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

The Meadowmere Resort

2.5 out of 5
Price was CA $1,262, price is now CA $922 per person
CA $922
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Staff was very helpful, room was clean, and great location! Would definitely stay there again

Reviewed on Jul 14, 2026

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $3,159, price is now CA $2,252 per person
CA $2,252
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (1,775 reviews)
Wonderful staff ! Very well located !

Reviewed on Jul 15, 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Price was CA $1,319, price is now CA $966 per person
CA $966
per person
Aug 31 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9/10 Wonderful! (1,008 reviews)
Great place to stay! Peaceful area with ample parking. Room was clean & spacious! Beds were comfy. Beautiful area with nice areas to sit outside. Close to many things in the area to go see & do.

Reviewed on Jul 14, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was CA $4,313, price is now CA $3,221 per person
CA $3,221
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (188 reviews)
We were only there for 1 night, but the innkeeper made a great suggestion for dinner. Overall a great place and would stay again.

Reviewed on Jun 26, 2026

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was CA $2,700, price is now CA $2,051 per person
CA $2,051
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (1,682 reviews)
Awesome location

Reviewed on Jul 15, 2026

Ready to book your vacation to Freeport?

 

Choose your dates

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 $186 per night from Jul 29 to Jul 30
CA $186
CA $203 total
Jul 29 - Jul 30
includes taxes & fees
7.8/10 Good! (1,016 reviews)
"The room had a strong smell and was not the cleanest, however was good location while driving to Maine & easy check in/out."

Reviewed on Jul 15, 2026

Best Western Freeport Inn
Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG

2.5 out of 5
450 U.S. Route 1 Freeport ME
Fully refundable
The price is CA $211 per night from Aug 9 to Aug 10
CA $211
CA $230 total
Aug 9 - Aug 10
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"The staff was friendly, the hotel well maintained and our room was clean. We will stay here again."

Reviewed on Jul 13, 2026

Holiday Inn Express Hotel & Suites Freeport by IHG
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 $187 per night from Jul 29 to Jul 30
CA $187
CA $204 total
Jul 29 - Jul 30
includes taxes & fees
7.8/10 Good! (1,009 reviews)
"Very nice hotel! We love staying there everytime we are in Freeport. Rooms are very clean beds are wicked comfortable staff is super friendly and the breakfast is simple but very good!!"

Reviewed on Jul 13, 2026

The Freeport Hotel, an Ascend Collection Hotel
See all 1,941 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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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 $922 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.

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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.