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.
The Westin Portland Harborview
Downtown Portland
Price was CA $1,056, price is now CA $957 per person
CA $957
per person
May 15 - May 17
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8.8/10 Excellent! (1,001 reviews)
Location, clean rooms, pleasant staff
Reviewed on Feb 23, 2026
Blind Tiger Portland - Danforth Street.
West End
Price was CA $1,455, price is now CA $1,260 per person
CA $1,260
per person
May 15 - May 17
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (161 reviews)
The whole was cozy!
Well curated style and knowledgeable staff.
Reviewed on Jan 5, 2026
The Docent’s Collection – Thompson Block
Downtown Portland
Price was CA $1,770, price is now CA $1,533 per person
CA $1,533
per person
May 15 - May 17
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (249 reviews)
Check-in and check-out are a breeze, easy access to a city parking lot on the block (needed as there was a snow ban on parking when I visited!). In terms of the space itself - clean, well appointed, spacious. Honestly a treat to stay here!
Reviewed on Feb 23, 2026
Inn By The Sea
Price was CA $1,556, price is now CA $1,374 per person
CA $1,374
per person
May 15 - May 17
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (288 reviews)
The room, location and staff were all amazing. A fun stay for us our kids and our dog!
Reviewed on Feb 26, 2026
Portland Regency Hotel & Spa
Downtown Portland
Price was CA $1,195, price is now CA $1,079 per person
CA $1,079
per person
May 15 - May 17
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,512 reviews)
The staff were Courteous
Reviewed on Feb 25, 2026
Freeport Hotel Deals
SpringHill Suites by Marriott Freeport Brunswick
500 US-1 Freeport ME
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Mar 15 to Mar 16
CA $115
CA $125 total
Mar 15 - Mar 16
includes taxes & fees
9/10 Wonderful! (220 reviews)
Very Loud. Called front desk to complain about noise in other rooms and hall at 11:15 pm that woke us up. Midnight the noise was still going on and tried calling the front desk 2 more times and no answer. Doors banging, Girls shouting in the hallway, laughing, and screaming. Absolutely ridiculous ...
Reviewed on Feb 24, 2026
Hilton Garden Inn Freeport Downtown
5 Park St Freeport ME
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Mar 29 to Mar 30
CA $130
CA $142 total
Mar 29 - Mar 30
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Beautiful Hotel super clean
Reviewed on Feb 23, 2026
Holiday Inn Express Hotel & Suites Freeport by IHG
450 U.S. Route 1 Freeport ME
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from Mar 1 to Mar 2
CA $108
CA $118 total
Mar 1 - Mar 2
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Great room and staff!
Reviewed on Feb 23, 2026
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.
Discover the most popular places to visit in Freeport
LL Bean Flagship Store
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.
Desert of Maine
Explore the great outdoors at Desert of Maine, a lovely green space in Freeport. Stroll along the area's waterfront or simply enjoy its seafood restaurants.
Explore a world of travel with Expedia
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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.
