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 Meadowmere Resort
Price was CA $2,883, price is now CA $1,896 per person
CA $1,896
per person
Aug 28 - Sep 3
found 11 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
8.6/10 Excellent! (1,001 reviews)
No signage by the gym, no directions to the amenities.
Reviewed on Jun 14, 2026
Portland Harbor Hotel
Downtown Portland
Price was CA $2,790, price is now CA $1,956 per person
CA $1,956
per person
Aug 28 - Sep 3
found 11 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
9.4/10 Exceptional! (1,781 reviews)
We had a great stay! Everyone was so nice, helpful, and efficient! We loved the location. Portland is an amazing city! Wasn’t aware of the $35 a day charges but it worked out!
Reviewed on Jun 12, 2026
Blind Tiger Portland - Danforth Street.
West End
Price was CA $4,545, price is now CA $3,300 per person
CA $3,300
per person
Jul 19 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.6/10 Exceptional! (184 reviews)
Looks better on photos than in real life. Basically a nice B&B with dated amenities and utilities. Also a bit out of the way. But its charming.
Reviewed on Jun 12, 2026
Portland Regency Hotel & Spa
Downtown Portland
Price was CA $2,559, price is now CA $1,941 per person
CA $1,941
per person
Aug 16 - Aug 22
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (1,679 reviews)
We loved the hotel. The location is great and convenient to the best parts of Portland. The room was perfect with a comfortable bed a great bathroom. Staff was friendly and helpful. We would happily stay again at your hotel.
Reviewed on Jun 13, 2026
Freeport Hotel Deals
Holiday Inn Express Hotel & Suites Freeport by IHG
450 U.S. Route 1 Freeport ME
Fully refundable
The price is CA $194 per night from Jun 16 to Jun 17
CA $194
CA $212 total
Jun 16 - Jun 17
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"Breakfast was great front desk staff very helpful"
Reviewed on Jun 14, 2026
Hilton Garden Inn Freeport Downtown
5 Park St Freeport ME
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from Jun 28 to Jun 29
CA $230
CA $250 total
Jun 28 - Jun 29
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
"Staff was super accommodating."
Reviewed on Jun 14, 2026
Best Western Freeport Inn
31 US Route 1 Freeport ME
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Jun 16 to Jun 17
CA $139
CA $151 total
Jun 16 - Jun 17
includes taxes & fees
7.8/10 Good! (1,009 reviews)
"Property was a split property which wasn't ideal but front desk attendant was awesome."
Reviewed on Jun 15, 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.
Stay near popular Freeport attractions
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.
