Annisquam Holidays from £1,233

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Your Annisquam Holiday

Annisquam is beckoning! Whatever type of adventure you're organising, get ready to discover the best of this neighbourhood with an Annisquam holiday package. Can't wait to do some sightseeing during your trip to Annisquam? Be sure to stop by nearby attractions such as Wingaersheek Beach, Plum Cove Beach and Cape Ann Museum. Stop daydreaming and start doing. When you're ready to book your next holiday to Annisquam, Expedia is here to help.

Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
Price was £1,836, price is now £1,233 per person
£1,233
per person
1 Sept - 6 Sept
found 19 hours ago
Return direct flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (198 reviews)
I took my daughter here for her 16th bday. We had such a wonderful time. The rooms were clean, right on the beach, staff super helpful and friendly. We stayed in room 307 and had a view of the ocean. It was the perfect weekend. Will definitely recommend and stay here again.

Reviewed on 27 Jul 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was £3,124, price is now £2,269 per person
£2,269
per person
11 Oct - 16 Oct
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.4/10 Exceptional! (690 reviews)

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was £2,430, price is now £1,779 per person
£1,779
per person
11 Oct - 16 Oct
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (591 reviews)

The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was £1,996, price is now £1,464 per person
£1,464
per person
11 Oct - 16 Oct
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.4/10 Exceptional! (217 reviews)

Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

3 out of 5
Coolidge Corner
Price was £1,867, price is now £1,371 per person
£1,371
per person
10 Oct - 17 Oct
found 15 hours ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
6.8/10 (5 reviews)
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells. Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.

Reviewed on 6 Jul 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

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

Top hotels in Annisquam

Holiday Inn Hotel & Suites Boston - Peabody by IHG

Holiday Inn Hotel & Suites Boston - Peabody by IHG

3 out of 5
1 Newbury St Peabody MA
Fully refundable
The price is £105 per night from 9 Aug to 10 Aug
£105
9 Aug - 10 Aug
includes taxes & fees
Holiday Inn Hotel & Suites Boston - Peabody by IHG
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 £98 per night from 25 Aug to 26 Aug
£98
25 Aug - 26 Aug
includes taxes & fees
8.2/10 Very good! (2,468 reviews)
"Room clean, quiet and wifi worked well. Attended on site meeting. Hotel has no food available between an ok breakfast buffet and dinner im bar (which was ok) — no lunch options other than a stand that “serves Starbucks coffee” but only sausage and egg wraps or sausage and egg bagel. And no nearby ..."

Reviewed on 31 Jul 2026

DoubleTree by Hilton Boston North Shore
Best Western Plus North Shore Hotel

Best Western Plus North Shore Hotel

2.5 out of 5
50 Dayton St Danvers MA
Fully refundableReserve now, pay when you stay
The price is £109 per night from 9 Aug to 10 Aug
£109
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"We stayed at the hotel for one night, and had a pretty lousy experience. We had prepaid for our room via hotels.com. When we checked in, the front desk staff were very nice, but they gave us a room with right by both the ice machine and the elevator. In any hotel, the rooms by elevator are usually ..."

Reviewed on 31 Jul 2026

Best Western Plus North Shore Hotel
See all 1,513 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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Frequently asked questions

How much does an Annisquam travel package cost?
Discover the best of Annisquam from just £1,233. We offer a wonderful selection of flights, hotels and rental cars to suit your budget. You can score even more discounts when you add a couple of tours or activities to your package.
If I'm not able to travel, can I cancel my Annisquam travel package?
Yes, you can. We totally understand that things don't always go to plan, so we're happy to help if you need to make changes to your Annisquam travel package. You may be able to cancel or amend your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to Annisquam?
It's easy. Just bundle. Flights, rental cars and hotels — combine whatever you need into an Annisquam travel package to save a ton of cash. Score even better deals when you include extras such as tours or experiences to your booking. But that's not the only good part. You have the freedom to put together your holiday your way. We offer more than 550 airlines and 1,000,000 properties in all corners of the globe, so that everyone has a chance to travel and fulfil those holiday fantasies.
Does Expedia offer Book Now, Pay Later Annisquam holidays?
We do. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in instalments. Simply choose the payment plan that works for you during checkout and take away the stress of budgeting for your trip. Remember to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your holiday buck. Consider these flexible payment options below:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that fit all budgets, so you can book that well-deserved holiday sooner.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you stumble on an incredible deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock in your getaway.

Where should I stay in Annisquam?
With fascinating attractions such as Wingaersheek Beach and Dogtown in this area, look for a hotel situated near them. Cape Ann Museum is another Annisquam sight that travellers flock to.
What are the top hotels in Annisquam?
Get your trip off to a fantastic start by booking a stay at Beauport Hotel Gloucester. It's one of most popular properties in Annisquam. Another top option is Ocean House Hotel at Bass Rocks.
How far in advance should I book my Annisquam holiday?
It all depends on the air carrier, but it's usually possible to look up international fares on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky customers will occasionally nab a cheaper flight just weeks prior to their intended journey.
What does an Expedia Annisquam travel package include?
Hotels, flights and a shiny set of wheels for your road trip adventures. Simply choose your favourite bundle and get access to great discounts. Once you've made your booking, add on a few tours and experiences and watch your savings pile up. When it comes to planning your Annisquam break, you're in control!
What should I know before booking an Annisquam travel package?
So many places to go, so many things to do. With a travel package, you can tick more of them off your list. Bundle your hotels, flights and rental cars and get set to save.
Can I choose my airline with an Annisquam Expedia travel package?
Yes, of course. We have more than 550 airline partners around the world, so opt for the carrier that suits your budget needs.

Things to do

History and Hauntings of Salem Guided Walking Tour

History and Hauntings of Salem Guided Walking Tour

£27
per adult
98% of travellers recommend
History and Hauntings of Salem Guided Walking Tour
Real Pirates Salem Museum General Admission Ticket

Real Pirates Salem Museum General Admission Ticket

£16
per adult
84% of travellers recommend
Real Pirates Salem Museum General Admission Ticket
Freedom Trail and Salem and The Witch Trail Self-Guided Walking Tour Bundle

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

£19
per traveller
100% of travellers recommend
Freedom Trail & Salem Witch: Self-Guided Walking Tour Bundle
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. Flight-inclusive packages are ATOL protected.