Annisquam Travel Guide
Gloucester



Popular places to visit

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.

Hammond Castle
You can browse the exhibits at Hammond Castle, a museum with a story of its own, during your holiday in Gloucester. Wander the beautiful beaches and seaside in the area.

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.

Half Moon Beach
If a restful holiday is part of your travel plans, Half Moon Beach might be the perfect place to visit during your trip to Gloucester. While you're in the area, stroll along the seaside.
Things to do

History and Hauntings of Salem Guided Walking Tour

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Self Guided Audio Tour 'Hawthorne's Haunts' Haunted Walking Tour Salem

Bewitched Walking Tour of Salem

Salem: Pirate Museum with Authentic Treasures Entry Ticket
Top hotels in Annisquam

Hawthorne Hotel
Cleaning staff emptied trash once, didnt vacuum and left our door open from 3pm until we found it about 630pm that evening. The desk staff didn't seem to care when I reported it. The photos of the rooms are not very revealing of the actual room. I reserved the Bertram with a Queen bed and when we ...
Reviewed on 29 Apr 2026

DoubleTree by Hilton Boston North Shore
Hotel was nice. Room smelled like cigarettes.
Reviewed on 29 Apr 2026

Holiday Inn Hotel & Suites Boston - Peabody by IHG
For being outside of the city of Boston, this was a good location. I would stay again if necessary. Not convenient if driving a non Tesla electric car.
Reviewed on 25 Apr 2026

Best Western Plus North Shore Hotel
Breakfast is nice. Rooms clean. Staff courteous and helpful. Although did not matter to us since we were on the ground floor (floor2 at this hotel) but only one elevator was working. Noticed same problem when we stayed about 4 months ago.... Hope they are getting it fixed for upcoming tourist ...
Reviewed on 29 Apr 2026

Rockport Inn And Suites
Great location. Nice big pool. Friendly staff. I'll go there again.
Reviewed on 29 Apr 2026

SpringHill Suites by Marriott Boston Peabody
Everything was great. Might wanna check microwaves, ours was short circuiting.
Reviewed on 29 Apr 2026
Other neighbourhoods around Annisquam

Downtown Gloucester
While visiting Downtown Gloucester, you might make a stop by sights like Cape Ann Museum and Maritime Gloucester.

Rocky Neck
While visiting Rocky Neck, you might make a stop by sights like Rocky Neck Art Colony and Bryan Gallery.

East Gloucester
If you're spending some time in East Gloucester, Good Harbor Beach and Niles Beach are top sights worth seeing.

Magnolia
You'll enjoy the beaches and restaurants in Magnolia. You might want to make time for a stop at Gray Beach or Massachusetts Bay.

