Annisquam Holidays from £2,182

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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.
Hilton Garden Inn Devens Common

Hilton Garden Inn Devens Common

3 out of 5
Price was £3,054, price is now £2,182 per person
£2,182
per person
1 Jun - 8 Jun
found 20 hours ago
Return flight included
London (LHR) to Boston (BOS)
8.8/10 Excellent! (1,000 reviews)
The bed was great. The rest was clean but nothing special, typical hotel. Staff was in sight but not particularly friendly or welcoming. Parking in back had a Lott of construction materials in parking spaces.

Reviewed on 30 Apr 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was £3,343, price is now £2,321 per person
£2,321
per person
11 Jun - 16 Jun
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
Very nicely decorated room, fine furnitures. Love its hot tub, pool, and fitness room. The hotel manager is really nice and helpful but some of the staff.

Reviewed on 29 Apr 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was £4,896, price is now £3,436 per person
£3,436
per person
1 Jun - 8 Jun
found 20 hours ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (624 reviews)
I loved my stay here. The staff was so helpful and kind, the room was beautiful. The best experience. I loved the post marathon runner's lounge. It made the marathon weekend so special. Thank you so much!!!

Reviewed on 24 Apr 2026

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Price was £3,554, price is now £2,498 per person
£2,498
per person
1 Jun - 8 Jun
found 20 hours ago
Return flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (3,684 reviews)
The property is clean and well maintained.

Reviewed on 30 Apr 2026

XV Beacon

XV Beacon

5 out of 5
Beacon Hill
Save 100% on your flight
Price was £3,997, price is now £2,833 per person
£2,833
per person
11 Jun - 16 Jun
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.4/10 Exceptional! (388 reviews)
We are repeat customers and will stay there again! Always a great experience.

Reviewed on 19 Apr 2026

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

Top hotels in Annisquam

Hawthorne Hotel

Hawthorne Hotel

3.5 out of 5
18 Washington Square W Salem MA
Fully refundableReserve now, pay when you stay
The price is £141 per night from 3 May to 4 May
£141
3 May - 4 May
includes taxes & fees
9.4/10 Exceptional! (1,523 reviews)
Cleaning staff emptied trash once, didnt vacuum and left our door open from 3pm until we found it about 630pm that evening. The desk staff didn't seem to care when I reported it. The photos of the rooms are not very revealing of the actual room. I reserved the Bertram with a Queen bed and when we ...

Reviewed on 29 Apr 2026

Hawthorne Hotel
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 £94 per night from 7 May to 8 May
£94
7 May - 8 May
includes taxes & fees
8.2/10 Very Good! (2,412 reviews)
Big clean room, nice location, staff were great, quiet, would stay again

Reviewed on 30 Apr 2026

DoubleTree by Hilton Boston North Shore
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 10 May to 11 May
£105
10 May - 11 May
includes taxes & fees
7.2/10 Good! (1,002 reviews)
For being outside of the city of Boston, this was a good location. I would stay again if necessary. Not convenient if driving a non Tesla electric car.

Reviewed on 25 Apr 2026

Holiday Inn Hotel & Suites Boston - Peabody by IHG
See all 1,471 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 £2,182. 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.

Popular places to visit

Wingaersheek Beach

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.

Wingaersheek Beach
Half Moon Beach

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.

Half Moon Beach
Stage Fort Park

Stage Fort Park

After visiting Stage Fort Park, make a plan to see the other sights and activities in Gloucester. Wander through the beautiful beaches and seaside in this family-friendly area.

Stage Fort Park

Things to do

History and Hauntings of Salem Guided Walking Tour

History and Hauntings of Salem Guided Walking Tour

£23
per adult
98% of travellers recommend
History and Hauntings of Salem Guided Walking Tour
Salem's Best Ghost Tour

Salem's Best Ghost Tour

£22
per adult
92% of travellers recommend
Salem's Best Ghost Tour
Bewitched Walking Tour of Salem

Bewitched Walking Tour of Salem

£26
per adult
98% of travellers recommend
Bewitched Walking Tour of Salem
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.