Dogtown Tours

The best way to explore striking natural landscapes is with your own two feet. Pull on your hiking boots, hit Dogtown and take the time to enjoy the scenery.

You'll have no end of sightseeing choices when spending time in Gloucester. Dogtown is a great place to start here, but there are plenty of other interesting spots to discover. Good Harbor Beach, Cape Ann, and Wingaersheek Beach are not far from the trekking route and will top off your day nicely.

Plan a trip to see Dogtown

Price found within the past 48 hours. Click for updated prices.
Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

2 out of 5
Coolidge Corner South Side
Save 100% on your flight
Price was $556, price is now $312 per person
$312
per person
Dec 31 - Jan 6
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
16.8/10 Exceptional! (268 reviews)
The kitchen isn't fully equipped for cooking. I found some culinary utensils incl. a pan and a pot. But there wasn't any stove to cook. The shops nearby are great incl. Trader Joe's and Maruichi.

Reviewed on Nov 4, 2025

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Beacon Hill
Save 100% on your flight
Price was $592, price is now $331 per person
$331
per person
Dec 31 - Jan 6
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
15.2/10 Exceptional! (102 reviews)
Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌

Reviewed on Oct 27, 2025

Premier Suites - Bay Village

Premier Suites - Bay Village

2 out of 5
Bay Village
Save 100% on your flight
Price was $579, price is now $324 per person
$324
per person
Dec 31 - Jan 6
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
12.4/10 Exceptional! (245 reviews)
Great central location, but very over priced for what you get. Felt like I was going to fall through the floor. Super old building and nothing works that well. Internet on tv didn't work. Bath plug/stopper didn't work. Electric hotplate didn't work. Don't bring a large suitcase as the stairs are very narrow and steep and I had to lug it up to the 4th floor.

Reviewed on Nov 10, 2025

Popular places to visit

Cape Ann Museum which includes outdoor art

Cape Ann Museum

Step back in time to discover Gloucester’s history at a charming museum featuring fascinating artifacts, maritime artworks and a sculpture park.

Cape Ann Museum
Wingaersheek Beach featuring rugged coastline

Wingaersheek Beach

Offering fun in the sun, this coastal playground has calm water and everything you need for a day by the sea.

Wingaersheek Beach
Maritime Gloucester as well as a small group of people

Maritime Gloucester

Discover Gloucester’s maritime history at the historic working waterfront with an aquarium, a scenic pier and educational programs on marine sciences.

Maritime Gloucester
Fishermen\'s Memorial Monument showing a statue or sculpture

Fishermen's Memorial Monument

Overlooking the sea is an iconic sculpture that honors the fishing history of Gloucester and captures the imaginations of visitors and locals.

Fishermen's Memorial Monument
Pavilion Beach showing a sandy beach and a coastal town

Pavilion Beach

Why not spend a lazy afternoon at Pavilion Beach during your trip to Gloucester? While you're in the area, stroll along the seaside.

Pavilion Beach
Good Harbor Beach which includes a sunset and a coastal town

Good Harbor Beach

With a reputation as Gloucester’s prettiest beach, this curve of white sand lapped by rolling waves sets the scene for soaking up the sun.

Good Harbor Beach

Best Lodging Options Near Dogtown

Rockport Inn And Suites

Rockport Inn And Suites

2.5 out of 5
183 Main Street Rockport MA
Rockport Inn And Suites
River Watch: Waterfront home with river views and a private dock.

River Watch: Waterfront home with river views and a private dock.

Gloucester MA
River Watch: Waterfront home with river views and a private dock.
Evensong: Oceanview Retreat with Dock

Evensong: Oceanview Retreat with Dock

Gloucester MA
Evensong: Oceanview Retreat with Dock
Mill Pond Cottage: Timeless Gloucester Elegance

Mill Pond Cottage: Timeless Gloucester Elegance

Gloucester Massachusetts
Mill Pond Cottage: Timeless Gloucester Elegance
Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street Gloucester MA
Beauport Hotel Gloucester
Sunset Cove: Waterfront at Goose Cove

Sunset Cove: Waterfront at Goose Cove

Gloucester MA
Sunset Cove: Waterfront at Goose Cove
WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT

WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT

Gloucester MA
WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT
Clean Waterfront Classic Cottage with Private Beach

Clean Waterfront Classic Cottage with Private Beach

Gloucester MA
Clean Waterfront Classic Cottage with Private Beach
Annisquam Singing Pines: Riverfront Splendor

Annisquam Singing Pines: Riverfront Splendor

Gloucester MA
Annisquam Singing Pines: Riverfront Splendor
See all 510 properties in Dogtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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