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.
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
Downtown Portland
Price was CA $1,500, price is now CA $1,246 per person
CA $1,246
per person
Nov 13 - Nov 20
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8.8/10 Excellent! (1,004 reviews)
Great location and attentive staff service.

Reviewed on Aug. 23, 2025

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was CA $2,274, price is now CA $1,594 per person
CA $1,594
per person
Nov 13 - Nov 20
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.8/10 Exceptional! (68 reviews)
nice building walkable to shopping + dining

Reviewed on Aug. 22, 2025

The McKernan Inn

The McKernan Inn

3 out of 5
Price was CA $1,805, price is now CA $1,298 per person
CA $1,298
per person
Nov 13 - Nov 20
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (47 reviews)
Quiet and peaceful with views of the Bay. Easy to access and close to downtown Portland

Reviewed on Aug. 18, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $1,793, price is now CA $1,417 per person
CA $1,417
per person
Nov 13 - Nov 20
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,545 reviews)
Overall a great place and great location, did not like that the terrace could be privately booked and off limits, happened multiple times during our stay.

Reviewed on Aug. 22, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Price was CA $2,060, price is now CA $1,667 per person
CA $1,667
per person
Nov 13 - Nov 20
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (226 reviews)
I had a wonderful stay! The place was clean, cozy, and exactly as described. The location was perfect, which made everything smooth and easy. I’d happily stay here again and recommend it to anyone visiting Portland.

Reviewed on Aug. 22, 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 $154 per night from Sep 1 to Sep 2
CA $154
CA $168 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Excellent value!"

Reviewed on Aug. 20, 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 $153 per night from Sep 1 to Sep 2
CA $153
CA $166 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"it was quiet and comfortable and easy to access."

Reviewed on Aug. 22, 2025

Best Western Freeport Inn
The Freeport Hotel, Ascend Hotel Collection

The Freeport Hotel, Ascend Hotel Collection

2 out of 5
506 Us Route 1, Freeport, ME
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Aug 31 to Sep 1
CA $175
CA $191 total
Aug 31 - Sep 1
includes taxes & fees
7.8/10 Good! (1,000 reviews)
Great staff, nice room, passable breakfast
"My wife and I stayed here for a quick getaway. The staff was excellent, very attentive and kind. They accommodated us despite showing up early. The room was nice, the bed comfy. It was very easily accessible as all rooms are on a single level. There was plenty of parking. The breakfast was meh. Edible, ..."

Reviewed on Aug. 20, 2025

The Freeport Hotel, Ascend Hotel Collection
See all 1,813 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

4.5/5(50 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.

LL Bean Flagship Store

Desert of Maine

4/5(4 reviews)

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

What to do in Freeport

Fun for all ages

Sea Kayak to an Island Tour in Casco Bay

CA $123
per adult
100% of travellers recommend
Sea Kayak to an Island Tour in Casco Bay
See all activities in Freeport

Frequently asked questions

How much does a Freeport vacation package cost?
Offering great value package deals from CA $1,246 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.