Freeport Vacation Packages 2026 from $599

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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.

The Latest Freeport vacation packages

Price found within the past 48 hours. Click for updated prices.

84 Main

$599

per person

Dec 17 - Dec 20

found 1 day ago

Roundtrip non-stop flight included

Houston (HOU) to Portland (PWM)

9.8/10 Exceptional! (58 reviews)

The property was very spacious, well equipped, and well taken care of. There was lots of natural light and a very large outdoor deck accessible from all bedrooms and the living room.

Reviewed on Jul 17, 2026

Waldo Emerson Inn

$987

per person

Dec 28 - Jan 2

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Portland (PWM)

8.8/10 Excellent! (357 reviews)

Our stay at the Waldo Emerson was nothing short of exceptional! From the moment we arrived, Amelia welcomed us with warm hospitality, and every detail of this charming property made us feel right at home. The accommodations were comfortable and full of character, and the property itself is absolutely beautiful. Each morning, we looked forward to a delicious, fresh, and thoughtfully prepared breakfast that was the perfect start to our day. What truly made our experience special were the wonderful sightseeing and dinner recommendations. Amelia and Ron are phenomenal hosts who go above and beyond to ensure their guests have a memorable stay. Their genuine warmth, local knowledge, and attention to detail made our visit to Kennebunkport even more enjoyable. The Waldo Emerson is an outstanding choice for anyone looking for a charming bed and breakfast in Kennebunkport. We thoroughly enjoyed our stay and would gladly return. We highly recommend it to anyone seeking the perfect combination of comfort, charm, exceptional hospitality, and relaxation! **A truly wonderful experience from start to finish!**

Reviewed on Oct 18, 2026

White Barn Inn & Spa, Auberge Collection

Save 100% on your flight

$1,848

per person

Dec 28 - Jan 2

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

9.6/10 Exceptional! (124 reviews)

The Meadowmere Resort

$1,104

per person

Dec 26 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

8.6/10 Excellent! (1,007 reviews)

Very nice stay. It was very convenient to the Ogunquit Playhouse.

Reviewed on Oct 23, 2026

Inn on Shore Road

$1,122

per person

Dec 28 - Jan 2

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

9.2/10 Wonderful! (55 reviews)

Good stay

Reviewed on Oct 22, 2026

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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)

This iconic outdoor retailer has operated 24/7 since 1917, featuring an indoor trout pond and extensive gear selection. Explore multiple floors of quality apparel with expert staff ready to advise.

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A hill with sparse vegetation and a clear blue sky.

Desert of Maine

8.2/10 (105 reviews)

This geological oddity features 20 acres of sand dunes surrounded by Maine's verdant forest. Explore marked trails, dig for gemstones, or visit the historic 1800s farmhouse to uncover the desert's surprising origins.

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A rocky shoreline with autumn-colored trees and a calm lake.

Wolfe's Neck Woods State Park

9.2/10 (113 reviews)

Explore diverse ecosystems along rocky shores and forest trails where ospreys nest on nearby Googins Island. Bring binoculars for exceptional birdwatching and enjoy guided nature programs throughout the year.

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Bradbury Mountain State Park

8.8/10 (57 reviews)

Hike through Maine's historic forests to reach Bradbury Mountain's summit with sweeping views of Casco Bay. Spring visitors can witness the hawk migration while exploring the park's diverse trails.

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Two horses standing close together behind a green fence.

Wolfe's Neck Farm

8.8/10 (80 reviews)

This coastal farm turns sustainable agriculture into hands-on education across Maine's preserved landscape. Visitors care for livestock, explore gardens, and discover regenerative farming in a stunning seaside setting.

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A historic brick building with green shutters, a sign for 'The Mast Landing: Industry, Commerce, Its People 1720s-1920', and a 'Barrington House' sign indicating it's the home of the Freeport Historical Society.

Harrington House

8.2/10 (39 reviews)

This 1830 Greek Revival treasure houses the Freeport Historical Society with original 19th-century details. Explore rotating exhibitions illuminating local history while admiring authentic architectural elements.

