Freeport Vacation Packages

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Your Freeport Vacation

From its laid-back lifestyle to its spectacular views and beyond, there's loads to like about Freeport. Uncover the wonders of this fascinating city with a Freeport vacation package that's tailored to you. Make your trip to Freeport even more fun by including some sightseeing. LL Bean Flagship Store, Wolfes Neck Woods State Park and Desert of Maine are some of the big attractions you'll want to explore. Whoever you're going away with and whatever the size of your budget, your ultimate Freeport vacation is just clicks away with Expedia.

Top Freeport Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
per person
Jul. 29 - Jul. 31
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.6/10 Exceptional! (111 reviews)
Amazing experience despite just booking because of loss of power it was like walking through history the woodwork and style along with the homey feeling make this the perfect romantic and cozy getaway as well as being walking distance to some great cocktails and eats

Reviewed on Apr. 5, 2024

AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
per person
Jul. 29 - Jul. 31
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.4/10 Exceptional! (101 reviews)
Best customer service I’ve had in a long time. The very nice lady that checked us in answered all our questions on what to see and do while in town. The young lady that set up breakfast for us was helpful with more information about the area very nice.

Reviewed on May 9, 2024

Waldo Emerson Inn

Waldo Emerson Inn

3 out of 5
per person
Jul. 29 - Jul. 31
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
8.6/10 Excellent! (313 reviews)
Great place to relax and wind down. The innkeepers where excellent.

Reviewed on Oct. 28, 2023

Inn By The Sea

Inn By The Sea

4 out of 5
per person
Jul. 29 - Jul. 31
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9.4/10 Exceptional! (224 reviews)
Excellent service from the time that we arrived to the end of the reservation!! We will come back soon

Reviewed on Mar. 31, 2024

Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
per person
Jul. 29 - Jul. 31
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9/10 Wonderful! (134 reviews)
Beautiful hotel on the island! Staff were warm and welcoming!

Reviewed on Oct. 1, 2023

Freeport Hotel Deals

Casco Bay Inn
Casco Bay Inn
2 out of 5
107 US Route 1, Freeport, ME
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from May 14 to May 15
CA $122
CA $133 total
includes taxes & fees
May 14 - May 15
9.2/10 Wonderful! (619 reviews)
"Good location."

Reviewed on May 6, 2024

Casco Bay Inn
The Freeport Hotel, Ascend Hotel Collection
The Freeport Hotel, Ascend Hotel Collection
2 out of 5
506 Us Route 1, Freeport, ME
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from May 16 to May 17
CA $135
CA $148 total
includes taxes & fees
May 16 - May 17
8/10 Very Good! (1,002 reviews)
Where to Stay in Freeport
"Hotel being well maintained, breakfast good, good location."

Reviewed on May 7, 2024

The Freeport Hotel, Ascend Hotel Collection
Holiday Inn Express Hotel & Suites Freeport, an IHG Hotel
Holiday Inn Express Hotel & Suites Freeport, an IHG Hotel
2.5 out of 5
450 U.S. Route 1, Freeport, ME
Fully refundable
The price is CA $190 per night from May 19 to May 20
CA $190
CA $207 total
includes taxes & fees
May 19 - May 20
8.4/10 Very Good! (1,001 reviews)
"Thank you for providing a clean, spacious stay"

Reviewed on Apr. 25, 2024

Holiday Inn Express Hotel & Suites Freeport, an IHG Hotel
See all 1,684 properties in Freeport
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 Freeport vacation package cost?
From just CA $1,227. Yes, you read that correctly. Our Freeport vacation packages are the best way to stretch your budget further. Bundle your preferred hotels, flights and car rentals and explore this fabulous destination.
How do I get a cheap travel package to Freeport?
Bundle your bookings with Expedia to save big bucks on your next trip. With more than 550 airlines and 1,000,000 hotel options throughout the world, your Freeport vacation package can be tailored exactly to suit your budget. With all those extra dollars, why not include some fun tours and activities? It’s an easy way to unlock even more savings. That vacation you’ve always dreamed of in Freeport is much closer than you thought!
Where should I stay in Freeport?
It makes sense to stay near the action. Many people favor hotels around popular sights, like LL Bean Flagship Store, Desert of Maine and Wolfes Neck Woods State Park.
What are the top hotels in Freeport?
Make a reservation at Waterfront Cottage: Spectacular Views Includes Kayaks. It’s one of this area’s most popular properties. Another great option in Freeport is Harraseeket Inn.
How far in advance should I book my Freeport vacation?
Browse Expedia to compare international airfares as soon as you’ve got your travel dates. You can usually purchase a ticket up to 12 months before departure. If you can’t see your preferred carrier, or you’re booking late, fear not. Low prices to Freeport occasionally appear within weeks of the date of departure.
What does an Expedia Freeport travel package include?
From hotels and flights to car rentals, Expedia can help you create a Freeport package that suits you. Heading away for a while? Consider a hotel, rental car and flight bundle. If your break is short, an airfare and hotel deal could be what you’re after. Tours and activities can be added once you’ve made your booking. Our travel packages make it simple to plan and save.
What should I know before booking a Freeport travel package?
When you book your hotels, flights and car rentals together, you’ll land incredible discounts. Whether you’re organizing an outdoor getaway in a chalet or prefer to stay in a fancy hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Freeport Expedia vacation package?
Yes, and with over 550 airlines to pick from globally, you’re spoiled for choice. Browse the available options and find out which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Freeport vacation package?
It’s good to know that you can cancel your Freeport booking if your plans have been upended. Whether you’ll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Discover the most popular places to visit in Freeport

Image for LL Bean Flagship Store

LL Bean Flagship Store

4.5/5(50 reviews)

During your trip to Freeport, you can enjoy retail therapy at LL Bean Flagship Store. Stroll along the area's waterfront or simply enjoy its seafood restaurants.

LL Bean Flagship Store
Image for Bradbury Mountain State Park

Bradbury Mountain State Park

You can learn about the history of Freeport with a stop at Bradbury Mountain State Park. Stroll along the area's waterfront or simply enjoy its seafood restaurants.

Bradbury Mountain State Park
Image for Harrington House

Harrington House

You can find out about the history of Freeport when you stop by Harrington House. While you're in the area, find time to visit its shops.

Harrington House

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