Great Diamond Island Vacation Packages 2025 from $385

Great Diamond Island flight + hotel vacation packages

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

Clarion Hotel Portland

per person

Apr 28 - May 3

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

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.

Portland Harbor Hotel

Downtown Portland

Save 100% on your flight

per person

Apr 28 - May 3

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

River View Resort

Save 100% on your flight

per person

Apr 28 - May 3

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

This motel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. Enjoy the sauna and conveniences like a terrace and barbecue grills.

Residence Inn by Marriott Portland Downtown Waterfront

East Bayside

Save 100% on your flight

per person

Apr 28 - May 3

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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. Relax with a drink at the bar/lounge and enjoy perks like free continental breakfast and a free bus station shuttle.

The Westin Portland Harborview

Downtown Portland

per person

Apr 28 - May 3

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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 24-hour business center, free WiFi in public areas, and valet parking. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.

Top Great Diamond Island hotels deals

Portland Harbor Hotel

468 Fore Street, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$180

includes taxes & fees

$163 per night

Mar 2 - Mar 3

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

Ramada Plaza by Wyndham Portland

155 Riverside St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$103

includes taxes & fees

$94 per night

Feb 24 - Feb 25

2 hot tubs, an indoor pool, and a gym are all featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.

Pool

Hot Tub

DoubleTree by Hilton Hotel Portland

363 Maine Mall Rd, South Portland, ME

Free Cancellation

Reserve now, pay when you stay

$73

includes taxes & fees

$67 per night

Mar 2 - Mar 3

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and a free airport shuttle. A business center, a coffee shop, and free WiFi in public areas are also on offer.

Pool

Free airport shuttle

Cambria Hotel Portland Downtown-Old Port

25 HANCOCK STREET, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$134

includes taxes & fees

$122 per night

Mar 2 - Mar 3

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking and a safe deposit box are also offered on site.

Pet friendly

Free WiFi

Holiday Inn Portland-By the Bay, an IHG Hotel

88 Spring St, Portland, ME

Free Cancellation

$108

includes taxes & fees

$98 per night

Feb 25 - Feb 26

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like a free area shuttle.

Pool

Free airport shuttle

Portland Regency Hotel & Spa

20 Milk Street, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$165

includes taxes & fees

$149 per night

Feb 24 - Feb 25

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.

Hot Tub

Spa

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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

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 entertainment choices and acclaimed theater scene.

Portland Museum of Art

4.5/5(255 reviews)

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

East End Beach

If a restful vacation is part of your travel plans, East End Beach might be the perfect place to seek out during your trip to Portland.

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 $385. 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.