Freeport Vacations from $629

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $926, price is now $629 per person
$629
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Portland (PWM)
9.2/10 Wonderful! (54 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 $1,149, price is now $845 per person
$845
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Portland (PWM)
9.2/10 Wonderful! (1,566 reviews)
Wonderful! Great location!!

Reviewed on Sep 10, 2025

River View Resort

River View Resort

2.5 out of 5
Save 100% on your flight
Price was $941, price is now $708 per person
$708
per person
Oct 26 - Nov 1
found 7 hours ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
8.8/10 Excellent! (294 reviews)
It was a basic suite-like motel. Could use an upgrade. Very 70s

Reviewed on Mar 30, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Price was $1,128, price is now $852 per person
$852
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Portland (PWM)
9.6/10 Exceptional! (232 reviews)
Nice apartment..no staff to help with the facility. Convenient to walk around Portland. It can be confusing to use the FLEXIPASS at first and to make sure you have also signed up for parking if you need it. Next time I would stay close to the water and at a hotel so I have more guest services. The staff was nice when I called to get help but I prefer on-site help. Also, it has a few stairs to get into the apartment building. Overall the building and facility is very clean and nice.

Reviewed on Sep 5, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $851, price is now $647 per person
$647
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
9.4/10 Exceptional! (1,012 reviews)
Everything was excellent

Reviewed on Sep 14, 2025

Don't see what you're looking for?
See all available trips from Columbus to Freeport
View all trips

Discover the most popular places to visit in Freeport

LL Bean Flagship Store featuring a pond and interior views as well as a family

LL Bean Flagship Store

Explore almost limitless possibilities for outdoor adventure at this iconic Maine brand’s 24-hour outpost, with special attractions alongside abundant shopping opportunities.

LL Bean Flagship Store
Harrington House

Harrington House

Delve into the history of southern Maine and life in the 19th century at this intriguing and well-preserved home in Freeport.

Harrington House
Bradbury Mountain State Park featuring a small town or village, fall colors and landscape views

Bradbury Mountain State Park

Reach the summit of a mountain, have a picnic and count soaring hawks at this pretty park, one of Maine’s five original state parks.

Bradbury Mountain State Park

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
$107 nightly
The price is $117 total per night from Sep 25 to Sep 26
$117 total
Sep 25 - Sep 26
Total with taxes and fees
8/10 Very Good! (1,013 reviews)
"khbi"

Reviewed on Sep 10, 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
$106 nightly
The price is $115 total per night from Sep 21 to Sep 22
$115 total
Sep 21 - Sep 22
Total with taxes and fees
7.6/10 Good! (1,008 reviews)
very nice hotel
"nice clean room and pet friendly…great location off 295"

Reviewed on Sep 9, 2025

Best Western Freeport Inn
The Freeport Hotel, an Ascend Collection Hotel

The Freeport Hotel, an Ascend Collection Hotel

2 out of 5
506 Us Route 1, Freeport, ME
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $110 total per night from Sep 22 to Sep 23
$110 total
Sep 22 - Sep 23
Total with taxes and fees
7.8/10 Good! (1,006 reviews)
"The ascend collection seems to be a very solid choice"

Reviewed on Sep 7, 2025

The Freeport Hotel, an Ascend Collection Hotel
See all 1,817 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Freeport vacation package cost?
Offering great value package deals from $629 on Expedia, you'll be thrilled with how little a vacation to Freeport costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Freeport?
If you're looking to score a cheap Freeport vacation package, consider visiting in January, October and December. You'll typically find better prices on hotels and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Freeport?
Generally, a handful of days is enough to tick off the top attractions during your Freeport vacation. However, if you want 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?
Popular for its shopping, nature and hiking, a Freeport vacation is a hit with all kinds of visitors. Be sure to check out key sights like Desert of Maine and Wolfe's Neck Woods State Park, and consider renting a car for day trips to experience even more.
How to find the best Freeport package deals?
Use Expedia's filters to help you find some unbeatable Freeport package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Freeport package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Freeport vacation as a package?
You can enjoy significant savings on your Freeport escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Freeport?
If you're considering a spur-of-the-moment Freeport getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Freeport?

  1. Choose when to travel: Check your diary and get your bags packed. Your favorite season and the activities on offer will also help you decide when to escape to Freeport.
  2. Set a budget: Consider expenses like flights, food and transportation when working out how much to put aside for your trip to Freeport. Then, select a hotel that fits your budget, whether that's a wallet-friendly option or a lavish retreat.
  3. Organize your Freeport escape with our trip planning tool: Look for and book hotels and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Freeport together.
  4. Work out your trip length: Consider how much time you want to spend exploring Freeport. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Freeport vacation package that brings all your bookings together.
  6. Book experiences or activities ahead of time: Whether it's entrance to a big attraction or a walking tour, you won't have to worry about missing out on Freeport's best offerings. Find all the incredible things to do in Freeport with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Freeport vacation packages?
Your Freeport break should be an escape from your busy life, not a reason for money worries. So to allow you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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