Squirrel Island Vacations

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    Save up to SARĀ 5,400 when you book a flight and hotel together*

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Find the Best Squirrel Island Vacation Packages

Squirrel Island Hotel Deals

Ocean Gate Inn

Ocean Gate Inn

3 out of 5
70 Ocean Gate Rd Southport ME
The price is SARĀ 1,192 per night from Jul 22 to Jul 23
SARĀ 1,192
SARĀ 1,364 total
22 Jul - 23 Jul
includes taxes & fees
8.6/10 Excellent! (1,018 reviews)
"The place was amazing , relaxing and very well cared for ! We loved it and will return soon !"

Reviewed on 15 July 2026

Ocean Gate Inn
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue Boothbay Harbor ME
Fully refundableReserve now, pay when you stay
The price is SARĀ 447 per night from Jul 26 to Jul 27
SARĀ 447
SARĀ 635 total
26 Jul - 27 Jul
includes taxes & fees
Flagship Inn and Suites
Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath

2.5 out of 5
71 Gurnet Road Brunswick ME
Fully refundableReserve now, pay when you stay
The price is SARĀ 470 per night from Jul 29 to Jul 30
SARĀ 470
SARĀ 512 total
29 Jul - 30 Jul
includes taxes & fees
Best Western Plus Brunswick Bath
See all 1,489 properties in Squirrel Island
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.

Frequently asked questions

How much does a Squirrel Island vacation package cost?
You can grab a vacation package to this popular destination on Expedia. But how much your vacation to Squirrel Island costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Squirrel Island?
January, February and March are great times to search for cheap Squirrel Island vacation packages. Traveling in less busy periods means you can generally find reduced prices on flights and accommodations.
How to find the best Squirrel Island package deals?
Use Expedia's filter tool to help you find some terrific Squirrel Island package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Squirrel Island package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Squirrel Island vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and stays separately. Better still, you can tailor your Squirrel Island getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Squirrel Island?
If you're planning an impromptu Squirrel Island adventure, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Squirrel Island?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Squirrel Island.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and meals to experiences and flights. Your accommodations will likely be the biggest expense during your trip to Squirrel Island.
  3. Set the duration of your trip: Start by listing all the attractions you'd like to get to in Squirrel Island. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a personalized Squirrel Island vacation package.