Freeport Vacations from $542

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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.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $746, price is now $542 per person
$542
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
9.2/10 Wonderful! (52 reviews)
Quiet and peaceful with views of the Bay. Easy to access and close to downtown Portland

Reviewed on Aug 18, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,249, price is now $839 per person
$839
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
We had an amazing stay at Cliffhouse and were pleasantly surprised by how beautiful it is. The only minor issues we encountered were that the pullout couch was quite uncomfortable for our kids, and it was frustrating that children aren’t allowed in the main pool—everyone with kids ends up crowded around a small pool off to the side. Aside from that, everything else was fantastic!

Reviewed on Aug 9, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,293, price is now $913 per person
$913
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (1,545 reviews)
Great location. You can walk famous restaurants and it’s pretty safe. The room was clean and the staff were very friendly.

Reviewed on Aug 25, 2025

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $979, price is now $694 per person
$694
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
9.8/10 Exceptional! (71 reviews)
This is probably the cleanest, most beautiful hotel for the money we’ve ever stayed in. The nightly rate was comparable to the other hotel rooms in town, but here you get a huge spacious apartment! All new, chic, and very comfortable. Easy to walk to Wharf St. and the dining and shopping area too! The manager was very responsive, friendly and accommodating as well! This place is a gem!

Reviewed on Aug 26, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Price was $943, price is now $699 per person
$699
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
9.6/10 Exceptional! (226 reviews)
Very modern and new condition. Digital key worked pretty well and convenient. Lots of good restaurants within walking distance. We enjoyed our stay.

Reviewed on Aug 25, 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
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

What to do in Freeport

Fun for all ages

Sea Kayak to an Island Tour in Casco Bay

$89
per adult
100% of travellers recommend
Sea Kayak to an Island Tour in Casco Bay
See all activities in Freeport

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
$112 nightly
The price is $122 total per night from Sep 2 to Sep 3
$122 total
Sep 2 - Sep 3
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
"Excellent value!"

Reviewed on Aug 20, 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
$110 nightly
The price is $120 total per night from Sep 7 to Sep 8
$120 total
Sep 7 - Sep 8
Total with taxes and fees
7.8/10 Good! (1,003 reviews)
"it was quiet and comfortable and easy to access."

Reviewed on Aug 22, 2025

Best Western Freeport Inn
The Freeport Hotel, Ascend Hotel Collection

The Freeport Hotel, Ascend Hotel Collection

2 out of 5
506 Us Route 1, Freeport, ME
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $138 total per night from Sep 3 to Sep 4
$138 total
Sep 3 - Sep 4
Total with taxes and fees
7.8/10 Good! (1,002 reviews)
Great staff, nice room, passable breakfast
"My wife and I stayed here for a quick getaway. The staff was excellent, very attentive and kind. They accommodated us despite showing up early. The room was nice, the bed comfy. It was very easily accessible as all rooms are on a single level. There was plenty of parking. The breakfast was meh. Edible, ..."

Reviewed on Aug 20, 2025

The Freeport Hotel, Ascend Hotel Collection
See all 1,813 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.

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Frequently asked questions

How much does a Freeport vacation package cost?
Offering great value package deals from $542 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.