Downtown Gloucester Travel Guide
Gloucester
Visit Downtown Gloucester
Popular places to visit
Maritime Gloucester
You can spend an afternoon studying the exhibits at Maritime Gloucester during your trip to Gloucester. Wander through the beautiful beaches and seaside in this family-friendly area.
Cape Ann Museum
You can spend an afternoon exploring the galleries in Cape Ann Museum in Gloucester. Wander through the beautiful beaches and seaside in this family-friendly area.
Pavilion Beach
Why not spend a lazy afternoon at Pavilion Beach during your trip to Gloucester?
Fishermen's Memorial Monument
Learn about the local history of Gloucester when you spend time at Fishermen's Memorial Monument. Wander through the beautiful beaches and seaside in this family-friendly area.
Wingaersheek Beach
Why not spend a care-free afternoon at Wingaersheek Beach during your travels in Gloucester? While you're in the area, stroll along the seaside.
Good Harbor Beach
Why not spend a care-free afternoon at Good Harbor Beach during your travels in Gloucester? Wander the waterfront or discover the area's sunrises.
Things to do
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Massachusetts: Smartphone-Based Audio Tour Bundle
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
Small Group Day Trip to Salem and Hammond Castle from Boston
Cape Ann Harbor: Self-Guided Driving Audio Tour
History and Hauntings of Salem Guided Walking Tour
Top hotels in Downtown Gloucester
Beauport Hotel Gloucester
"Service was top notch. Everybody - doorman, concierge, bartenders, wait staff and house cleaning went above and beyond. We will definitely be back!"
Reviewed on 19 Jun 2026
The Highliner Hotel
"Good location. Not a fan of off street parking. Walls were a tad thin but sound machine took care of this."
Reviewed on 16 Jun 2026
DoubleTree by Hilton Boston North Shore
"The room had comforter blankets that had mold if you lift it up to the light you can see."
Reviewed on 20 Jun 2026
Holiday Inn Hotel & Suites Boston - Peabody by IHG
"The photos online look like they were from pre-COVID versus today. There was no grassy area to enjoy outside or I should say not an area you would consider "hanging out in." You could tell by the cleanliness of the parking lot and entrance that it was going to be a bit subpar. We were just doing ..."
Reviewed on 19 Jun 2026
Best Western Plus North Shore Hotel
"It was a good hotel to spend time with my granddaughter! The pool was nice - clean with a shallow end for her to play in. The breakfast was good with choices for a 3 1/2 year old and even a book rack for reading books to her! Nice seating area in the lobby and outside too. I would definitely go ..."
Reviewed on 18 Jun 2026
Hawthorne Hotel
"Nice room kettle would have been nice"
Reviewed on 19 Jun 2026
Where to stay in Downtown Gloucester
East Gloucester
If you're spending some time in East Gloucester, Good Harbor Beach and Niles Beach are top sights worth seeing.
Annisquam
Though Annisquam may not have many top sights, you can venture to the surrounding area to see attractions like Wingaersheek Beach and Plum Cove Beach.
Magnolia
You'll enjoy the beaches and restaurants in Magnolia. You might want to make time for a stop at Massachusetts Bay or Gray Beach.
Rocky Neck
While visiting Rocky Neck, you might make a stop by sights like Rocky Neck Art Colony and Bryan Gallery.