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Freeport Historical Society

8.4/10 (40 reviews)

Housed in the 1830 Harrington House, this museum chronicles Freeport's maritime heritage and local industries through authentic artifacts. Explore exhibits and join a guided walking tour of historic downtown.

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Mast Landing Sanctuary

8.8/10 (41 reviews)

This 145-acre sanctuary showcases diverse Maine ecosystems with trails through forests, fields, and tidal marshes. Spot porcupines and deer while exploring the historic mill foundation along Mill Stream.

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Freeport Hotel Deals

Best Western Freeport Inn

31 US Route 1 Freeport ME

Fully refundableReserve now, pay when you stay

$88 nightly

$96 total

Nov 1 - Nov 2

Total with taxes and fees

7.6/10 Good! (1,001 reviews)

"The place is old and a dump. The pics are deceiving. Never again."

Reviewed on Oct 24, 2026

The Harraseeket Inn & Event House Freeport Downtown

162 Main St Freeport ME

Fully refundableReserve now, pay when you stay

$129 nightly

$141 total

Nov 4 - Nov 5

Total with taxes and fees

The Freeport Hotel, an Ascend Collection Hotel

506 Us Route 1 Freeport ME

Fully refundable

$89 nightly

$97 total

Nov 1 - Nov 2

Total with taxes and fees

7.6/10 Good! (1,001 reviews)

"Unfortunately when we arrived our room was very dirty. Stains on the sheets, black hairs on the toilet and even a rubber glove still on the floor. We walked in, and walked out 5 minutes later. Unfortunately I booked through Expedia and was not issued a refund. The front desk lady was nice ..."

Reviewed on Oct 22, 2026

See all 1,933 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.

Find the Best Freeport Vacation Packages

Things to do in and around Freeport

Freeport is perfect for outdoor family vacations, offering a variety of activities and scenic views. Visitors can explore popular shopping centers, enjoy educational exhibits, and relax in recreational areas. Key highlights include unforgettable experiences, golf destinations, and an exciting water park, making it an ideal spot for inclusive vacations in Freeport, Grand Bahama.

Shopping

Experience shopping in Freeport at the iconic LL Bean Flagship Store, where you’ll find outdoor gear and apparel. If you're up for a drive, the Maine Mall offers a vast selection of stores and entertainment just 19 miles away, while the Montsweag Flea Market, 18 miles away, features unique finds.

Recreation

Experience the vibrant performances at the Maine State Music Theater, just 8 miles away, where culture and romance come alive. For relaxation, visit the Twin Brook Recreation Area, also 8 miles from Freeport, offering serene trails. Golf enthusiasts can enjoy the Riverside Municipal Golf Course, 14 miles away, with stunning outdoor views.

Adventure

The Desert of Maine offers a unique campground experience surrounded by sandy dunes and outdoor vibes, perfect for adventurous families. For water sports enthusiasts, Paddleworks provides exhilarating activities only 9 miles away. For a fun-filled arcade experience, visit Bayside Bowl, located 16 miles from Freeport, ideal for family adventure.

Nightlife

Freeport's nightlife offers a charming mix of local pubs and cozy bars. Visit the iconic Freeport Brewing Company for craft brews, or enjoy a cocktail at the Maine Craft Distilling. For live entertainment, check out local music at the Freeport Community Center on select evenings.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Freeport

Freeport, Maine, is an ideal destination for outdoor enthusiasts and families, offering stunning scenery, beautiful beaches, and access to nearby national parks and islands. Visitors can explore local attractions like Fortuna Beach and discover top sights that cater to those seeking a blend of culture and outdoor experiences. Whether you're looking for relaxation by the shore or adventure in nature, Freeport has something for everyone to enjoy.

