Deals on vacations and trips to Great Diamond Island

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Great Diamond Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Dormir

Dormir

3 out of 5
Price was $623, price is now $559 per person
$559
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PWM)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street

3.5 out of 5
Downtown Portland
Price was $1,025, price is now $870 per person
$870
per person
Dec 19 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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
Price was $935, price is now $838 per person
$838
per person
Dec 19 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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
Price was $778, price is now $711 per person
$711
per person
Dec 4 - Dec 6
found 18 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
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 business center, laundry service, and free valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
The Kendall Inn

The Kendall Inn

3.5 out of 5
Price was $1,181, price is now $1,082 per person
$1,082
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Portland (PWM)
A restaurant, free self parking, and a terrace are among this bed & breakfast's amenities. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden, a lobby fireplace, and a library are also on offer.

Top Great Diamond Island hotels deals

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
$71 nightly
The price is $78 total per night
$78 total
Nov 1 - Nov 2
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
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Free Cancellation
$69 nightly
The price is $75 total per night
$75 total
Nov 1 - Nov 2
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
$81 nightly
The price is $88 total per night
$88 total
Nov 2 - Nov 3
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 24-hour gym on site, and a 24-hour front desk and express check-out 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
$51 nightly
The price is $56 total per night
$56 total
Nov 2 - Nov 3
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
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
$101 nightly
The price is $110 total per night
$110 total
Nov 1 - Nov 2
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
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$223 nightly
The price is $246 total per night
$246 total
Nov 1 - Nov 2
Total with taxes and fees
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.
Pet friendly
Free WiFi
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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.

Frequently asked questions

How much are vacation packages to Great Diamond Island?
Exciting adventures await you in Great Diamond Island, with Travelocity vacation packages starting from just $559. Including hotels and flights, these amazing deals make it easy to experience more of our wonderful planet.
Where can I get the best vacation package deals for Great Diamond Island?
With at least 400 partner airlines and 1,000,000 properties all over the world, you can't go wrong with Travelocity. Scroll through our comprehensive range and score an incredible Great Diamond Island package deal. Isn't it amazing when vacation planning is that easy?
Why should I purchase my Great Diamond Island vacation package with Travelocity?
Whether you're planning a month-long vacation or a last-minute trip, we have plenty of amazing destinations to choose from at a good price. In addition, we provide round-the-clock support, top-notch service and a Price Match Guarantee. Save yourself the effort and time and lock in your dream vacation today.
Can I save money on my Great Diamond Island car rental if I combine it with my hotel or flight?
You certainly can with our Great Diamond Island vacation packages. With one of these, there are loads of ways to make your travel budget go further. Bundle any two or more car, flight, hotel and tour bookings and see the savings grow. With a rental car, all the landmarks in and around Great Diamond Island are an unforgettable road trip away.

Photos of local treasures

Browse Great Diamond Island vacation photos for more inspiration

A calm sea with a sailboat and rocky coastline.
A house with a red roof on stilts over water, surrounded by trees and a grassy hill.
A large house with a red roof and a wooden dock extending into a body of water.
A dock with a small building, people, and colorful items.

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