Annisquam Vacation Packages 2026 from $543

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Your Annisquam Vacation

Annisquam is beckoning! Whatever type of getaway you're planning, you can see and experience the best of this neighborhood with an Annisquam vacation package. Your trip to Annisquam wouldn't be complete without a stop at popular attractions nearby such as Wingaersheek Beach, Cape Ann Museum and Plum Cove Beach. Whatever your ideal Annisquam vacation looks like, you can make it a reality with Expedia.

The Latest Annisquam Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$543

per person

Dec 17 - Dec 20

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Boston (BOS)

8.4/10 Very Good! (190 reviews)

The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

North End

Save 100% on your flight

$870

per person

Jan 6 - Jan 9

found 14 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Great hotel for the weekend! My husband and I were celebrating our anniversary!

Reviewed on Oct 25, 2026

Fairmont Copley Plaza, Boston

Back Bay

$908

per person

Nov 26 - Dec 1

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

9/10 Wonderful! (1,354 reviews)

Four Seasons Hotel Boston

Bay Village

$1,553

per person

Jan 15 - Jan 18

found 9 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

9.4/10 Exceptional! (487 reviews)

Raffles Boston

Back Bay

$1,442

per person

Jan 15 - Jan 18

found 9 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

9.6/10 Exceptional! (332 reviews)

设施很新，SPA桑拿体验特别好，晚餐气氛很棒

Reviewed on Oct 20, 2026

Where to stay in Annisquam

Find the best Annisquam areas and neighborhoods for the activities you enjoy most. Learn more about Annisquam

A lighthouse, a white building with a red roof, and a stone walkway leading to the water.

East Gloucester

2 out of top 10 points of interest in this area

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

A statue of a man with a wheel, surrounded by a stone base with an inscription, in a public square with houses and cars in the background.

Downtown Gloucester

3 out of top 10 points of interest in this area

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

A lighthouse on a rocky shore with a wooden walkway leading to it.

Rocky Neck

While Rocky Neck might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Rocky Neck Art Colony and Maritime Gloucester.

A garden with purple flowers and a foggy coastline.

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.

Annisquam Hotel Deals

Sonesta Select Boston Danvers

275 Independence Way Danvers MA

Fully refundableReserve now, pay when you stay

$107 nightly

$120 total

Nov 15 - Nov 16

Total with taxes and fees

8.6/10 Excellent! (1,180 reviews)

"Great Place to Stay"

Reviewed on Oct 25, 2026

DoubleTree by Hilton Boston North Shore

50 Ferncroft Rd Danvers MA

$93 nightly

$103 total

Nov 22 - Nov 23

Total with taxes and fees

8.2/10 Very Good! (2,597 reviews)

"Great stay! Even if it’s for one night I noticed the hotel was very clean staff was very helpful. They upgraded our room with no extra charge because they didn’t have the room I picked available. Loved the upgrade! And!! We got cookies as a welcome! Will be staying again if we are in town."

Reviewed on Oct 26, 2026

Holiday Inn Hotel & Suites Boston - Peabody by IHG

1 Newbury St Peabody MA

Fully refundable

$110 nightly

$123 total

Nov 22 - Nov 23

Total with taxes and fees

7.2/10 Good! (1,024 reviews)

"Location ok, staff was ok, AC was hard to control, did have dirty towels in room after check in."

Reviewed on Oct 26, 2026

See all 1,521 properties in Annisquam

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.