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.
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was CA $1,424, price is now CA $942 per person
CA $942
per person
Mar 21 - Mar 25
found 4 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.2/10 Wonderful! (2,268 reviews)
Easy check in, courteous staff, clean rm and great view. Prudential mall across Huntington Ave..

Reviewed on Feb 2, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $4,176, price is now CA $2,251 per person
CA $2,251
per person
Apr 27 - May 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $3,542, price is now CA $2,391 per person
CA $2,391
per person
Apr 27 - May 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you

Reviewed on Feb 3, 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was CA $1,818, price is now CA $1,254 per person
CA $1,254
per person
Mar 21 - Mar 25
found 4 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Excellent property conveniently located in Beacon Hill. Rooms are a tad on the small side but well appointed and clean.

Reviewed on Feb 7, 2026

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
MIT
Price was CA $1,434, price is now CA $991 per person
CA $991
per person
Apr 27 - May 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (2,215 reviews)
Great room, wonderful friendly customer service

Reviewed on Feb 8, 2026

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Isles of Shoals Hotel Deals

Hampton Inn & Suites Portsmouth Downtown

Hampton Inn & Suites Portsmouth Downtown

3 out of 5
23 Portwalk Pl Portsmouth NH
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Feb 19 to Feb 20
CA $167
CA $181 total
Feb 19 - Feb 20
includes taxes & fees
9.4/10 Exceptional! (1,098 reviews)
Friendly, helpful staff; very clean room.

Reviewed on Feb 4, 2026

Hampton Inn & Suites Portsmouth Downtown
Hilton Garden Inn Portsmouth Downtown

Hilton Garden Inn Portsmouth Downtown

3 out of 5
100 High St Portsmouth NH
Fully refundable
The price is CA $129 per night from Feb 22 to Feb 23
CA $129
CA $140 total
Feb 22 - Feb 23
includes taxes & fees
8.2/10 Very Good! (229 reviews)
Quick one night getaway! Everything was perfect!

Reviewed on Jan 25, 2026

Hilton Garden Inn Portsmouth Downtown
Anchorage Inn and Resort

Anchorage Inn and Resort

3 out of 5
265 Long Beach Avenue York Beach ME
The price is CA $135 per night from Feb 10 to Feb 11
CA $135
CA $148 total
Feb 10 - Feb 11
includes taxes & fees
8.8/10 Excellent! (1,064 reviews)
Outstanding staff response (assistance in operating the in room electronics and front desk attitude were commendable). Rooms were spotless.

Reviewed on Feb 3, 2026

Anchorage Inn and Resort
See all 2,160 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

Can I cancel my flight booking to Isles of Shoals due to COVID-19?
Click through to our Customer Service Portal for details about changing or canceling flights due to COVID-19. Make sure you also check the terms and conditions of the carrier you're considering before booking your journey to Isles of Shoals.
What's the best way to find cheap flights to Isles of Shoals that have flexible change policies?
When it comes to flying these days, flexibility is important. That's why we've added a "No change fee" search function to help you find flexible, affordable airfares to Isles of Shoals. It's on the left of your screen just below the "Flexible change policies" subheading.
What are some of the general tips for travelers to Isles of Shoals during the COVID-19 outbreak?
The COVID-19 outbreak has affected how the world works in endless ways, including how and where we travel. The following tips will help you understand these new challenges and prepare you for your trip to Isles of Shoals:
  • Research if any travel restrictions apply to your origin and destination before locking in your flight. Also check if there are any conditions you'll need to follow on arrival, such as taking a COVID-19 test.
  • Requirements state you must wear a face mask throughout your travel experience, including at screening checkpoints. Be prepared to adjust your mask for ID purposes when asked by a TSA officer.
  • To reduce the possibility of cross-contamination, place your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your pass directly to a TSA agent.
  • One container of liquid hand sanitizer is now allowed in your carry-on baggage. It must be no larger than 12 oz (350 ml), and you'll need to remove it from your bag at the X-ray machine for screening.
  • To reduce handling during the screening process, place personal items such as your phone, keys and wallet into your carry-on instead of into the bins.
  • Separate any food you have for X-ray scanning. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA employee to handle and inspect your belongings.

Which airlines fly to Isles of Shoals?
Secure your seat with Allegiant Air and then start putting together your Isles of Shoals travel agenda. This top airline has 34 flights per month to Portsmouth Intl. Airport (PSM), a key gateway.
How can I find cheap tickets to Isles of Shoals?
Book well ahead, fly to or from nearby airports, use points or miles — there are loads of ways! Another one is to make use of Expedia's "flexible dates" function. Search for your Isles of Shoals flight, then compare the prices for nearby dates. In the last seven days, the lowest price for a flight to Isles of Shoals was .
How much is a flight to Isles of Shoals?
In the last seven days, round-trip tickets to Isles of Shoals sold for as little as and peaked at . For one-way trips departing from (), the lowest price during this time was only .
What are the most popular airports to fly into in Isles of Shoals?
Portsmouth Intl. Airport (PSM) is the main entry point for people traveling into and out of Isles of Shoals. Around 34 flights per month touch down at this airport.
When is the cheapest time to fly to Isles of Shoals?
If you'd prefer to spend your vacation savings exploring Isles of Shoals rather than on your journey there, take off earlier in the week. The cheapest day to travel is normally Tuesday, with Monday close behind. With many folks keeping their travel to weekends, Saturday tends to have the highest fares.
How much is a plane ticket to Isles of Shoals?
In the last seven days, airfares to Isles of Shoals fluctuated from to .
Which airlines with flights to Isles of Shoals employ COVID-19 cleanliness policies?
To help you fly with ease of mind, Allegiant Air has implemented enhanced precautionary measures including providing passenger masks and cleaning with disinfectant. These new hygiene standards apply to its services to and from Isles of Shoals and throughout its entire network.

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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.