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 Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was CA $1,512, price is now CA $1,293 per person
CA $1,293
per person
Dec 10 - Dec 13
found 1 hour ago
Roundtrip flight included
Toronto (YTZ) to Portland (PWM)
9.6/10 Exceptional! (419 reviews)
We loved everything. The only thing is the mattress is a little soft and you easily roll to the middle!

Reviewed on Oct 27, 2026

Inn By The Sea

Inn By The Sea

4 out of 5
Price was CA $2,227, price is now CA $1,884 per person
CA $1,884
per person
Dec 28 - Jan 2
just found
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.6/10 Exceptional! (342 reviews)

Sauna Hot Tub Game Room Theater Firepit

Sauna Hot Tub Game Room Theater Firepit

2 out of 5
Price was CA $7,517, price is now CA $6,569 per person
CA $6,569
per person
Dec 20 - Dec 26
found 7 hours ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
No reviews

River View Resort

River View Resort

2.5 out of 5
Price was CA $3,172, price is now CA $2,780 per person
CA $2,780
per person
Dec 20 - Dec 26
found 7 hours ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
9/10 Wonderful! (337 reviews)

Close to Sunday River Hot Tub Sauna Cold Plunge

Close to Sunday River Hot Tub Sauna Cold Plunge

2 out of 5
Price was CA $7,306, price is now CA $6,403 per person
CA $6,403
per person
Dec 20 - Dec 26
found 7 hours ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
No reviews

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Freeport Hotel Deals

Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
31 US Route 1 Freeport ME
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Nov 1 to Nov 2
CA $123
CA $135 total
Nov 1 - Nov 2
includes taxes & fees
Best Western Freeport Inn
The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown

3.5 out of 5
162 Main St Freeport ME
The price is CA $181 per night from Nov 1 to Nov 2
CA $181
CA $197 total
Nov 1 - Nov 2
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
"Great location in Freeport! We walked around town - hardly needed our car!"

Reviewed on Oct 27, 2026

The Harraseeket Inn & Event House Freeport Downtown
The Freeport Hotel, an Ascend Collection Hotel

The Freeport Hotel, an Ascend Collection Hotel

2 out of 5
506 Us Route 1 Freeport ME
Fully refundable
The price is CA $125 per night from Nov 2 to Nov 3
CA $125
CA $136 total
Nov 2 - Nov 3
includes taxes & fees
7.6/10 Good! (1,004 reviews)
"It was a perfect location and the breakfast was great."

Reviewed on Oct 26, 2026

The Freeport Hotel, an Ascend Collection Hotel
See all 1,923 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Freeport attractions

A building with 'L.L. Bean Inc.' signage, a large boot sculpture, and outdoor seating.

LL Bean Flagship Store

9.2/10 (1,289 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.
See properties

Frequently asked questions

How much does a Freeport vacation package cost?
Offering great value package deals from CA $1,293 on Expedia, you'll be surprised at how little a vacation to Freeport costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Freeport?
January, February and March are the best times to look for cheap Freeport vacation packages. Choosing to travel in less busy months means you'll typically find reduced prices on flights and accommodations.
How many days is enough for Freeport?
Usually, a handful of days is enough to see the main sights during your Freeport vacation. But if you prefer to have time to kick back or go on day tours, think about extending your itinerary.
Is it worth booking a vacation package to Freeport?
Whether you'd like to check out major attractions like Desert of Maine and Wolfe's Neck Woods State Park on your Freeport vacation, or coming for its excellent shopping, hiking and nature, there's something for everyone here. With so many things to see and do, you'll quickly learn why so many people think Freeport is a good vacation destination.
How to find the best Freeport package deals?
Landing a cheap Freeport package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, add some filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Freeport package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Freeport vacation as a package?
You can enjoy significant savings on your next Freeport getaway by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Freeport?
Score fantastic discounts by booking your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Freeport trip.
How to plan a trip to Freeport?

  1. Choose when to go: Check your schedule and get packing. Your preferred season and the activities available will also help you decide when to vacation in Freeport.
  2. Set your budget: Consider costs like food, flights and transportation when working out how much to set aside for your trip to Freeport. Then, select a property that matches your budget, whether that's an economical option or a deluxe getaway.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Freeport. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Freeport vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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