Popular places to visit
Wingaersheek Beach
Offering fun in the sun, this coastal playground has calm water and everything you need for a day by the sea.
Good Harbor Beach
4.5/5(18 reviews)
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.
Hammond Castle
4.5/5(8 reviews)
A medieval-style castle overlooking the blue ocean waters in Gloucester features a spellbinding collection of art, artifacts and quirky inventions.
Half Moon Beach
Shaped like a crescent moon and framed by greenery, this scenic beach rests in the heart of some of Gloucester’s top attractions.
Maritime Gloucester
Discover Gloucester’s maritime history at the historic working waterfront with an aquarium, a scenic pier and educational programs on marine sciences.
Eastern Point Lighthouse
Get your camera ready for a visit to this historic lighthouse that’s an iconic Gloucester landmark surrounded by spectacular views.
Things to do
Massachusetts Highlights: Freedom Trail, Salem & More Tour
$50
per adult
Massachusetts: Smartphone-Based Audio Tour Bundle
$50
per traveler
Semiprivate Day Trip from Boston to Salem and Hammond Castle
$225
per adult
Salem: Boos and Brews Haunted Pub Crawl
$30
per adult
76% of travellers recommend
Salem: Historic Schooner Sailing Cruise
$39
per adult
100% of travellers recommend
Annisquam Hotel Deals
DoubleTree by Hilton Boston North Shore
50 Ferncroft Rd, Danvers, MA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $122 total per night from Aug 31 to Sep 1
$122 total
Aug 31 - Sep 1
Total includes taxes and fees
Stay at this 4-star golf hotel in Danvers. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (2,053 reviews)
"Love as always"
Reviewed on Jul 28, 2025
SpringHill Suites by Marriott Boston Peabody
43 Newbury St./Route 1 North, Peabody, MA
$119 nightly
The price is $133 total per night from Aug 17 to Aug 18
$133 total
Aug 17 - Aug 18
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Peabody. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.8/10 Good! (1,029 reviews)
"Will likely stay again"
Reviewed on Jul 29, 2025
The Crest - Hampton Beach
96 Ashworth Ave, Hampton, NH
$114 nightly
The price is $124 total per night from Sep 1 to Sep 2
$124 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this motel in Hampton. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.6/10 Excellent! (644 reviews)
"I do have to say the bed was amazing. It was so comfy. The only thing I didn’t like was we were sitting outside and people all around us were smoking and that bothers me because I have COPD. So I probably won’t go back. I’m looking for a smoke free motel if there’s any. But the place was clean and ..."
Reviewed on Jul 30, 2025
Rockport Inn And Suites
183 Main Street, Rockport, MA
$206 nightly
The price is $230 total per night from Sep 1 to Sep 2
$230 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this B&B in Rockport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (1,425 reviews)
"Good location. Clean. Good service"
Reviewed on Jul 27, 2025
Sonesta Select Boston Danvers
275 Independence Way, Danvers, MA
$159 nightly
The price is $178 total per night from Aug 3 to Aug 4
$178 total
Aug 3 - Aug 4
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Danvers. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,019 reviews)
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Reviewed on Jul 28, 2025
The Cove At Salem
40 Bridge St, Salem, MA
$207 nightly
The price is $231 total per night from Aug 20 to Aug 21
$231 total
Aug 20 - Aug 21
Total includes taxes and fees
Stay at this 3-star hotel in Salem. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (633 reviews)
"Loved staying at The Cove In! 5 min drive into Salems main attractions/ Essex Street for shopping and dining. The room was the best part with the different themed room, we stayed in the victorian king room. Overall the room was super clean and the staff were attentive if anything was needed and only ..."
Reviewed on Jul 27, 2025
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.
Other neighborhoods around Annisquam
Magnolia
Nestled in Gloucester, this small village boasts its own library, restaurants, and shops. Enjoy Gray Beach at Coolidge Reservation or take in scenic views of Kettle Cove at Surf Park.
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