Great Island Holidays from £954
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Great Island Holiday
Book one of our holiday packages to Great Island and uncover everything this destination has to offer, starting with West Harpswell. From its culture to its many other delights, this city is an incredible mix of fun and excitement. A trip to Great Island offers lots of things to see and do. Not sure where to kick off your itinerary? Cundys Harbour is one of the most popular places to stay here. Expedia has everything you need when it comes to planning your Great Island holiday. From flights and hotels, to activities and more, we're here to help you create a travel experience like no other.
Top Great Island Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites
Moody
£1,055
per person
16 Oct - 20 Oct
found 18 hours ago
Return flight included
London (LGW) to Portland (PWM)
9/10 Wonderful! (1,017 reviews)
Very pleasant stay. The staff was simply amazing. Everyone we came in contact with was exceptionally friendly and helpful.
The hotel is a bit of a hike from Ogunquit, but only 10 minutes from the beach. There are trolleys to take you into Ogunquit or it’s a 10 minute drive. If you don’t need to be in the middle of the action and want a nice hotel with a lovely staff, book it!
Reviewed on 23 Aug 2026
Portland Regency Hotel & Spa
Downtown Portland
£1,416
per person
16 Oct - 20 Oct
found 18 hours ago
Return flight included
London (LGW) to Portland (PWM)
9.4/10 Exceptional! (1,740 reviews)
This property was a throwback today's gone by, but in a very charming way. The staff was wonderful, the armory lounge was terrific, and we liked our room. Because of the age of the hotel, there is no room to expand the bathroom. That being said, the shower was comfortable as were the other facilities. The location was fantastic. We would highly recommend this property.
Reviewed on 24 Aug 2026
Great Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
Top hotels in Great Island
Oceanfront Studio w/ Private Dock in Harpswell!
Harpswell ME
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
Fully refundable
£58
31 Aug - 1 Sept
includes taxes & fees
7.2/10 Good! (718 reviews)
"Everything was fantastic!! Only downside was we really wanted to use the pool but it looked a little fuzzy at the bottom"
Reviewed on 23 Aug 2026
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundable
£96
7 Sept - 8 Sept
includes taxes & fees
8/10 Very good! (1,640 reviews)
"Really a pleasant place to stay. And a great price!"
Reviewed on 23 Aug 2026
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.
Stay near popular Great Island attractions
Bailey Island Bridge
9.2/10 (10 reviews)
Find out about the history of Bailey Island with a stop at Bailey Island Bridge. Stroll along the seaside or seek out the hiking trails.
beach near Merritt House Road
Why not spend a lazy afternoon at beach near Merritt House Road during your trip to Orrs Island? Discover the mountain views while you're in the area.
beach near Channel View Lane
Why not spend a lazy afternoon at beach near Channel View Lane during your trip to Bailey Island? Make time to visit the shops and monuments while you're in the area.
Land's End Gift Shop
10.0/10 (1 review)
Enjoy an outing to Land's End Gift Shop during your stay in Bailey Island. While you're in the area, find time to visit its shops.
Cobwork Bridge
10.0/10 (1 review)
You can find out about the history of Bailey Island with a visit to Cobwork Bridge. Stroll along the seaside or seek out the hiking trails.
beach near Mackerel Cove Lot
Why not spend a lazy afternoon at beach near Mackerel Cove Lot during your trip to Bailey Island? Make time to visit the shops and monuments while you're in the area.
Frequently asked questions
How much does a Great Island travel package cost?
Explore the best of Great Island from just £954. Choose from a wonderful selection of hotels, flights and rental cars to suit every style and budget. You can score even more discounts when you add a couple of tours or experiences to your package.
If I'm not able to travel, can I cancel my Great Island travel package?
Certainly, and we'll help you every step of the way. You may be able to cancel or amend your Great Island travel package at no cost if you booked in the last 24 hours. But you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If your circumstances suddenly change, visit our Customer Service Portal for further information.
How do I get a cheap travel package to Great Island?
You'll save piles of cash if you bundle your flights, car rentals and hotels into a Great Island holiday package. Sometimes cheap means fewer choices. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 properties throughout the world, so you'll always have plenty of options to choose from. Eager to save even more? Add some exciting activities to your package deal and unlock even bigger bargains! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Great Island holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on your wallet. Paying in instalments means you can spread the costs of your next big holiday, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that falls within your budget. Check out these flexible payment options:
- Pay monthly holidays: Klarna offers manageable monthly payment plans that suit all budgets, so you can take that well-earned holiday now.
- Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
- Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan from Klarna.
How far in advance should I book my Great Island holiday?
To bag cheap prices, book ASAP. Airlines generally release tickets, along with some of the lowest fares, nearly a year in advance. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway to Great Island, there are always plenty of great bargains to be had on Expedia. Book something in today!
What does an Expedia Great Island travel package include?
With Expedia, you can select any combination of car rentals, flights and hotels to build your ideal Great Island package. Once you've made your booking, you can add on the fun stuff like sightseeing tours and activities. Remember, the more you bundle, the more cash you'll save!
What should I know before booking a Great Island travel package?
You can save big by bundling your flights, hotels and rental cars. Once you've made your booking, you can add on day tours or experiences. Your next unforgettable adventure is only a few clicks away.
Can I choose my airline with a Great Island Expedia travel package?
Definitely. Expedia has more than 550 airline partners to choose from around the globe. With so many choices, finding the perfect carrier to fly you to Great Island won't be hard.
Explore a world of travel with Expedia
- Bailey Island Hotels
- Hotels with Hot Tubs in Bath
- Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities
- Pet-Friendly Hotels in Bath
- Riverside Hotels in Bath
- Top floor loft apartment in downtown Bath
- Best Western Plus Brunswick Bath
- Captain Sawyer's Bed & Breakfast
- Comfort Inn Brunswick
- Hampton Inn Bath (Brunswick Area)
- Moonlight Inn
- Newagen Seaside Inn
- Ocean Gate Inn
- Residence Inn Bath Brunswick Area
- Sebasco Harbor Resort & Golf Club
- The Brunswick Hotel
- Boothbay Harbor Hotels
- Caravan Parks in Brunswick
- Brunswick Hotels
- Apartments in Cousins Island
- Cumberland Center Hotels
- Hilton Hotels in Falmouth
- Marriott Hotels & Resorts in Falmouth
- Falmouth Hotels
- Freeport Hotels
- Classic Maine cottage set on its own peninsula with stunning views
- The Beach Pea 2 BR/1 BA Beachside bungalow feet from the Maine shore.
- Woodbine Cottage
- Harpswell Hotels
- Caravan Parks in Long Island
- Long Island Hotels
- New Ocean
- Peaks Island Hotels
- Spinneys Guesthouse & Beach Cottages
- Best Western Freeport Inn
- Candlebay Inn
- The Harraseeket Inn & Event House Freeport Downtown
- Hilton Garden Inn Freeport Downtown
- Portland Harbor Hotel
- Residence Inn Portland Downtown/Waterfront
- The Orchard House
- Portland Hotels
- Hotels with Entertainment in Southport
- New FOR 2024
- Osprey Perch Cottage
- Hotels near Waterfront Park
- West Bath Hotels
- Caravan Parks in Woolwich
- Flights to Brunswick
- Flights to Cousins Island
- Flights to Portland
- Flights to Southport
- Flights to Woolwich
- Flights from Woolwich
- Flights from Washington (DCA) to Portland (PWM)
- Flights from Edinburgh (EDI) to Portland (PWM)
- Flights from London (LHR) to Portland (PWM)
- Flights from Manchester (MAN) to Portland (PWM)
- Flights from Halifax (YHZ) to Portland (PWM)
- Augusta Holidays
- Bailey Island Holidays
- Visit Bailey Island
- Brunswick Holidays
- Cushnoc Archeological Site
- Dock Square
- Downtown Portland Holidays
- East End Beach
- Fort Williams Park
- Visit Freeport
- Visit Great Diamond Island
- Higgins Beach
- Kennebunkport Holidays
- Beach Holiday Packages Cousins Island
- Golf Holiday Packages Casco Bay Islands
- Mountain Holiday Packages Barters Island
- Marden's Surplus and Salvage
- Marshall Point Lighthouse
- Naples Holidays
- Ogunquit Museum of American Art
- Ogunquit Holidays
- Oxford Casino
- Oxford Holidays
- Perkins Cove
- Poland Holidays
- Porter Holidays
- Portland Head Light
- Visit Old Port
- Portland Holidays
- Visit Portland
- Raymond Holidays
- Scarborough Beach State Park
- Sebago Holidays
- Sewell Pond Conservation Area
- Sumner Holidays
- Waterfront Park
- Woolwich Holidays
* 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.
