Annisquam Holidays from AU$2,809

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Your Annisquam Holiday

Annisquam is beckoning! Whatever type of getaway you're planning, you can see and experience the best of this neighbourhood with an Annisquam holiday 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 holiday looks like, you can make it a reality with Expedia.

Top Holiday Package Deals in Annisquam

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

Eurostars The Boxer

4 out of 5
West End
Price was AU$3,644, price is now AU$2,809 per person
AU$2,809
per person
10 Apr - 17 Apr
found 18 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
The hotel is on the older side, but updates are many and it is a decent place to stay in Boston.

Reviewed on 17 Jan 2026

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Price was AU$4,084, price is now AU$3,022 per person
AU$3,022
per person
10 Apr - 17 Apr
found 18 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.6/10 Excellent! (2,315 reviews)
Very clean hotel. Good food just a lil expensive.

Reviewed on 14 Jan 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was AU$5,190, price is now AU$3,891 per person
AU$3,891
per person
10 Apr - 17 Apr
found 18 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9/10 Wonderful! (1,094 reviews)
Location was perfect, staff was wonderful and the foyer and lobby and the bar/ restaurant was amazing! The guest rooms were good, bed was comfortable and room was immaculate! My only complaint would be the water pressure in the shower was weak! Other than that a very good experience!

Reviewed on 13 Jan 2026

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Price was AU$4,528, price is now AU$3,553 per person
AU$3,553
per person
10 Apr - 17 Apr
found 18 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8/10 Very Good! (621 reviews)
Great place! We will back soon!

Reviewed on 17 Jan 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was AU$4,772, price is now AU$3,754 per person
AU$3,754
per person
10 Apr - 17 Apr
found 18 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Our second stay there, love it

Reviewed on 25 Dec 2025

Our guide on where to stay in Annisquam

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

3 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.

Find hotels in East Gloucester

Our pick of the best Annisquam Hotel Deals

DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
50 Ferncroft Rd Danvers MA
Fully refundableReserve now, pay when you stay
The price is AU$156 per night from 22 Jan to 23 Jan
AU$156
22 Jan - 23 Jan
includes taxes & fees
8/10 Very Good! (2,369 reviews)
The staff was nice and friendly and the cookies are great!

Reviewed on 9 Jan 2026

DoubleTree by Hilton Boston North Shore
Hawthorne Hotel

Hawthorne Hotel

3.5 out of 5
18 Washington Square W Salem MA
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,537 reviews)
Everything was great, except bathroom too small and no heating in it.

Reviewed on 17 Jan 2026

Get rates
Hawthorne Hotel
Sonesta Select Boston Danvers

Sonesta Select Boston Danvers

3 out of 5
275 Independence Way Danvers MA
Fully refundableReserve now, pay when you stay
The price is AU$169 per night from 25 Jan to 26 Jan
AU$169
25 Jan - 26 Jan
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
The room was clean and well supplied. The staff greeted us warmly.

Reviewed on 30 Dec 2025

Sonesta Select Boston Danvers
See all 1,406 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.
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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does an Annisquam holiday package cost?
Custom build your Annisquam holiday package from as little as AU$2,809. Choose from any combination of rental cars, flights and hotels to pull together the getaway you've been dreaming about. Remember to add on a few experiences or tours!
How do I get a cheap travel package to Annisquam?
If you love landing a bargain, bundle your bookings into an Annisquam holiday package. Whether you're looking for flights, hotels, rental cars or day tours, you can book them all in one place. You'll have ample choice at your fingertips as well. Expedia has over 550 partner airlines and 1 000 000 hotel options worldwide to pick from. Fly with who you prefer, book a room where you like and save a tidy sum — now that's the perfect holiday!
Where should I stay in Annisquam?
A trip to Annisquam wouldn't be complete without seeing Wingaersheek Beach, Plum Cove Beach and Cape Ann Museum. Stay close to these top attractions and make sightseeing simple.
How far in advance should I book my Annisquam holiday?
It can be difficult to know exactly when is the perfect time to book your holiday to Annisquam. But typically the earlier you book, the lower the prices. In some cases, you can reserve your flights and hotels up to 12 months prior to departure. If you're thinking of a last-minute getaway, no need to fret! There are unbeatable deals advertised on Expedia every day.
What does an Expedia Annisquam travel package include?
It all comes down to what sort of trip you want to have. Annisquam travel deals can include flights, car rentals and hotels. You can mix and match to find the package that suits your budget and style. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking an Annisquam travel package?
Booking all the parts of your getaway together is a great way to save. Bundle your airfares, rental cars and hotels into a handy package. But you're not restricted to hotels. Expedia has all types of properties, including holiday homes such as beachfront villas and city apartments. You've got loads of choices!
Can I choose my airline with an Annisquam Expedia holiday package?
You can, and with more than 550 airlines to pick from across the globe, you're spoiled for choice. Have a look through the available options and find out which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Annisquam holiday package?
We totally get it — life can throw you the odd curveball. If you've locked in an Annisquam holiday package and need to cancel or change it, we can help. We suggest checking out our Customer Service Portal first for information. But in general, if you've booked your package within 24 hours, you may be able to change your itinerary free of charge. If it's been more than 24 hours, your airline, hotel or car rental company may impose a charge.

Discover the most popular places to visit in Annisquam

Plum Cove Beach

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

Plum Cove Beach

Ravenswood Park

Explore the great outdoors at Ravenswood Park, a lovely green space in Gloucester. Wander the beautiful beaches and seaside in the area.

Ravenswood Park

Mount Ann Park

You can take time to visit Mount Ann Park during your travels to Gloucester. Wander through the beautiful beaches and seaside in this family-friendly area.

Mount Ann Park

Activities

Salem's Best Ghost Tour

Salem's Best Ghost Tour

AU$45
per adult
92% of travellers recommend
Salem's Best Ghost Tour
Freedom Trail and Salem and The Witch Trail Self-Guided Walking Tour Bundle

Freedom Trail & Salem Witch: Self-Guided Walking Tour Bundle

AU$34
per traveller
100% of travellers recommend
Freedom Trail & Salem Witch: Self-Guided Walking Tour Bundle
Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

AU$23
per traveller
100% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
See all activities in Gloucester
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.