Deals on vacations and trips to Great Diamond Island

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Great Diamond Island flight + hotel vacation packages

The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection

4 out of 5
Downtown Portland
per person
Jun 10 - Jun 15
Roundtrip non-stop flight included
Austin (AUS) to Portland (PWM)
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a gym on site, and laundry facilities and concierge services are also offered.
La Quinta Inn & Suites by Wyndham Portland

La Quinta Inn & Suites by Wyndham Portland

2.5 out of 5
per person
Jun 10 - Jun 15
Roundtrip non-stop flight included
Austin (AUS) to Portland (PWM)
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
per person
Jun 10 - Jun 15
Roundtrip non-stop flight included
Austin (AUS) to Portland (PWM)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like on-the-go breakfast and free self parking.
The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
per person
Jun 10 - Jun 15
Roundtrip non-stop flight included
Austin (AUS) to Portland (PWM)
Free WiFi in public areas, express check-out, and dry cleaning are available at this hotel. The front desk is staffed around-the-clock and a virtual front desk are on offer.
Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
per person
Jun 10 - Jun 15
Roundtrip non-stop flight included
Austin (AUS) to Portland (PWM)
A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Make the most of the gym and outdoor tennis court, and relax with drinks at one of the 2 bars/lounges.
Prices and availability subject to change. Additional terms may apply.

Top Great Diamond Island hotels deals

Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $85 per night
$85
per night
Apr 28 - Apr 29
This hotel features 2 restaurants, 2 spa tubs, and an indoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Hot Tub
Pet friendly
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
The price is $152 per night
$152
per night
May 12 - May 13
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, express check-out, and valet parking. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.
Pet friendly
Breakfast available
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $145 per night
$145
per night
Apr 23 - Apr 24
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
Breakfast available
Casco Bay Hotel, Ascend Hotel Collection

Casco Bay Hotel, Ascend Hotel Collection

3.5 out of 5
80 John Roberts Rd., South Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $80 per night
$80
per night
May 1 - May 2
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.
Pet friendly
Breakfast included
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $186 per night
$186
per night
Apr 28 - Apr 29
This hotel features 2 restaurants and a 24-hour gym. WiFi in public areas is free. Valet parking, a lobby fireplace, and a communal living room are also offered.
Pet friendly
Breakfast available
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
The price is $159 per night
$159
per night
Apr 21 - Apr 22
A full-service spa, a spa 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.
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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.

Popular places to visit

Image for Portland Head Light

Portland Head Light

4.5/5(673 reviews)

Find out about the history of Cape Elizabeth with a stop at Portland Head Light. Stroll along the beautiful beaches or attend a sporting event in the area.

Portland Head Light
Image for LL Bean Flagship Store

LL Bean Flagship Store

4.5/5(578 reviews)

During your trip to Freeport, you can enjoy retail therapy at LL Bean Flagship Store. Stroll along the area's waterfront or simply enjoy its seafood restaurants.

LL Bean Flagship Store
Image for State Theatre

State Theatre

4.5/5(88 reviews)

You can make plans for a show at State Theatre during your trip to Portland. Experience the area's acclaimed theater scene and great live music.

State Theatre

Frequently asked questions

How much are vacation packages to Great Diamond Island?
Packages, which provide both flights and hotels in Great Diamond Island, start at just $690. Turn your travel fantasies into reality and begin your booking with Travelocity today.
Where can I get the best vacation package deals for Great Diamond Island?
Head straight to Travelocity. With access to 400 airline partners and a massive 1,000,000 properties across the globe, finding the best Great Diamond Island package deal couldn’t be easier.
Why should I purchase my Great Diamond Island vacation package with Travelocity?
The three S’s — savings, support and a stress-free booking — are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you can rely on our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you can rest easy knowing you’ll always get the best deal available.
Will I save money on my Great Diamond Island car rental if I bundle it with my hotel or flight?
Bundling your bookings into a Great Diamond Island vacation package will leave you with some serious savings. You can bundle a flight and car; a flight, hotel and car; or a car and hotel. There’s no better way to discover the greater Great Diamond Island area than with your own set of wheels. You can also add activities and experiences to your Travelocity package.
What is the best time of year to go to Great Diamond Island?
If funds are a bit tight, is a terrific month to visit Great Diamond Island, while is the costliest time of year. March, April and July is the peak season. If you’re hoping to avoid big crowds, September, October and December tend to be quieter.