Peaks Island Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
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Top hotels in Peaks Island

Inn On Peaks Island
Inn On Peaks Island
3 out of 5
33 Island Avenue, Peaks Island, ME
The price is S$509 per night from 29 Jun to 30 Jun
S$509
29 Jun - 30 Jun
includes taxes & fees
8.8/10 Excellent! (94 reviews)
College besties 35th graduation reunion
"My college best friend and I wanted to get away from our lives for a weekend to celebrate our 35th college graduation anniversary and our special friendship. We thoroughly enjoyed the suite and the entire island, but mostly we cherished spending time together reconnecting! Thank you for your amazing ..."

Reviewed on 27 Apr, 2025

Inn On Peaks Island
La Quinta Inn & Suites by Wyndham Portland
La Quinta Inn & Suites by Wyndham Portland
3 out of 5
340 Park Ave, Portland, ME
The price is S$241 per night from 30 Jun to 1 Jul
S$241
30 Jun - 1 Jul
includes taxes & fees
8.8/10 Excellent! (2,174 reviews)
"We had a very comfortable overnight stay. We were able to walk to the concert at Thompson's Point which was super convenient."

Reviewed on 23 Jun, 2025

La Quinta Inn & Suites by Wyndham Portland
Hyatt Place Portland Downtown - Old Port Square
Hyatt Place Portland Downtown - Old Port Square
3 out of 5
433 Fore St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is S$339 per night from 6 Jul to 7 Jul
S$339
6 Jul - 7 Jul
includes taxes & fees
8.8/10 Excellent! (1,145 reviews)
"The location is perfect for a day in the city. Close to everything. The staff was friendly. The free shuttle to the airport was easy to arrange with the service offered 24 hours. I was transported at 3:20 am to the airport saving the cost of an Uber and assured safety at the hour. The gym was under ..."

Reviewed on 23 Jun, 2025

Hyatt Place Portland Downtown - Old Port Square
See all 2,417 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.

Frequently asked questions

How much does a Peaks Island holiday package cost?
You can grab a holiday package to this destination on Expedia. However, how much your holiday 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 typically find lower rates and better availability in November, December and January. Take a look at our cheap Peaks Island holiday packages and you could score some great off-season deals.
How many days is enough for Peaks Island?
Usually, a few days is great for a Peaks Island holiday. With a well-planned itinerary, you can check out all the top attractions including Umbrella Cover Museum, as well as explore some hidden gems along the way.
Is it worth booking a holiday package to Peaks Island?
Whether you'd like to visit key attractions like Fifth Maine Museum and Richard Boyd Art Gallery on your Peaks Island holiday, or coming for its excellent watersports, views and cycling, there's something for everyone here. With so much to see and do, you'll soon find out why so many visitors think Peaks Island is a good holiday destination.
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 holiday as a package?
Expedia holiday 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 holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday 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 get away: Check your calendar and get packing. Your favourite season and the activities on offer will also help you decide when to visit Peaks Island.
  2. Work out your budget: Make sure you have enough money to cover everything from dining out and transportation to activities and flights. Your hotel will probably be the biggest expense during your trip to Peaks Island.
  3. Work out your trip length: Consider how long you want to spend exploring Peaks Island. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalised Peaks Island holiday package.

What to do in Peaks Island

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

S$12
per adult
Downtown Golden Adventure Quest Experience in Portland
Portland: Schooner Tall Ship Cruise on Casco Bay

Portland: Schooner Tall Ship Cruise on Casco Bay

S$139
per adult
Portland: Schooner Tall Ship Cruise on Casco Bay
Sunset Lighthouse Cruise Tour from Casco Bay

Sunset Lighthouse Cruise Tour from Casco Bay

S$72
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.