Bowdoin College: Located 8 miles from Freeport, Bowdoin College is a historic institution known for its stunning architecture and rich cultural heritage. Explore its beautiful campus, art galleries, and renowned museum, immersing yourself in the vibrant academic atmosphere.
Wolfe's Neck Woods State Park: Situated within Freeport, Wolfe's Neck Woods State Park offers outdoor enthusiasts a chance to enjoy scenic trails and breathtaking views of the coastline. Experience adventure through hiking, birdwatching, and picnicking amidst lush landscapes.
Harrington House: Also located in Freeport, Harrington House is a historic home that provides a glimpse into local history and architecture. Its charming ambiance and cultural significance make it a delightful stop for those interested in the region's past.

Best time to go to Freeport

The best time to visit Freeport is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.0°F (-3.9°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
February	26.1°F (-3.3°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	32.9°F (0.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	43.3°F (6.3°C)	Light Rain	Mostly Cloudy	Average	Average
May	53.6°F (12.0°C)	Light Rain	Mostly Sunny	Average	Average
June	61.7°F (16.5°C)	Light Rain	Mostly Sunny	Moderately High	Average
July	68.5°F (20.3°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
August	68.0°F (20.0°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
September	61.7°F (16.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	51.6°F (10.9°C)	Light Rain	Mostly Sunny	Average	Average
November	40.5°F (4.7°C)	Light Rain	Mostly Sunny	Moderately Low	Average
December	32.0°F (0.0°C)	Light Rain	Mostly Sunny	Moderately Low	Average

Tips to save on your trip to Freeport

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling to Freeport during the low season (January to March) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Freeport Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Portland Intl. Jetport Airport (PWM)
Population	1,500
Max Temp Winter	30ºF
Max Temp Summer	75ºF
Top Sights	Thomas Point Beach, Wolfes Neck Woods State Park and Maine State Music Theater

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Frequently asked questions

What's included in a Freeport vacation package?

A Freeport vacation package lets you combine round-trip flights, your hotel stay, and a rental car for convenient travel. As a beach destination, Freeport's many hotels offer convenient access to nearby coastal areas. You'll find that many hotels offer free breakfast, providing a relaxed start to your day, and some properties also provide airport shuttle service to and from Portland International Jetport (PWM).Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

How can I save money on a Freeport vacation package?

When you bundle, you can save up to 30%*. To save money on a Freeport package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's the best vacation package for Freeport?

Families looking for the best vacation packages in Freeport can build a trip around a stay at The Harraseeket Inn & Event House Freeport Downtown. This 3.5-star property, rated 8.7 out of 10, offers family rooms, an indoor pool, and a restaurant, with travelers often praising its great food and super clean rooms.For couples seeking a romantic Freeport vacation package, The James Place Inn B&B is a strong choice. This 3.5-star bed and breakfast, rated 9.6 out of 10 and costing around $280 per night, provides free breakfast and free WiFi, with travelers frequently highlighting the fantastic breakfast and friendly staff.Travelers looking for the best value vacation packages in Freeport might consider a stay at The Freeport Hotel, an Ascend Collection Hotel. At around $140 per night, this hotel includes free breakfast and free WiFi, and travelers often note its good value and great breakfast.*Package availability and prices may change depending on dates and demand.

Is Freeport better suited for a beach vacation or a cultural trip?

Freeport offers a blend of outdoor activities and historical charm, making a Freeport vacation suitable for both beach and cultural interests. As a beach destination outside the city, it's known for its scenic views and coastal access, with places like Casco Bay about 13 miles from central Freeport, and Crescent Beach about 18 miles away, providing opportunities for seaside relaxation and exploration.For those interested in culture and history, Freeport also has a rich past. The L.L. Bean Flagship Store, about a 5-minute walk from central Freeport, is a major draw, and the Freeport Historical Society, also about a 5-minute walk, offers insights into the town's heritage. Additionally, natural attractions like Wolfe's Neck Woods State Park, about 2 miles from the center, combine outdoor beauty with local history.

Is Freeport a good choice for a family vacation package?

