Squirrel Island Vacations

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Your Squirrel Island Vacation

Unforgettable adventures await when you book a Squirrel Island vacation package. Whether you're a foodie, art enthusiast or just a traveler who appreciates new places, there's something for everyone in this interesting city. A trip to Squirrel Island is a wonderful opportunity to see the sights. Check out popular attractions like Coastal Maine Botanical Gardens, Boothbay Harbor Marina and Cabbage Island. Stop dreaming and start traveling. Explore the many options on Expedia today and finally put your Squirrel Island vacation plans into gear!

Squirrel Island Hotel Deals

Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $191 total per night from Sep 1 to Sep 2
$191 total
Sep 1 - Sep 2
Total with taxes and fees
Ocean Gate Resort
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
$149 nightly
The price is $163 total per night from Sep 29 to Sep 30
$163 total
Sep 29 - Sep 30
Total with taxes and fees
8/10 Very Good! (976 reviews)
"Such an awesome location"

Reviewed on Aug 26, 2025

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
$130 nightly
The price is $141 total per night from Sep 7 to Sep 8
$141 total
Sep 7 - Sep 8
Total with taxes and fees
Best Western Plus Brunswick Bath
See all 1,351 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.

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Frequently asked questions

How much does a Squirrel Island vacation package cost?
You can grab a vacation package to this top destination on Expedia. But how much your vacation to Squirrel Island costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Squirrel Island?
If you're looking to book a cheap Squirrel Island vacation package, consider traveling in October, November and December. You'll usually find better prices on flights and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Squirrel Island?
The ideal length for your Squirrel Island vacation depends on what you'd like to see. Generally, a few days to a week will give you plenty of time to hit all the major attractions and explore some hidden gems along the way.
How to find the best Squirrel Island package deals?
Begin your search for a Squirrel Island package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Squirrel Island package deal straight away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Squirrel Island escape underway.
Is it cheaper to book a Squirrel Island vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still have the freedom to create a personalized Squirrel Island vacation by choosing your preferred airline, accommodation type and car class.
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.
Does Expedia offer Book Now, Pay Later Squirrel Island vacation packages?
If you're anything like us, you love exploring new places but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Squirrel Island vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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