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.

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.

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.

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

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Salem 101 General History Tour (Massachusetts)

Salem Night Tour: Haunt and History Guided Night Tour

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

Salem, MA: History and Hauntings Guided Walking Tour

Salem, Massachusetts: 1692 Witchcraft Trials Walk
Top hotels in Annisquam

Hawthorne Hotel
Beautiful hotel
Reviewed on 5 Jan 2026

DoubleTree by Hilton Boston North Shore
Clean room! We were supposed to ha
Reviewed on 6 Jan 2026

Sonesta Select Boston Danvers
The room was clean and well supplied. The staff greeted us warmly.
Reviewed on 30 Dec 2025

The Cove At Salem
Clean room, ability to have access to room supplies if needed, (such as extra washcloths, ones designated just for makeup low-key brilliant, coffee or tea supplies) and a game/lounge room were a plus. There was an outdoor fire pit/grill area for guests to access. Walking diagonally across the street ...
Reviewed on 4 Jan 2026

The Wylie Inn and Conference Center at Endicott College
Yes!
Reviewed on 30 Dec 2025

Rockport Inn And Suites
Yes, clean very comfortable bed and pillows. Stuff polite & accommodating.
Reviewed on 1 Jan 2026
Other neighbourhoods around Annisquam

Downtown Gloucester
While visiting Downtown Gloucester, you might make a stop by sights like Cape Ann Museum and Capt Bill & Sons Whale Watch.

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 Massachusetts Bay or Gray Beach.



