Isles of Shoals Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Isles of Shoals Vacation Deals

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

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,199, price is now CA $1,238 per person
CA $1,238
per person
Dec 26 - Dec 29
found 1 hour ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
!

Reviewed on Nov 10, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $2,360, price is now CA $1,524 per person
CA $1,524
per person
Jan 29 - Feb 1
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)
The best location and the beat service! The best swimming pool

Reviewed on Nov 9, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,311, price is now CA $1,580 per person
CA $1,580
per person
Jan 29 - Feb 1
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)
Great place to stay!!

Reviewed on Nov 9, 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $1,841, price is now CA $1,320 per person
CA $1,320
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,884, price is now CA $1,376 per person
CA $1,376
per person
Dec 30 - Jan 2
found 7 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

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Isles of Shoals Hotel Deals

Ashworth by the Sea

Ashworth by the Sea

3 out of 5
295 Ocean Blvd Hampton NH
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Nov 12 to Nov 13
CA $184
CA $238 total
Nov 12 - Nov 13
includes taxes & fees
Ashworth by the Sea
Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street Ogunquit ME
8.8/10 Excellent! (1,627 reviews)
"This motel was clean, quiet and reasonably priced to fit our needs. I have stayed here before and would stay again."

Reviewed on Nov 7, 2026

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Ogunquit - The Milestone
Anchorage Inn and Resort

Anchorage Inn and Resort

3 out of 5
265 Long Beach Avenue York Beach ME
The price is CA $154 per night from Dec 1 to Dec 2
CA $154
CA $168 total
Dec 1 - Dec 2
includes taxes & fees
Anchorage Inn and Resort
See all 2,266 properties in Isles of Shoals
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 Isles of Shoals vacation package cost?
Perhaps much less than you think — from a tempting CA $1,238, in fact! By combining flights, hotels and car rentals into your own custom-made travel package, your trip to Isles of Shoals is only clicks away.
How do I get a cheap travel package to Isles of Shoals?
Bundle your flights and hotels, add on extras such as a rental car or activities, and save with an Isles of Shoals vacation package. You won't just enjoy impressive discounts on your escape — you'll have plenty of choice at your fingertips too. When you book through Expedia, you can choose from more than 550 air carriers and 1,000,000 hotels across the globe. Your next affordable adventure starts right here, right now!
How far in advance should I book my Isles of Shoals vacation?
It's tricky picking the perfect time for airfares, but we generally suggest the earlier, the better. Most international flights on Expedia become available up to 12 months in advance. If you're booking at the last minute, don't stress. Discounted prices occasionally appear within a few weeks of departure dates.
What does an Expedia Isles of Shoals travel package include?
Hotels, flights and rental cars — you'll discover them all here. With Expedia, you can shape your Isles of Shoals travel package your way. All you have to do is work out what you need. Once you've made your booking, you can add extras like experiences and activities. The more you bundle, the bigger your savings!
What should I know before booking an Isles of Shoals travel package?
Booking all the parts of your escape together is a simple way to save. Combine your car rentals, flights and hotels into a handy package. But you're not restricted to hotels. Expedia has all sorts of properties, including vacation rentals like beachside villas and city apartments. The list goes on!
If I'm not able to travel, can I cancel my Isles of Shoals vacation package?
If your travel plans in Isles of Shoals have changed, it's comforting to know that it is possible to amend or cancel your booking. If your booking was made less than 24 hours ago, you may be eligible for a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge fees. To learn more, visit our Customer Service Portal.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.