Annisquam Holidays from £1,129

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

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.
Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Save 100% on your flight
Price was £1,707, price is now £1,129 per person
£1,129
per person
27 Aug - 3 Sept
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
8/10 Very Good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on 23 May 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was £3,283, price is now £1,979 per person
£1,979
per person
27 Aug - 3 Sept
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.8/10 Exceptional! (1,000 reviews)
The best service of any hotel hands down!!!

Reviewed on 14 Jun 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was £4,913, price is now £3,319 per person
£3,319
per person
3 Aug - 7 Aug
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.6/10 Exceptional! (256 reviews)
Splendid bed and breakfast

Reviewed on 29 Apr 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was £5,430, price is now £3,683 per person
£3,683
per person
3 Aug - 7 Aug
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.4/10 Exceptional! (650 reviews)
We loved it! Beautiful rooms and Contessa was delicious :)

Reviewed on 14 Jun 2026

DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
Price was £4,186, price is now £2,860 per person
£2,860
per person
3 Aug - 7 Aug
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
8.2/10 Very Good! (2,437 reviews)
It’s a nice hotel, stayed here to get off the highway for the night. I find there to be to many rules and extra fees for things here though. The pool says it’s supposed to be just for hotel guests but they actually allow people from the gym to use it as well. Also you can not have any pool toys in the pool at all floaties, noodles, sinkers tubes nothing. You have to pay extra for everything there’s no breakfast no coffee out in the lobby no water. There is an ice machine so that’s one good thing about it for a night it’s not bad. We got the king room with the kids beds which was my favourite part so the kids can have there own beds. One thing they should address though instead of hiding is the bed frame being out to far for the bed I ended up smashing my leg on the bar underneath because they hid it with a bed skirt left a pretty bad bruise too.

Reviewed on 11 Jun 2026

Where to stay in Annisquam

Find the best Annisquam areas and neighborhoods for the activities you enjoy most. Learn more about Annisquam
Beautiful sunset of Eastern Point Lighthouse at Gloucester, Massachusetts, USA. The Lighthouse is One of Five iconic lighthouses along the Cape Ann coastline.

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

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 £122 per night from 16 Jul to 17 Jul
£122
16 Jul - 17 Jul
includes taxes & fees
8.2/10 Very Good! (2,438 reviews)
"We thought it was strange that there was no complimentary coffee aside from the janky coffee machine in the room that spit water everywhere and could barely make an actual full cup. There was the option to buy it downstairs at the Starbucks or in the restaurant although that seemed like a bit of ..."

Reviewed on 14 Jun 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 £117 per night from 12 Jul to 13 Jul
£117
12 Jul - 13 Jul
includes taxes & fees
7.2/10 Good! (1,016 reviews)
"Staff was nice"

Reviewed on 14 Jun 2026

Holiday Inn Hotel & Suites Boston - Peabody by IHG
The Northshore Hotel - Boston/Danvers

The Northshore Hotel - Boston/Danvers

2 out of 5
219 Newbury St. Danvers MA
Fully refundableReserve now, pay when you stay
The price is £91 per night from 5 Jul to 6 Jul
£91
5 Jul - 6 Jul
includes taxes & fees
7.6/10 Good! (1,036 reviews)
"That look like a motel not hotel that to clean room was ok not to bad but the staff was a little bit rude"

Reviewed on 15 Jun 2026

The Northshore Hotel - Boston/Danvers
See all 1,480 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Annisquam travel package cost?
Discover the best of Annisquam from just £1,129. 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.

* 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.