Eateries

Bailey Island in Maine has one of the most interesting origin stories of any city in the country. It was originally called Will's Island. Will was a freed slave who decided the island was his. It was awarded to him legally and he loved it. Except he loved to party, too -- apparently, he sold the island for a pound of tobacco and a gallon of whiskey to the Baileys. Mrs. Bailey was the priest's wife, and she didn't like the fact that it was bought with alcohol so she told everyone that she loved the island so much that Will gifted it to her. Either way, Will walked away from his home and the Baileys got a beautiful island. Will's Gut is the portion of water that runs under the bridge going from Bailey Island to Orr's Island; this is the only part of the island that still holds the original owner's name. 

You and your dog should definitely take a walk around the island because there are some very unique land formations. Land's End is the name of the rocky beach. Then there is the giant rock formation that is resembles a staircase carved out by the sea. If you want to see some cool man-made stuff, you could check out the Lobster Man, which is a bronze statue created for the 1939 World's Fair, or the World War II air control towers on the south end of the island. 

Best Dog Neighborhoods in Bailey Island

  1. Dog Parks 0
    Population Density 65/sq mi

    #1 Abner Point

    Johnson Field Preserve has a lot to offer your family. Mostly, it is a large green space that allows you to come and picnic, fly a kite, or have a gathering. There are kayak rentals and boat launches. Of course, you could just sit back and enjoy the view. Dogs must be controlled at all times. If your dog can obey voice commands, they can stay off their leash. However, if your dog is prone to chasing wildlife or running off, then you really should use a leash. On the weekends, it is a great place to come and see the sailboats.
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  2. Dog Parks 0
    Population Density 22/sq mi

    #2 Harpswell Island

    Bailey Beach is pet-friendly. It is not your typical beach. You won't find sand and waves here. What you will find is a rock shelf that has a ton of wildlife that you can see right from the edge. This is a great place to find sea glass and interesting shells. Low tide leaves it exposed as a great walking trail, but high tide makes it a great place to splash around in. You are required to keep your dog on a leash. Swimming is allowed, but most locals just come to enjoy the view or to enjoy a picnic.
    Dog neighborhood?
  3. Dog Parks 0
    Population Density 22/sq mi

    #3 Washington Ave

    The Driftwood Inn is a classically restored home that looks like it belongs in the Victorian Era. The Dining Hall is just pawfect for a tea party or even for a wedding! You can rent a room, a cabin, or even the entire property. They do have some rooms and the cabins that welcome well-behaved dogs to join their owners for a getaway. The dining hall is not pet-friendly, but you can take your meal on the patio or back to your room if you would like. If you and Fido need a place to stay in style and comfort, consider Driftwood Inn!
    Dog neighborhood?
  4. Dog Parks 0
    Population Density 22/sq mi

    #4 South Point

    BIGS Bailey Island General Store has everything that you could need while you are on the island. From dog food to human food and everything in between, you can find it here. There's also a grill here, so the store offers some cooked meals like burgers and fries. You can grab a fresh deli sandwich if you want something lighter. Your leashed dog can even join you while you shop! If you want to share a quick lunch with Fido, grab a sandwich or hot food item and enjoy it at the outdoor patio.
    Dog neighborhood?
  5. Dog Parks 0
    Population Density 22/sq mi

    #5 Garrison Cove

    Cook's Lobster and Ale House offers a unique vantage point of Cribstone Bridge from the waterfront tables, where your furry friend is allowed to dine with you. The lobster is fresh as you can possibly get, usually caught the same day! If you don't want seafood, then grab a steak. Locals say the Cheddar Ale Meatloaf is like nothing else you will ever taste. Get some apps like bacon-wrapped scallops while you sip on some ale. There are so many pawssibilities here! This Fido-friendly eatery is on the way to the WWII air control towers, making it the perfect place to stop for a bite if you're on the way to explore those.
    Dog neighborhood?
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