Squirrel Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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!

Ready to book your vacation to Squirrel Island?

 

Choose your dates

Squirrel Island Hotel Deals

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 CA $216 per night from Jul 6 to Jul 7
CA $216
CA $294 total
Jul 6 - Jul 7
includes taxes & fees
8/10 Very good! (1,002 reviews)
"We stayed overnight and found the staff to be very helpful, the room clean and spacious, and the complementary breakfast buffet was very good."

Reviewed on Jun 29, 2026

Flagship Inn and Suites
Ocean Gate Inn

Ocean Gate Inn

3 out of 5
70 Ocean Gate Rd Southport ME
The price is CA $360 per night from Jul 15 to Jul 16
CA $360
CA $413 total
Jul 15 - Jul 16
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"Ok"

Reviewed on Jun 30, 2026

Ocean Gate Inn
Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath

2.5 out of 5
71 Gurnet Road Brunswick ME
The price is CA $187 per night from Jul 14 to Jul 15
CA $187
CA $204 total
Jul 14 - Jul 15
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
"The 6:99 am breakfast works great with my work schedule"

Reviewed on Jun 28, 2026

Best Western Plus Brunswick Bath
See all 1,337 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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. Travelling in less busy periods means you can generally find reduced prices on flights and accommodations.
How many days is enough for Squirrel Island?
With a well-planned itinerary, you can easily tick off the top Squirrel Island sights in a few days. But if you prefer to explore off the beaten track or go on day tours, consider booking your Squirrel Island vacation for longer.
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.
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.

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.