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.
Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
per person
Sep 12 - Sep 15
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
8.8/10 Excellent! (177 reviews)
We had an amazing stay! What a gem of an experience - all of the staff was wonderful - Antonio at the lobby cafe was so kind and friendly and Kayla at concierge always went above and beyond!!

Reviewed on Jul. 20, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.4/10 Exceptional! (1,008 reviews)
Beautiful property with great service and dining options. Rooms were spacious with nautical decor. Pool was beautiful but get there early if you want a lounge with umbrella!

Reviewed on Jul. 30, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.6/10 Exceptional! (211 reviews)
Fantastic place to stay when visiting Portland. The location can't be beat -- within a couple of blocks to the ferry terminal and Old Town shops and restaurants. The building is next to a police station and my family and I felt very safe. The unit was immaculate, modern, and fully equipped. Onsite parking was a huge bonus, as was the friendly and helpful staff. I would, without hesitation, stay at The Docent's Collection again.

Reviewed on Jul. 31, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.2/10 Wonderful! (1,523 reviews)
We really enjoyed our stay. Great location, staff couldn’t have been more friendly, and a clean comfortable room. Snacks and a Keurig in the hall for all on the floor to share was nice, although there was something wrong with the Keurig. (It worked, but there were multiple times I had to run it twice.)

Reviewed on Jul. 31, 2025

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
8.8/10 Excellent! (817 reviews)
Friendly staff. Very clean. Relaxing atmosphere.

Reviewed on Aug. 1, 2025

Ready to book your vacation to Freeport?

 

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Freeport Hotel Deals

Casco Bay Inn

Casco Bay Inn

2 out of 5
107 US Route 1, Freeport, ME
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Aug 3 to Aug 4
CA $164
CA $179 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very Good! (1,026 reviews)
"Lots of construction, 100 degrees outside and the lobby wasnt air conditioned. The hotel elevator was dirty and operation questionable. Don't even ask about yhr continental breakfast."

Reviewed on Jul. 27, 2025

Casco Bay Inn
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 $171 per night from Aug 31 to Sep 1
CA $171
CA $186 total
Aug 31 - Sep 1
includes taxes & fees
7.8/10 Good! (1,014 reviews)
"Nice clean room. We had a beautiful view of the tidal river. No balcony, but a door you could open for fresh air and view. Would have rated 5 ⭐ but the hair dryer didn't work and the tub/shower faucet leaks. Over all a good room for the money."

Reviewed on Jul. 29, 2025

Best Western Freeport Inn
The Harraseeket Inn & Event House

The Harraseeket Inn & Event House

3.5 out of 5
162 Main St, Freeport, ME
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from Aug 31 to Sep 1
CA $231
CA $252 total
Aug 31 - Sep 1
includes taxes & fees
9.2/10 Wonderful! (747 reviews)
"Nice afternoon tea"

Reviewed on Jul. 31, 2025

The Harraseeket Inn & Event House
See all 1,860 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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Discover the most popular places to visit in Freeport

LL Bean Flagship Store

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.

LL Bean Flagship Store

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.

Desert of Maine

Frequently asked questions

How much does a Freeport vacation package cost?
Offering great value package deals from CA $820 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.

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