Casco Bay Islands Vacation Packages 2026 from $538

Casco Bay Islands flight + hotel vacation packages

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

Portland Harbor Hotel

Downtown Portland

$538

per person

Feb 13 - Feb 16

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

$548

per person

Mar 25 - Apr 1

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Cliff House Maine

Bald Head

Save 100% on your flight

$600

per person

Feb 27 - Mar 1

found 23 hours ago

Roundtrip flight included

Pittsburgh (PIT) to Portland (PWM)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.

The Docent’s Collection – Thompson Block

Downtown Portland

$681

per person

Mar 19 - Mar 22

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Portland (PWM)

This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is provided and the front desk is staffed around-the-clock.

Blind Tiger Portland - Danforth Street.

West End

$825

per person

Feb 13 - Feb 16

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

This bed & breakfast doesn't skimp on freebies - guests receive free breakfast and free WiFi. Luggage storage and concierge services are also provided.

Top Casco Bay Islands hotels deals

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Free Cancellation

Reserve now, pay when you stay

$78 nightly

$87 total

Jan 6 - Jan 7

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

The Westin Portland Harborview

157 High St Portland ME

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$108 total

Jan 20 - Jan 21

Total with taxes and fees

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. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Spa

Pet friendly

Portland Regency Hotel & Spa

20 Milk Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$148 total

Jan 8 - Jan 9

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.

Hot Tub

Spa

Tru by Hilton Portland Airport Area

369 Maine Mall Road South Portland ME

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$73 total

Feb 1 - Feb 2

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free self parking, and a free airport shuttle. 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. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Free airport shuttle

Portland Harbor Hotel

468 Fore Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$155 nightly

$171 total

Jan 27 - Jan 28

Total with taxes and fees

Pet friendly

Free WiFi

Holiday Inn Portland-By the Bay by IHG

88 Spring St Portland ME

Free Cancellation

$78 nightly

$86 total

Jan 11 - Jan 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.

Pool

Free airport shuttle

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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

Sand Beach

4.5/5(22 reviews)

If a restful vacation is part of your travel plans, Sand Beach might be the perfect place to seek out during your trip to Portland. Wander the area's waterfront or simply enjoy one of its seafood restaurants.

Fifth Maine Museum

You can spend time studying the exhibits at Fifth Maine Museum during your travels in Peaks Island. Experience the area's great live music and entertainment choices.

Mackworth Island State Park

Commune with nature and explore the great outdoors at Mackworth Island State Park during your travels in Falmouth. Experience the area's great live music and entertainment choices.

Frequently asked questions

How much are vacation packages to Casco Bay Islands?

With vacation packages being sold from just $538, it's not necessary to empty your piggy bank for your visit to Casco Bay Islands. Travelocity is here to help. Bundle up experiences, hotels and flights into a package and land impressive discounts. The more you book, the bigger the savings.

Where can I get the best vacation package deals for Casco Bay Islands?

No matter your adventure, Travelocity can help you score an unbeatable Casco Bay Islands package deal. All you have to do is select a combination from our 400 airlines and 1,000,000 worldwide properties.

Why should I purchase my Casco Bay Islands vacation package with Travelocity?

Whether you're planning a month-long vacation or a last-minute weekend escape, we have many attractive destinations to choose from at a good price. In addition, we provide 24/7 assistance, top-notch service and a Price Match Guarantee. Save yourself money and time and reserve your dream vacation now.

Can I save on my Casco Bay Islands car rental if I book it with hotels and flights?

You can with our Casco Bay Islands vacation packages. With one of these, there are tons of ways to make your travel budget go further. Combine any two or more car, flight, hotel and tour bookings and watch your savings start to pile up. With your own ride, all the attractions around Casco Bay Islands are a memorable road trip away.

Which airport is best for Casco Bay Islands?

Portland Intl. Jetport Airport (PWM) is where many visitors choose to touch down. Depending on what you plan to do in Casco Bay Islands, Knox County Regional Airport (RKD) and Augusta State Airport (AUG) are also worth looking into.

What is there to do in Casco Bay Islands?

A vibrant and impressive destination, Casco Bay Islands is home to some terrific things to see and do. Sand Beach and Fifth Maine Museum are some of the favorites.