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.
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

3 out of 5
Downtown Portland
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Portland (PWM)
8.8/10 Excellent! (1,281 reviews)
Standard Holiday Inn, but it was way overpriced when I was there.

Reviewed on Jul. 25, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Portland (PWM)
9.4/10 Exceptional! (1,008 reviews)
The oceanview was breathtaking, the morning sun was stunning

Reviewed on Jul. 22, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Portland (PWM)
9.2/10 Wonderful! (1,523 reviews)
Excellent in a great location

Reviewed on Jul. 26, 2025

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
Downtown Portland
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Portland (PWM)
8.8/10 Excellent! (1,153 reviews)
Great location and wonderful customer service! Really quiet in the room so you can hear quite a bit outside, shower pressure wasn't great but bed was comfortable and room was clean. There was some construction going on that we weren't aware of but it wasn't a deal breaker. Love that they offer airport shuttle!

Reviewed on Jul. 22, 2025

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
East Bayside
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Portland (PWM)
9.4/10 Exceptional! (953 reviews)
There wasn’t anything in particular about this property that I disliked.

Reviewed on Jul. 21, 2025

Ready to book your vacation to Freeport?

 

Choose your dates

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 $160 per night from Jul 28 to Jul 29
CA $160
CA $175 total
Jul 28 - Jul 29
includes taxes & fees
8.4/10 Very Good! (1,018 reviews)
"Decent place in the middle of renovations. I expect it will be wonderful when complete."

Reviewed on Jul. 22, 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 $182 per night from Aug 24 to Aug 25
CA $182
CA $198 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"Room was fine, we had and saw other with key problems."

Reviewed on Jul. 24, 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 $243 per night from Jul 29 to Jul 30
CA $243
CA $265 total
Jul 29 - Jul 30
includes taxes & fees
9.2/10 Wonderful! (739 reviews)
"This in an exceptionally fine property, beautifully run, an extremely attractive place with welcoming staff. I would look forward to a return visit."

Reviewed on Jul. 24, 2025

The Harraseeket Inn & Event House
See all 1,867 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
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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 $1,214 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.