Isles of Shoals Vacation Packages

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Top Isles of Shoals Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $1,674, price is now CA $1,136 per person
CA $1,136
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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 May 23, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $3,482, price is now CA $1,929 per person
CA $1,929
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,377, price is now CA $1,445 per person
CA $1,445
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great 👍

Reviewed on Jul 11, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $2,099, price is now CA $1,339 per person
CA $1,339
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Everything was great. Definitely will recommend

Reviewed on Jul 12, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was CA $10,261, price is now CA $6,763 per person
CA $6,763
per person
Aug 17 - Aug 24
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
10/10 Exceptional! (9 reviews)
It was an amazing relaxing place. Very family friendly

Reviewed on Jul 12, 2026

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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 $357 per night from Jul 21 to Jul 22
CA $357
CA $426 total
Jul 21 - Jul 22
includes taxes & fees
8.2/10 Very good! (1,363 reviews)
"Wish we would have been given a better view of the sea for the price we paid."

Reviewed on Jul 12, 2026

Ashworth by the Sea
Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street Ogunquit ME
The price is CA $233 per night from Jul 19 to Jul 20
CA $233
CA $254 total
Jul 19 - Jul 20
includes taxes & fees
8.8/10 Excellent! (1,400 reviews)
"Loved it!"

Reviewed on Jul 12, 2026

Ogunquit - The Milestone
Ocean Surf at York Beach

Ocean Surf at York Beach

3 out of 5
780 York Street (Rte 1A) York Beach ME
The price is CA $423 per night from Jul 15 to Jul 16
CA $423
CA $490 total
Jul 15 - Jul 16
includes taxes & fees
9/10 Wonderful! (37 reviews)
"Our room had water damaged walls, dirty floors and an ant infestation. Pool and staff were good."

Reviewed on Jul 10, 2026

Ocean Surf at York Beach
See all 2,303 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 $1,136, 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.