Downtown Gloucester Travel Guide
Tourist Guide
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.
Activities
Whale Watching Tour in Gloucester
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
Cape Ann Harbor: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Massachusetts: Smartphone-Based Audio Tour Bundle
Small Group Day Trip to Salem and Hammond Castle from Boston
Our pick of the best Downtown Gloucester Hotel Deals
Beauport Hotel Gloucester
"Beautiful hotel, our ocean view room was spotless and well appointed. We didn’t eat at the restaurant/bar within the hotel but we very much enjoyed having drinks in the evening at the rooftop pool."
Reviewed on 23 June 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 June 2026
DoubleTree by Hilton Boston North Shore
"Staff at breakfast were the friendliest. Front desk staff was cold. Rooms were okay. I stayed for 2 weeks. Kids and young adults were visiting in groups and extremely noisy. It might have been a really nice place at one time, but it is faded now."
Reviewed on 23 June 2026
Holiday Inn Hotel & Suites Boston - Peabody by IHG
"It was clean"
Reviewed on 21 June 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 June 2026
Hawthorne Hotel
"Great place! Room a bit small but awesome atmosphere ."
Reviewed on 23 June 2026
Check Downtown Gloucester hotel availability
Our guide on 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.
