Casco Bay Islands Vacation Packages 2025/2026 from $490

Casco Bay Islands flight + hotel vacation packages

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

Portland Harbor Hotel

Downtown Portland

$490

per person

Jan 20 - Jan 24

found 1 day ago

Roundtrip flight included

Charlotte (CLT) 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.

Hilton Garden Inn Freeport Downtown

$565

per person

Dec 8 - Dec 11

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Portland (PWM)

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

Cliff House Maine

Save 100% on your flight

$1,222

per person

Jan 15 - Jan 19

found 10 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) 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.

Canopy by Hilton Portland Waterfront

Downtown Portland

$632

per person

Dec 8 - Dec 11

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Portland (PWM)

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.

The Docent's Collection - New Opening

Downtown Portland

$676

per person

Jan 20 - Jan 24

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Portland (PWM)

This hotel features free WiFi in public areas, concierge services, and self parking. 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. Luggage storage is also provided.

Top Casco Bay Islands hotels deals

Portland Harbor Hotel

468 Fore Street, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$165 nightly

$183 total

Nov 30 - Dec 1

Total with taxes and fees

Pet friendly

Free WiFi

Clarion Hotel Portland

1230 Congress St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$83 nightly

$92 total

Nov 5 - Nov 6

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

Fireside Inn & Suites Portland

81 Riverside St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$122 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

Pool

Pet friendly

Tru by Hilton Portland Airport Area

369 Maine Mall Road, South Portland, ME

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$88 total

Nov 16 - Nov 17

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 Regency Hotel & Spa

20 Milk Street, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$145 nightly

$161 total

Nov 6 - Nov 7

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

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

340 Park Ave, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$116 total

Nov 4 - Nov 5

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and a free airport shuttle. Business travelers can take advantage of the business center. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Pool

Breakfast included

Don't see what you're looking for?

See all available properties in Casco Bay Islands

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

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 entertainment choices and great live music.

Little Diamond Island

Commune with nature and explore the great outdoors at Little Diamond Island during your travels in Portland. Stroll along the area's waterfront or experience its acclaimed theater scene.

Frequently asked questions

How much are vacation packages to Casco Bay Islands?

With vacation packages being sold from just $490, 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.