Freeport is a strong choice for family vacation packages, offering a mix of engaging attractions and comfortable stays. Many hotels cater to families with amenities like family rooms, indoor pools, and complimentary breakfast.For example, The Harraseeket Inn & Event House Freeport Downtown, a 3.5-star property rated 8.7 out of 10, features family rooms and an indoor pool, with travelers praising its nice location and great food. Another excellent option is Brewster House Bed & Breakfast, a 4-star property rated 9.6 out of 10, which offers a game room and free breakfast, with guests highlighting the lovely breakfast and friendly staff.Beyond the hotels, families can explore the iconic LL Bean Flagship Store, about a 5-minute walk from central Freeport, or discover the unique Desert of Maine, about 6 miles away. Wolfe's Neck Woods State Park, about 2 miles from the center, provides opportunities for outdoor adventures like hiking and bird watching.

What's included in a Freeport beach vacation package?

Freeport beach vacation packages typically bundle flights with a hotel stay, offering a convenient way to experience this coastal destination. Consider The James Place Inn B&B, a 3.5-star property rated 9.6 out of 10 and about 12 miles from Casco Bay, where guests frequently praise the fantastic breakfast and excellent location. Another option is The Harraseeket Inn & Event House Freeport Downtown, a 3.5-star hotel rated 8.7 out of 10 and about 13 miles from Casco Bay, featuring an indoor pool and restaurant, with travelers often noting the great food. Your Freeport vacation package's specific inclusions, such as dining, activities, or water sports, will depend on the hotel and rate you select.

What are the top things to do in Freeport?

A Freeport vacation offers a variety of attractions, from scenic coastal spots to unique local experiences:Browse and book things to do in Freeport on Expedia.

Do you need to rent a car in Freeport, or is public transport enough?

For a Freeport vacation package, a rental car offers the most flexibility, especially if you plan to explore beyond the immediate town center. Attractions are spread out, and a car allows you to easily reach scenic coastal areas and other points of interest. Rental car companies are available at Portland International Jetport (PWM) and in nearby towns like Portland and Brunswick.However, public transport options do exist. Amtrak's Downeaster train service stops at Freeport station, connecting to Portland and Boston. Greater Portland Metro's BREEZ bus service also provides routes between Brunswick and Portland, with several stops within Freeport itself, which can be useful for getting around town or to nearby cities.

Are Freeport vacation package hotels conveniently located?

Freeport vacation package hotels offer convenient access to the town's center and attractions. Many properties are within easy walking distance of central Freeport, making it simple to explore on foot.For example, The James Place Inn B&B, rated 9.6 out of 10, is about a 5-minute walk from central Freeport, as is The Harraseeket Inn & Event House Freeport Downtown, rated 8.7 out of 10. The Kendall Inn, rated 9.5 out of 10, is about a 10-minute walk away. For those who prefer to be slightly outside the immediate center, Spark by Hilton Freeport, rated 8.8 out of 10, is about 3 miles from central Freeport, offering a quieter setting while still being a short drive from local sights.

Can I change or cancel my Freeport vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Freeport vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Freeport vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Freeport vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Freeport?

To find last-minute vacation packages to Freeport, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Freeport vacation packages?

Free cancellation on a Freeport vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Freeport vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Freeport getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Freeport vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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.

Freeport Vacations from $599

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Freeport Vacation

The Latest Freeport vacation packages

84 Main

Waldo Emerson Inn

White Barn Inn & Spa, Auberge Collection

The Meadowmere Resort

Inn on Shore Road

Stay near popular Freeport attractions

LL Bean Flagship Store

Desert of Maine

Wolfe's Neck Woods State Park

Bradbury Mountain State Park

Wolfe's Neck Farm

Harrington House

Freeport Historical Society

Mast Landing Sanctuary

Freeport Hotel Deals

Best Western Freeport Inn

The Harraseeket Inn & Event House Freeport Downtown

The Freeport Hotel, an Ascend Collection Hotel

Find the Best Freeport Vacation Packages

Things to do in and around Freeport

Find the best attractions in and around Freeport

Best time to go to Freeport

Tips to save on your trip to Freeport

Freeport Essential Information

More vacations you might like

Frequently asked questions

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