Peaks Island Vacations from $458

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

    Find the right fit

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

    Rest easy

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

Your Peaks Island Vacation

With plenty of highlights as well as some hidden gems, this city is best experienced with a Peaks Island vacation package. Check out places to stay in Parkside, which is great for festivals, markets and walking. If taking in sights is on the agenda during your trip to Peaks Island, look around major attractions like Sand Beach, Fifth Maine Museum and Little Diamond Island. Check out Expedia's wide range of travel options and book your ideal vacation to Peaks Island today.

The Latest Peaks Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
Kennebunkport Captains Collection
The Docent's Collection - New Opening
InnSeason Resorts The Falls at Ogunquit
The McKernan Inn
Don't see what you're looking for?
See all available trips from Columbus to Peaks Island
View all trips

Discover the most popular places to visit in Peaks Island

What to do in Peaks Island

Peaks Island Hotel Deals

Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $92 total per night from Nov 11 to Nov 12
$92 total
Nov 11 - Nov 12
Total with taxes and fees
7.8/10 Good! (1,168 reviews)
The free shuttle was right on time. We stayed here to catch a super early bus to NYC. We have stayed here before. The staff is friendly. The room is very comfortable and it's a great place to stay when you're catching a bus.

Reviewed on Oct 20, 2025

Clarion Hotel Portland
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $188 total per night from Nov 2 to Nov 3
$188 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (1,632 reviews)
It was a very nice and comfortable hotel. Walkable to everything. I would stay here agaiin.

Reviewed on Oct 19, 2025

Portland Harbor Hotel
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
$72 nightly
The price is $78 total per night from Nov 2 to Nov 3
$78 total
Nov 2 - Nov 3
Total with taxes and fees
7.4/10 Good! (352 reviews)
Property is 3 miles away from airport and not 2 miles as mentioned

Reviewed on Oct 21, 2025

Germaine Inn South Portland
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 Peaks Island Vacation Packages

Peaks Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Max Temp Winter
30ºF
Max Temp Summer
70ºF
Top Sights
State Theatre, Higgins Beach and East End Beach

More vacations you might like

Frequently asked questions

How much does a Peaks Island vacation package cost?
You can grab a vacation package to this destination from $458 on Expedia. However, how much your vacation to Peaks Island costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Peaks Island?
You can usually find reduced prices and greater availability in November, December and January. Explore our cheap Peaks Island vacation packages and you could score some great off-season discounts.
How many days is enough for Peaks Island?
For a Peaks Island vacation, a handful of days will be enough to tour the top spots. Be sure to check out Umbrella Cover Museum — it's one of the top attractions in this destination. If you want more adventure, think about basing yourself here and heading off on some trips from Peaks Island.
Is it worth booking a vacation package to Peaks Island?
Peaks Island has all the ingredients you need for a fantastic break — watersports, views and cycling are just the start. Whether you'd like to check out sights such as Fifth Maine Museum and Richard Boyd Art Gallery, or take the path less traveled, you'll have plenty to see and do on your Peaks Island vacation.
How to find the best Peaks Island package deals?
Begin your search for a Peaks Island package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Peaks Island package deal straight away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Peaks Island escape off to a flying start.
Is it cheaper to book a Peaks Island vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Peaks Island vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Peaks Island?
If you've got your Peaks Island travel dates confirmed, book early to snap up some fantastic deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Peaks Island?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to vacation in Peaks Island.
  2. Set a budget: Consider expenses like food, flights and transportation when working out how much to put aside for your trip to Peaks Island. Then, choose a property that works with your budget, whether that's an economical option or a more luxurious retreat.
  3. Organize your Peaks Island escape with Expedia's trip planning tool: Search for and book accommodations and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Peaks Island together.
  4. Work out your trip length: Think about how long you want to spend discovering Peaks Island. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a Peaks Island vacation package that brings all your bookings together.
  6. Book any activities or excursions: Here's the fun part — locking in everything you want to see and do. Browse some of the top things to do in Peaks Island in Peaks Island and reserve your tickets in advance to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Peaks Island vacation packages?
Your Peaks Island break should be a relaxing escape from your daily routine, not a reason for money worries. So to give you that extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

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.