Great Island Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 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 easyPlan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Top hotels in Great Island
Chatham Bars Inn
297 Shore Rd Chatham MA
€399
28 Oct - 29 Oct
includes taxes & fees
9.2/10 Wonderful! (873 reviews)
"Amazing property and staff."
Reviewed on 18 Oct 2026
Iris Hotel Cape Cod
291 Jones Rd Falmouth MA
Fully refundableReserve now, pay when you stay
€132
15 Nov - 16 Nov
includes taxes & fees
Inn on the Square
40 North Main Street Falmouth MA
Fully refundableReserve now, pay when you stay
€166
22 Nov - 23 Nov
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Hotel name is misleading (not located on town square), but still an easy walk to Main St. restaurants, bars, and shops. Also close to shuttle bus terminal to Woods Hole ferry landing (service to Martha’s Vineyard). Clean. Ample parking. No breakfast service, but restaurant next door is convenient ..."
Reviewed on 23 Oct 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.
Frequently asked questions
How much does a Great Island holiday package cost?
We make it easy to travel somewhere new, with Great Island packages starting from just €514. You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate escape, why not add a few tours and experiences to your travel itinerary?
How do I get a cheap travel package to Great Island?
Combine your hotels and flights, add extras such as activities, and save with a Great Island holiday package. You won't just pick up big discounts on your adventure — you'll have a world of choice at your fingertips too. When you book with Expedia, you'll have your pick of over 550 airlines and 1,000,000 properties around the globe. Your next grand adventure starts right here, right now!
Where should I stay in Great Island?
With lots to explore in Great Island, we recommend you lock in a hotel close to its attractions. Cape Cod Inflatable Park, Seagull Beach and Whydah Pirate Museum are some fascinating ones to add to your itinerary.
How far in advance should I book my Great Island holiday?
The earlier you book, the better. Airlines usually release flights up to 12 months ahead of departure, and this is your chance to pick up some rock-bottom prices. Boss just told you to use up your holiday time next month? That's fine too — Expedia are never short of fantastic deals to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Great Island travel package include?
From airfares and hotels to rental cars, Expedia can help you craft a Great Island package that suits you. Heading away for a while? Consider a flight, rental car and hotel bundle. If you're taking a short break, an airfare and hotel deal may be more your style. Tours and activities can be added once you've made your booking. Our holiday packages make it a breeze to plan and save.
What should I know before booking a Great Island travel package?
Whether it's adventure or relaxation you're after, a Great Island holiday package lets you plan your escape your way. Plus, you'll get access to great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Great Island Expedia holiday package?
Yes — that's one of the best things about an Expedia package. You get to choose. We have more than 550 partner airlines around the world, so you have options galore when arranging your Great Island trip.
If I'm not able to travel, can I cancel my Great Island holiday package?
Plans can change in a flash, so yes. You may be able to amend or cancel your Great Island holiday package for free within 24 hours of booking. For older bookings, you can still cancel and rebook, but your car rental company, airline or hotel may impose a fee. Want more information? Take a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
Things to do
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
€22
per traveller
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
€45
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.