Deals on vacations and trips to Great Island

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Great Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $825, price is now $642 per person
$642
per person
Jan 5 - Jan 11
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Evalina Hotel

Evalina Hotel

2.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,623, price is now $1,253 per person
$1,253
per person
Jan 5 - Jan 11
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Free WiFi in public areas is available at this aparthotel. Take advantage of the self parking.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $1,289, price is now $1,004 per person
$1,004
per person
Jan 5 - Jan 11
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
This bed & breakfast features free WiFi in public areas, concierge services, and self parking. Enjoy the free self-serve breakfast each morning. Luggage storage is also provided.
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was $1,278, price is now $1,005 per person
$1,005
per person
Jan 5 - Jan 11
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is also provided.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was $840, price is now $677 per person
$677
per person
Jan 5 - Jan 11
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a roundtrip airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.

Top Great Island hotels deals

Oceanfront Studio w/ Private Dock in Harpswell!

Oceanfront Studio w/ Private Dock in Harpswell!

3 out of 5
Harpswell ME
Get rates
This apartment includes free WiFi in public areas and barbecue grills.
Kitchen
Free WiFi
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Free Cancellation
$83 nightly
The price is $92 total per night
$92 total
Oct 28 - Oct 29
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and perks like free self parking and a free cruise terminal shuttle.
Pool
Hot Tub
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $119 total per night
$119 total
Nov 18 - Nov 19
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
Spa
Pet friendly
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $97 total per night
$97 total
Oct 29 - Oct 30
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.
Pool
Hot Tub
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Free Cancellation
$72 nightly
The price is $79 total per night
$79 total
Nov 11 - Nov 12
Total with taxes and fees
This hotel features free WiFi in public areas, free newspapers, and free self parking. Enjoy the free continental breakfast each morning. A garden and a picnic area are also provided.
Breakfast included
Pet friendly
Inn at St John Portland In-Town

Inn at St John Portland In-Town

2.5 out of 5
939 Congress St Portland ME
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $107 total per night
$107 total
Nov 3 - Nov 4
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A lobby fireplace, a computer station, and luggage storage are also on offer.
Breakfast included
Pet friendly
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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 when you spend time at Bailey Island Bridge. Stroll along the seaside or seek out the hiking trails.
See properties

Frequently asked questions

How much are vacation packages to Great Island?
With a Travelocity vacation package, you could be living it up in Great Island for a mere $642. Flights, tours and hotels — we have it all. You'll make great savings just for bundling together your bookings. And with all of that taken care of before you even go, you won't have a care in the world.
Where can I get the best vacation package deals for Great Island?
There are fantastic Great Island package deals to be gained with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties across the globe? Keep that in mind the next time you're ready to check another place off the old bucket list.
Why should I book my Great Island vacation package with Travelocity?
Because life is an amazing journey, and we have everything you could hope for to help you along the way. With our top-quality service and Price Match Guarantee, you can book your trip with confidence. Plus, you can sleep easy while you're on the road knowing we're here for you with our 24/7 support.
Can I save on my Great Island car rental if I combine it with my hotel or flight?
You certainly can with our Great Island vacation packages. With one of these, there are lots of ways to stretch your vacation budget further. Combine any two or more car, flight, hotel and tour bookings and watch your savings pile up. With a rental car, all the main sights around Great Island are a memorable road trip away.
Which airport is best for Great Island?
For passengers visiting Great Island, the most used airports are Portland Intl. Jetport Airport (PWM), Knox County Regional Airport (RKD) and Augusta State Airport (AUG).
What is there to do in Great Island?
Great Island is full to the brim with amazing things to see and do, however Paddleworks and Land's End Gift Shop are among the best of them.

Photos of local treasures

Browse Great Island vacation photos for more inspiration

A coastal landscape with a sandy beach, dense forest, and a bay surrounded by hills.
Rugged coastal rocks with sparse vegetation and a view of the ocean.
A rocky shoreline with a boat, a house, and a forest in the background.
A green netted buoy attached to a wooden post by a curved metal hook, with a wooden fence and a body of water in the background.
A calm harbor with various boats, including sailboats and yachts, and a distant shoreline with trees and buildings.

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