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 178 Middle Street
Downtown Portland
CA $2,408
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PWM)
9.6/10 Exceptional! (61 reviews)
Room was beautiful, new, and clean. Staff upon check in was extremely helpful and courteous, Excellent accommodations. Close to many sights, bars, and restaurants. Would stay again in a heartbeat.
Reviewed on Sep 12, 2026
Ready to book your vacation to Freeport?
Freeport Hotel Deals
The Freeport Hotel, an Ascend Collection Hotel
506 Us Route 1 Freeport ME
Fully refundable
CA $137
CA $150 total
Sep 13 - Sep 14
includes taxes & fees
Best Western Freeport Inn
31 US Route 1 Freeport ME
Fully refundableReserve now, pay when you stay
CA $147
CA $160 total
Sep 20 - Sep 21
includes taxes & fees
7.6/10 Good! (1,001 reviews)
"The staff at this hotel were exceptional. I cannot say enough nice things about how helpful, kind and thoughtful they were. They made my stay."
Reviewed on Sep 11, 2026
Holiday Inn Express Hotel & Suites Freeport by IHG
450 U.S. Route 1 Freeport ME
Fully refundable
CA $203
CA $222 total
Oct 12 - Oct 13
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Clean room, good breakfast. Quiet. Bed and pillows could have been firmer. Convenient to everything in Freeport and an easy commute into Portland. Overall, a solid choice."
Reviewed on Sep 12, 2026
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.
Stay near popular Freeport attractions
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.
Desert of Maine
8.2/10 (105 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.
Wolfe's Neck Woods State Park
9.2/10 (113 reviews)
You can take time to visit Wolfe's Neck Woods State Park during your travels to Freeport. Stroll along the area's seaside or simply enjoy its seafood restaurants.
Harrington House
8.2/10 (39 reviews)
You can find out about the history of Freeport when you stop by Harrington House. While you're in the area, find time to visit its shops.
Bradbury Mountain State Park
8.8/10 (57 reviews)
You can learn about the history of Freeport with a stop at Bradbury Mountain State Park. Stroll along the area's waterfront or simply enjoy its seafood restaurants.
Wolfe's Neck Farm
8.8/10 (80 reviews)
Explore the great outdoors at Wolfe's Neck Farm, a lovely green space in Freeport. Stroll along the area's seaside or simply enjoy its seafood restaurants.
Winslow Memorial Park
8.6/10 (53 reviews)
Explore the great outdoors at Winslow Memorial Park, a lovely green space in Freeport. While you're in the area, stroll along the waterfront.
Freeport Historical Society
8.4/10 (40 reviews)
You can spend time studying the exhibits at Freeport Historical Society during your travels in Freeport. While you're in the area, find time to visit its shops.
What to do in Freeport
Sea Kayak to an Island Tour in Casco Bay
CA $123
per adult
100% of travellers recommend
Frequently asked questions
How much does a Freeport vacation package cost?
Offering great value package deals from CA $502 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?
- 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.
- 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.
- 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.
- 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.
