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.
The Wolfeboro Inn

The Wolfeboro Inn

3.5 out of 5
Price was $826, price is now $639 per person
$639
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
This hotel features a coffee shop, wedding services, and free self parking. WiFi in public areas is free. A business center, a garden, and a library are also on offer.
The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $4,573, price is now $2,927 per person
$2,927
per person
Oct 10 - Oct 17
found 19 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PWM)
This hotel features free WiFi in public areas, concierge services, and self parking. Express check-in and luggage storage are 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
Save 100% on your flight
Price was $3,213, price is now $2,297 per person
$2,297
per person
Oct 10 - Oct 17
found 19 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PWM)
This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is also provided.
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $3,055, price is now $2,297 per person
$2,297
per person
Oct 10 - Oct 17
found 19 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PWM)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $933, price is now $728 per person
$728
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
2 hot tubs, an indoor pool, and a gym are all featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. There's a restaurant and a bar/lounge for dining and drinks, and also a sauna on site.

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
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Free Cancellation
$91 nightly
The price is $99 total per night
$99 total
Sep 13 - Sep 14
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
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3.5 out of 5
80 John Roberts Rd. South Portland ME
Free Cancellation
$123 nightly
The price is $134 total per night
$134 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Business travelers can take advantage of the free WiFi in public areas. There's a gym on site, and a 24-hour front desk and dry cleaning are also provided.
Breakfast included
Free airport shuttle
Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
Free Cancellation
$68 nightly
The price is $74 total per night
$74 total
Sep 14 - Sep 15
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and WiFi in public areas. Enjoy the indoor pool and free perks like continental breakfast and free self parking.
Pool
Breakfast included
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Free Cancellation
Reserve now, pay when you stay
$96 nightly
The price is $106 total per night
$106 total
Sep 8 - Sep 9
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
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
$113 nightly
The price is $125 total per night
$125 total
Sep 7 - Sep 8
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
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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 $639. 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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