Freeport Vacations 2025 from CA $954

Freeport flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Residence Inn by Marriott Portland Downtown Waterfront

East Bayside

per person

Apr. 22 - Apr. 27

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

Stay at this 3-star business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maine Narrow Gauge Railroad Company and Museum and Maine Jewish Museum are located nearby.

The Weldon Hotel

Downtown Portland

per person

Apr. 22 - Apr. 27

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

Stay at this 4-star aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Victoria Mansion are located nearby.

Portland Harbor Hotel

Downtown Portland

per person

Apr. 22 - Apr. 27

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Cross Insurance Arena and Fore Street Gallery are located nearby.

Inn By The Sea

Save 100% on your flight

per person

Apr. 22 - Apr. 27

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

Stay at this 4-star beach hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.

The McKernan Inn

per person

Mar. 21 - Mar. 25

found 20 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

Stay at this 3-star beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions State Theatre and Portland Head Light are located nearby.

Popular places to visit

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.

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.

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.

Freeport Vacations

A satisfying, trouble-free escape starts with knowing a few things about your destination. It's time to acquaint yourself with the basic details about Freeport!

To help get you oriented, Freeport is 110 miles (177 kilometers) northeast of the well-known city of Boston.

There are 1,000 friendly locals that call this part of Maine home.

Places to visit in Freeport

Nothing gives us an insight into past times quite like old houses. Why not join a tour around Harrington House and learn a few tales about what went on behind closed doors? Like some more ideas? If you've got some time to kill and money to spend, LL Bean Flagship Store is worth a look. Riffle through the sales racks and see if you can find something that catches your eye. And there's more. It's hard to visualize how people in the past managed at home without all the appliances we use today. Step through the doorway of Freeport Historical Society and find out exactly how they did.

Where do you fly into for Freeport?

Get ready for some new experiences! The center of Freeport is just 18 miles (29 kilometers) northeast of Portland International Jetport Airport (PWM).