Squirrel Island Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Squirrel Island

Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Fully refundableReserve now, pay when you stay
The price is 3.637.752 ₫ per night from 1 Sept to 2 Sept
3.637.752 ₫
4.621.950 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,014 reviews)
"A perfect escape for folks looking for an easy drive to one of the closer spots in Downeast Maine. Friendly staff and excellent breakfast for sure. Tennis courts and basketball rims need some TLC"

Reviewed on 13 Aug 2025

Ocean Gate Resort
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
The price is 3.320.203 ₫ per night from 1 Sept to 2 Sept
3.320.203 ₫
4.271.138 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,015 reviews)
"Property was nic Pool was nice with a 6.5 ft deep end but hot tub not working"

Reviewed on 14 Aug 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
The price is 3.404.851 ₫ per night from 2 Sept to 3 Sept
3.404.851 ₫
3.711.287 ₫ total
2 Sept - 3 Sept
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"Great service, clean rooms, and reasonable prices."

Reviewed on 12 Aug 2025

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.

Frequently asked questions

How much does a Squirrel Island holiday package cost?
You can grab a holiday package to this top destination on Expedia. But how much your holiday 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?
You can typically find lower rates and better availability in January, February and March. Browse our cheap Squirrel Island holiday packages and you could land some great off-season deals.
How many days is enough for Squirrel Island?
With a well-planned itinerary, you can easily hit the most popular Squirrel Island attractions in a handful of days. But if you'd like to venture off the beaten track or take day trips, think about booking your Squirrel Island holiday for longer.
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 holiday as a package?
Expedia holiday 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 personalised Squirrel Island holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday 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 right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Squirrel Island.
  2. Budget wisely: In addition to the cost of your hotel, you'll need to factor in other expenses too. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Squirrel Island.
  3. Decide your trip length: Think about how long you want to spend exploring Squirrel Island. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Squirrel Island holiday package that brings all your bookings together.