Peaks Island Vacation Packages

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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.

Top Peaks Island Vacation Deals

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

River View Resort

2.5 out of 5
per person
Jul. 9 - Jul. 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
8.8/10 Excellent! (256 reviews)
This property was very clean with modern updates. The staff was kind and helpful, pool and hot tub were amazing. Highly recommend River View.

Reviewed on Mar. 11, 2024

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Jul. 6 - Jul. 13
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Portland (PWM)
9/10 Wonderful! (1,189 reviews)
Property had charm, spacious room and centrally located

Reviewed on Jun. 5, 2024

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
per person
Jul. 9 - Jul. 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
9.4/10 Exceptional! (902 reviews)
the hotel is very beautiful, I really fell in love with the design and all the hotel's amenities and facilities, I intend to return soon

Reviewed on May 22, 2024

Chebeague Island Inn

Chebeague Island Inn

4 out of 5
per person
Jul. 7 - Jul. 9
found 11 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
8.8/10 Excellent! (63 reviews)
A well deserved four star rating!

Reviewed on Aug. 22, 2023

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
Downtown Portland
per person
Jul. 6 - Jul. 13
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Portland (PWM)
9.4/10 Exceptional! (656 reviews)
The location was great. Everything was walkable from there

Reviewed on Jun. 5, 2024

Peaks Island Hotel Deals

Casco Bay Hotel, Ascend Hotel Collection
Casco Bay Hotel, Ascend Hotel Collection
3.5 out of 5
80 John Roberts Rd., South Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Jun. 9 to Jun. 10
CA $184
CA $200 total
includes taxes & fees
Jun 9 - Jun 10
8.4/10 Very Good! (1,562 reviews)
"The room (and the whole facility) was super clean, the staff was great when I locked myself out of my room, and the bed was really comfy"

Reviewed on Jun. 6, 2024

Casco Bay Hotel, Ascend Hotel Collection
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $355 per night from Jun. 10 to Jun. 11
CA $355
CA $444 total
includes taxes & fees
Jun 10 - Jun 11
9/10 Wonderful! (1,190 reviews)
"Property had charm, spacious room and centrally located"

Reviewed on Jun. 5, 2024

Portland Harbor Hotel
Canopy by Hilton Portland Waterfront
Canopy by Hilton Portland Waterfront
4 out of 5
9 Center Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $453 per night from Jun. 9 to Jun. 10
CA $453
CA $501 total
includes taxes & fees
Jun 9 - Jun 10
9.2/10 Wonderful! (663 reviews)
"The location was great. Everything was walkable from there"

Reviewed on Jun. 5, 2024

Canopy by Hilton Portland Waterfront
See all 2,141 properties in Peaks Island
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Peaks Island vacation package cost?
Much less than you might think — from a tempting CA $844, as a matter of fact! By bundling flights, hotels and car rentals into a customized package, your Peaks Island escape is just clicks away.
How do I get a cheap travel package to Peaks Island?
Combining your hotel and flight with Expedia won’t just save you time — it’ll save you a few dollars too. A Peaks Island vacation package makes it easy to create your dream adventure. With more than 550 airlines worldwide to select from, finding convenient flights that fit your busy schedule won’t be difficult. On top of that, we’ve got over 1,000,000 properties globally to pick from. Now that’s what you call choice. No matter who you are, Expedia puts the world within your reach.
How far in advance should I book my Peaks Island vacation?
Travelers are generally able to look up international fares on Expedia within 12 months of the departure date. Booking late? With a stroke of luck, it’s still possible to nab an affordable ticket only weeks before your flight.
What does an Expedia Peaks Island travel package include?
Flights, hotels and rental cars — we have them well covered. With Expedia, you can shape your Peaks Island travel package the way you like it. All you have to do is work out what you need. Once you’ve made your booking, you can add extras like activities and tours. The more you bundle, the more you save!
What should I know before booking a Peaks Island travel package?
We already have low prices. However, you’ll snap up even more savings when you book your flights, hotels and car rentals together. With an Expedia package, you’ll get transparent pricing and lots of choice.
Can I choose my airline with a Peaks Island Expedia vacation package?
You can, and with over 550 airlines to pick from globally, it’s all about choice. Have a look through the available options and see which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Peaks Island vacation package?
You can. We totally understand that even the best-laid plans can fail, so we’re here to help if you need to make changes to your Peaks Island vacation package. You may be able to cancel or change your itinerary at no cost if you’ve booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Peaks Island

Image for Fifth Maine Museum

Fifth Maine Museum

You can spend time studying the exhibits at Fifth Maine Museum during your travels in Peaks Island. Experience the area's great live music and entertainment choices.

Fifth Maine Museum
Image for Umbrella Cover Museum

Umbrella Cover Museum

You can enjoy some culture when you stop by Umbrella Cover Museum in Peaks Island. Stroll along the area's waterfront or experience its great live music.

Umbrella Cover Museum
Image for Richard Boyd Art Gallery

Richard Boyd Art Gallery

You can spend time studying the exhibits at Richard Boyd Art Gallery during your trip to Peaks Island. Stroll along the area's waterfront or experience its great live music.

Richard Boyd Art Gallery

What to do in Peaks Island

Image for Portland: Old Port Seafood Lovers Tour

Portland: Old Port Seafood Lovers Tour

CA $198
Per adult
Portland: Old Port Seafood Lovers Tour
Image for Sunset Lighthouse Harbor Cruise from Portland's Old Port

Sunset Lighthouse Harbor Cruise from Portland's Old Port

CA $122
Per adult
Sunset Lighthouse Harbor Cruise from Portland's Old Port
Image for Portland, Maine: Old Port Brewery & Pub Walking Tour

Portland, Maine: Old Port Brewery & Pub Walking Tour

CA $121
Per adult
Portland, Maine: Old Port Brewery & Pub Walking Tour
See all activities in Peaks Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.