Dog walking in Windham
Book on-demand and scheduled walks with local dog walkers. Choose between a 20, 30, or 60-minute walk for your pup.


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Download the Wag! App to track walks via GPS, communicate with your Caregiver, and enjoy real-time photo and video updates.
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Customer reviews
Unable to take your dog on a walk today? Dog walkers through Wag! are available to care for your pup whenever you’re not. Every dog walker has passed an enhanced background check. Get photos and updates on where your dog poops and pees while you follow along via GPS in the app.
Why book dog walker in Windham
Busy Pet Parents sometimes need a hand when it comes to ensuring their pup is getting the potty breaks and exercise they need. That's where Wag! comes in! Local Windham, ME dog walkers are background checked and registered on the Wag! platform, ready to take your dog on an adventure when you need them. Your dog can make a friend in the neighborhood, and you can re-book with the same dog walker easily in the app. Windham, ME has "pawlenty" of parks and neighborhoods that your dog is itching to explore!

The best dog friendly neighborhoods
in Windham
Unable to take your dog on a walk today? Dog walkers through Wag! are available to care for your pup whenever you’re not. Every dog walker has passed an enhanced background check. Get photos and updates on where your dog poops and pees while you follow along via GPS in the app.
48

Frye Island/ St Joseph's College of Maine
A short way from Windham Center in the town of Standish lies Sebago Lake, the deepest and second largest lake in Maine. This lake is so large, it is bordered by 6 communities including Windham, and it has a large island in the center that fills up with residents in the summer. It provides most of the drinking water for the city of Portland, but it is also the center of many outdoor activities loved by both human and pup. Sebago Lake State Park’s 1400 dog-friendly acres surround the lake and feature woodlands, sandy beaches, ponds, bogs and the Presumpscot River. Many marked trails crisscross the park, which is open year-round and offers opportunities for snowshoeing and cross-country skiing in the winter. Motorized, sail and paddle/oar boating on the lake, swimming, camping and fishing round out the list. Pooches are welcome on the beaches between October 1 and March 31, and in the rest of the park on leash year-round. Certain parts of the campground areas are designated for campers with leashed pets. One of southern Maine’s true gems, a visit to Sebago Lake and the Park is a must-do!
36

Cumberland
The town of Cumberland sits next to Windham and is home to the Town Forest Park, which includes the Town Forest Trail. This is a dog-friendly tract that loops mostly through forest with dirt, grass and crushed gravel trail surfaces. There is one large loop that will bring you near the Public Works and ball field, and another trail that traverses only the areas of forest, mostly flat but with the occasional tree root obstruction. No problem for Fido, but be careful with your own safety. You will also encounter some swampy areas, so you may want to wear boots. A rustic wooden bridge made from small tree limbs lashed together carries the hiker over a small brook, and there are open fields along the way, too. This is a great place to explore, watch for birds and wildlife and just breathe in the fresh woodsy air. Woofderful!
24

Windham Center
Windham Center is the commercial and business area of Windham, full of stores, gas stations and restaurants. And because it incorporates most of Highland Lake, there are many waterfront cottages available for rent. If you’re looking for a scrumptious seafood meal, there’s no better place than Bob’s Seafood on Route 302/ Roosevelt Trail. Bob’s serves sandwiches, fish tacos, chowders, dinners and baskets, all made with fresh seafood and accompanied by delicious sides like his homemade cole slaw and fries. There are also burgers and chicken for the “turf” lovers! Enjoy!
12

South Windham
The dog-friendly Mountain Division Trail meanders through the nearby towns of Standish and Gorham before arriving in South Windham. This easy trail travels along a 5.7-mile paved road in, as well as along the now unused railroad tracks of the old Maine Central Railroad. As it follows the Pleasant River, there are many spots where you and Fido can stop to explore the river and to fish. A trestle bridge provides views up- and downriver, with birds and wildlife in abundance. This neighborhood is also home to the 308-acre Roscoe and Elva Lowell Preserve, with its 5 named hiking trails and 10 cross-overs between loops. This is the largest trail system in Windham, and your furry bestie can join you as you explore the Preserve!
North Windham
The North Windham neighborhood is home to the Claman Sanctuary, an undeveloped tract of land that is well-known for the High Bush Blueberries that grow there in the summer. This land is open to public use, but there is no designated parking area or trails, so you and your fur-pup need to be willing to park by the side of the road and blaze your own path, but the effort will be worth it if you love plentiful, free blueberries! North Windham is also where you’ll find the pup-friendly Otter Brook Sanctuary, featuring a moderately difficult .8 mile out-and-back trail that passes through tree plantations, woods and wetlands. The two trailheads are both a short walk from River Road, and there is free parking. Woof!
