Freeport Vacations from $631

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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.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $901, price is now $631 per person
$631
per person
Feb 7 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Portland (PWM)
18.4/10 Exceptional! (1,668 reviews)
Hotel is so centrally located, you can't beat it. The bar is welcoming and perfect to play cards near the fireplace. Have stayed here a couple times now, and it's the new favorite. Parking is convenient, but a bit pricey at $45/night - but worth the access. Staff are kind and accommodating, rooms are clean and updated.

Reviewed on Nov 20, 2025

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,346, price is now $872 per person
$872
per person
Feb 7 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Portland (PWM)
19.6/10 Exceptional! (86 reviews)
Loved this place and would definitely stay here next time we go back.

Reviewed on Oct 15, 2025

The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,081, price is now $717 per person
$717
per person
Feb 7 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Portland (PWM)
19.2/10 Exceptional! (249 reviews)
This is in a great location and room was very spacious. Blind in bedroom was broken in down position so it was always dark in there. You are supposed to download an app that requires “always on” connection to Bluetooth to get in, but someone was available to give us card keys instead.

Reviewed on Nov 16, 2025

The Docent's Collection - Boyd Block

The Docent's Collection - Boyd Block

2 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,311, price is now $870 per person
$870
per person
Feb 7 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Portland (PWM)
20/10 Exceptional! (2 reviews)
Really nice and clean new hotel!

Reviewed on Oct 27, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $1,445, price is now $988 per person
$988
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
18.8/10 Exceptional! (1,001 reviews)
It’s an amazing hotel! Room was spacious and the bed soft. Room service was excellent. I will totally be back!

Reviewed on Nov 21, 2025

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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
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
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

Freeport Hotel Deals

Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG

2.5 out of 5
450 U.S. Route 1 Freeport ME
Fully refundable
$79 nightly
The price is $86 total per night from Nov 25 to Nov 26
$86 total
Nov 25 - Nov 26
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
Room was clean, staff were friendly - for the price a good spot to stay. The traffic on 295 can be loud but expected for a hotel along an interstate.

Reviewed on Nov 14, 2025

Holiday Inn Express Hotel & Suites Freeport by IHG
Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown

3 out of 5
5 Park St Freeport ME
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $95 total per night from Dec 14 to Dec 15
$95 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
Great room and great staff.

Reviewed on Nov 12, 2025

Hilton Garden Inn Freeport Downtown
The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown

3.5 out of 5
162 Main St Freeport ME
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $119 total per night from Dec 14 to Dec 15
$119 total
Dec 14 - Dec 15
Total with taxes and fees
9.2/10 Wonderful! (856 reviews)
Cleanliness, friendliness and helpfulness of staff

Reviewed on Nov 18, 2025

The Harraseeket Inn & Event House Freeport Downtown
See all 1,782 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

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

How much does a Freeport vacation package cost?
Offering great value package deals from $631 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.

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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.