Great Diamond Island Vacation Packages 2026 from $862

Great Diamond Island flight + hotel vacation packages

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

Hampton Inn Oxford

$862

per person

Jul 11 - Jul 18

found 5 hours ago

Roundtrip flight included

Minneapolis (MSP) 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.

Ogunquit River Inn & Suites

Save 100% on your flight

$1,247

per person

Jul 11 - Jul 18

found 5 hours ago

Roundtrip flight included

Minneapolis (MSP) to Portland (PWM)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a seasonal outdoor pool on site, and a terrace and a garden are also provided.

Saco Bay Hotel

Save 100% on your flight

$951

per person

Jul 11 - Jul 18

found 5 hours ago

Roundtrip flight included

Minneapolis (MSP) to Portland (PWM)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the business center and WiFi in public areas. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

The Weldon Hotel

Downtown Portland

Save 100% on your flight

$1,482

per person

Jun 4 - Jun 9

found 1 day ago

Roundtrip non-stop flight included

Grand Rapids (GRR) to Portland (PWM)

A 24-hour gym, self parking, and a virtual front desk are featured at this aparthotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Free WiFi in public areas is also provided.

Portland Harbor Hotel

Downtown Portland

Save 100% on your flight

$1,343

per person

Jun 4 - Jun 9

found 1 day ago

Roundtrip non-stop flight included

Grand Rapids (GRR) 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.

Top Great Diamond Island hotels deals

Portland Harbor Hotel

468 Fore Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$221 nightly

$244 total

May 10 - May 11

Total with taxes and fees

Pet friendly

Free WiFi

Cambria Hotel Portland Downtown-Old Port

25 HANCOCK STREET Portland ME

Free Cancellation

$168 nightly

$186 total

May 25 - May 26

Total with taxes and fees

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

Portland Regency Hotel & Spa

20 Milk Street Portland ME

$161 nightly

$178 total

May 26 - May 27

Total with taxes and fees

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.

HomeAwhile

205 Southborough Drive Scarborough ME

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$136 total

May 31 - Jun 1

Total with taxes and fees

This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.

Holiday Inn Portland-By the Bay by IHG

88 Spring St Portland ME

Free Cancellation

$118 nightly

$131 total

May 11 - May 12

Total with taxes and fees

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.

Hyatt Place Portland Downtown - Old Port Square

433 Fore St Portland ME

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$148 total

May 10 - May 11

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Valet parking, a coffee shop, and a snack bar/deli are also offered.

Don't see what you're looking for?

See all available properties in Great Diamond Island

View all properties

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 great live music and acclaimed theater scene.

Portland Museum of Art

4.5/5(258 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 $862. 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.