Chebeague Island Vacations

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    Save up to SAR 390 when you book a flight and hotel together*
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Find the Best Chebeague Island Vacation Packages

Chebeague Island Hotel Deals

La Quinta Inn & Suites by Wyndham Portland
La Quinta Inn & Suites by Wyndham Portland
2.5 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
The price is SAR 317 per night from Apr 6 to Apr 7
SAR 317
SAR 351 total
includes taxes & fees
6 Apr - 7 Apr
8.8/10 Excellent! (2,109 reviews)
"The staff were super nice, room was clean and welcoming"

Reviewed on 31 March 2025

La Quinta Inn & Suites by Wyndham Portland
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
The price is SAR 539 per night from Apr 6 to Apr 7
SAR 539
SAR 739 total
includes taxes & fees
6 Apr - 7 Apr
9/10 Wonderful! (1,472 reviews)
"attractive hotel, fine location"

Reviewed on 1 April 2025

Portland Harbor Hotel
Cambria Hotel Portland Downtown-Old Port
Cambria Hotel Portland Downtown-Old Port
3 out of 5
25 HANCOCK STREET, Portland, ME
Fully refundableReserve now, pay when you stay
The price is SAR 427 per night from Apr 9 to Apr 10
SAR 427
SAR 575 total
includes taxes & fees
9 Apr - 10 Apr
9.2/10 Wonderful! (832 reviews)
"Everything was great"

Reviewed on 31 March 2025

Cambria Hotel Portland Downtown-Old Port
See all 2,195 properties in Chebeague 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 Chebeague Island vacation package cost?
You’ll find cheap prices on Expedia for your Chebeague Island getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Chebeague Island costs.
What are the cheapest months to go to Chebeague Island?
The off-season is the best time to visit Chebeague Island if you’re trying to save. Another tip for finding cheap Chebeague Island vacation packages? Try to avoid visiting during public holidays and any major events or festivals.
How to find the best Chebeague Island package deals?
Use Expedia’s handy filters to help you find some tempting Chebeague Island package deals. When you start your search, simply set your maximum budget and then sort the results by “Price: low to high.” If you want to save, plan your break for midweek, or search for Chebeague Island package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it’s typically best to book your vacation package as soon as possible.
Is it cheaper to book a Chebeague Island vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You’ll usually land a better deal than booking each component separately. And you’ll still get the freedom to create a customized Chebeague Island vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Chebeague Island?
If you have your Chebeague Island travel dates locked in, book as soon as you can to snap up some fantastic deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Chebeague Island?

  1. Choose when to go: Check your calendar and get packing. Your preferred time of year and the type of activities available will also help you decide when to vacation in Chebeague Island.
  2. Budget wisely: In addition to the cost of your hotel, you’ll need to factor in other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Chebeague Island.
  3. Decide your trip length: Consider how long you want to spend discovering Chebeague Island. Plan your itinerary so you can get to all the attractions and activities you’re interested in at a comfortable pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that’s left is to pick a Chebeague Island vacation package that brings all your bookings together.