Peaks Island Holidays

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to £195 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 Peaks Island Holiday

Say bye-bye to the worries of planning and hello to a Peaks Island holiday package. With your travel details organised before you take off, you can focus on discovering this city, starting with Parkside, which is good for festivals, markets and walking. Fill your days with visits to Portland Head Light, University of Southern Maine and Portland Museum of Art, some of the top attractions you just have to see during a trip to Peaks Island. Stop dreaming and start adventuring. Check out the multitude of options on Expedia today and put your Peaks Island holiday plans into gear!

The Latest Peaks Island Holiday Deals

Waldo Emerson Inn

Waldo Emerson Inn

3 out of 5
per person
24 May - 28 May
Return direct flight included
London (LON) to Portland (PWM)
8.6/10 Excellent! (313 reviews)
Great place to relax and wind down. The innkeepers where excellent.

Reviewed on 28 Oct 2023

Port Inn & Suites Kennebunk, Ascend Hotel Collection

Port Inn & Suites Kennebunk, Ascend Hotel Collection

2.5 out of 5
per person
24 May - 28 May
Return direct flight included
London (LON) to Portland (PWM)
9/10 Wonderful! (956 reviews)
Really cute Hotel conveniently located near Kennebunk port. Hotel manager was friendly and helpful. No housekeeping was inconvenient when staying multiple nights.

Reviewed on 15 Dec 2023

Ramada by Wyndham Saco/Old Orchard Beach Area

Ramada by Wyndham Saco/Old Orchard Beach Area

2.5 out of 5
per person
24 May - 28 May
Return direct flight included
London (LON) to Portland (PWM)
6.8/10 (1,000 reviews)
The room had stains on the floor and the bathroom could of been cleaner and the room smelled funny

Reviewed on 11 Apr 2024

AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
per person
24 May - 28 May
Return direct flight included
London (LON) to Portland (PWM)
9.4/10 Exceptional! (97 reviews)
Very quaint with clean and spacious rooms. Awesome included breakfast. Plenty of parking.

Reviewed on 25 Mar 2024

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
per person
24 May - 28 May
Return direct flight included
London (LON) to Portland (PWM)
9.2/10 Wonderful! (429 reviews)
Beautiful historic property, felt like a stay in a museum. Room was large, comfortable, bathroom was clean with an excellent shower. Great location in a historic neighborhood abutting a shopping area and steps away from the harbor.

Reviewed on 30 Mar 2024

Grasshopper Inn

Grasshopper Inn

3 out of 5
per person
24 May - 28 May
Return direct flight included
London (LON) to Portland (PWM)
9.8/10 Exceptional! (33 reviews)
Beautiful room, lobby and amenities! We will be back!

Reviewed on 9 Oct 2023

Prices and availability subject to change. Additional terms may apply.

Peaks Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Max Temp Winter
-1.11ºC
Max Temp Summer
21ºC
Top Sights
Higgins Beach, State Theatre and East End Beach

Our pick of the best 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
Stay at this 3.5-star business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi and free parking. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,400 reviews)
"The facility was clean and great customer service!"

Reviewed on 14 Apr 2024

Casco Bay Hotel, Ascend Hotel Collection
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes and breakfast. Our guests praise the breakfast and the bar in ...
8.8/10 Excellent! (1,149 reviews)
"Wonderful staff, facilities, and location"

Reviewed on 15 Apr 2024

Portland Harbor Hotel
The Westin Portland Harborview
The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME
Stay at this spa hotel in Portland. Enjoy a full-service spa, breakfast and WiFi. Our guests praise the bar and the helpful staff in their reviews. Popular attractions ...
8.4/10 Very Good! (1,062 reviews)
"We had a great stay and will be back !"

Reviewed on 14 Apr 2024

The Westin Portland Harborview
See all 2,082 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 Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Peaks Island travel package cost?
Custom make your Peaks Island travel package from just £920. Pick from any combination of hotels, flights and rental cars to create the getaway you’ve long been dreaming about. Remember to add on some tours and experiences!
If I'm not able to travel, can I cancel my Peaks Island travel package?
It’s impossible to predict what the future holds, so it’s comforting to know that you can cancel or change your Peaks Island travel package. If you booked in the last 24 hours, you may be entitled to a refund. If it’s an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.
How do I get a cheap travel package to Peaks Island?
Our Peaks Island travel packages mean plenty of savings for the savvy globetrotter. For the best deals, simply combine your flights, hotels and rental cars into an affordable package. But impressive bargains are just the beginning of your next amazing adventure. When you book with Expedia, you’ll have more than 550 air carriers and 1,000,000 hotel options all over the world to select from. Whatever your style or budget, there’s a travel package to suit you.
Does Expedia offer Book Now, Pay Later Peaks Island holidays?
Yes. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply click on the payment plan best suited to your needs during checkout and take away the stress of budgeting for your next trip. Don’t forget to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna’s manageable monthly instalment plans. If making bite-sized repayments each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: If you want to pay for your escape in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you want to grab an awesome deal but don’t have the full amount yet, Klarna’s low deposit holiday plan will help you secure your getaway.

How far in advance should I book my Peaks Island holiday?
To land cheap prices, book as early as you can. Airlines typically start selling tickets, along with some of the lowest fares, nearly a year ahead of time. Hotels, experiences and car rental should also be booked well in advance to avoid disappointment. If you were hoping for a last-minute getaway to Peaks Island, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia Peaks Island travel package include?
From hotels and airfares to car rentals, Expedia can help you create a Peaks Island package that’s perfect for you. Holidaying for a while? Consider a rental car, flight and hotel bundle. If you can only manage a quick getaway, a hotel and flight deal may suit you better. Activities can also be added after you’ve booked. Our travel packages make it a cinch to plan and save.
What should I know before booking a Peaks Island travel package?
You’ll enjoy terrific savings when you bundle your hotels, flights and rental cars into a travel package. Plus, booking everything together will make your trip planning easier. So why waste money or time? Whether you’re putting together a luxury city stay with your love or an affordable family break, browse our travel packages today.
Can I choose my airline with a Peaks Island Expedia travel package?
You certainly can. We have more than 550 partner airlines around the world, so fly with the carrier that’s a good fit for your budget and travelling style.

Discover the most popular places to visit in Peaks Island

Image for Fifth Maine Museum

Fifth Maine Museum

You can spend time exploring the galleries in Fifth Maine Museum during your trip to 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 entertainment choices.

Umbrella Cover Museum
Image for Richard Boyd Art Gallery

Richard Boyd Art Gallery

You can spend an afternoon browsing the exhibits at Richard Boyd Art Gallery in Peaks Island. Stroll along the area's waterfront or experience its great live music.

Richard Boyd Art Gallery

Unmissable things to do in Peaks Island

Image for Portland: Old Port Seafood Lovers Tour

Portland: Old Port Seafood Lovers Tour

£116
Per adult
Portland: Old Port Seafood Lovers Tour
Image for Portland, Maine: Old Port Brewery & Pub Walking Tour

Portland, Maine: Old Port Brewery & Pub Walking Tour

£70
Per adult
Portland, Maine: Old Port Brewery & Pub Walking Tour
Image for Half Day Private Boat Charter from Portland

Half Day Private Boat Charter from Portland

£514
Per adult
Half Day Private Boat Charter from Portland
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. Flight-inclusive packages are ATOL protected.