Squirrel Island Holidays

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Squirrel Island

The Federal
The Federal
2.5 out of 5
10 Water St, Brunswick, ME
Fully refundableReserve now, pay when you stay
The price is S$232 per night from 30 Mar to 31 Mar
S$232
includes taxes & fees
30 Mar - 31 Mar
9.6/10 Exceptional! (445 reviews)
"This is a gem of a hotel. Beautiful lobby. Great market with unique snacks. Free onsite parking. Comfortable rooms and super kind and attentive staff."

Reviewed on 23 Mar,2025

The Federal
Tugboat Inn
Tugboat Inn
3 out of 5
80 Commercial St., Boothbay Harbor, ME
8.8/10 Excellent! (1,000 reviews)
"Absolutely loved our stay with recommend this hotel to anyone! The staff for supportive and helpful and the location was absolutely beautiful"

Reviewed on 9 Feb,2025

Tugboat Inn
Spruce Point Inn
Spruce Point Inn
3.5 out of 5
88 Grandview Ave, Boothbay Harbor, ME
8.6/10 Excellent! (344 reviews)
Room with a view!
"It's a very nice resort. We stayed in a cottage with water view. It was nice but not upgraded at all. Only major problem was we could hear our wall sharing neighbors. Every time they used their microwave we could hear it beep and the door open and close. We did enjoy our stay!"

Reviewed on 16 Oct,2024

Spruce Point Inn
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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.