Casco Bay Islands Vacation Packages 2026 from $488

Casco Bay Islands flight + hotel vacation packages

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

Inn at Diamond Cove

Save 100% on your flight

$488

per person

Sep 24 - Sep 27

found 1 day ago

Roundtrip flight included

New York (NYC) 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 3 bars/lounges.

Evalina Hotel

Downtown Portland

$1,549

per person

Sep 9 - Sep 14

found 15 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

Free WiFi in public areas is available at this aparthotel. Take advantage of the self parking.

Blind Tiger Portland - Danforth Street.

West End

$1,670

per person

Sep 9 - Sep 14

found 15 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

This bed & breakfast features free WiFi in public areas, concierge services, and self parking. Enjoy the free self-serve breakfast each morning. Luggage storage is also provided.

Ogunquit River Inn & Suites

Moody

Save 100% on your flight

$721

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Portland Harbor Hotel

Downtown Portland

Save 100% on your flight

$1,744

per person

Sep 2 - Sep 7

found 1 day ago

Roundtrip 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.

Top Casco Bay Islands hotels deals

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

340 Park Ave Portland ME

Free Cancellation

Reserve now, pay when you stay

$159 nightly

$176 total

Jul 12 - Jul 13

Total with taxes and fees

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the free on-the-go breakfast each morning.

Pool

Breakfast included

Portland Harbor Hotel

468 Fore Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$394 nightly

$435 total

Jul 12 - Jul 13

Total with taxes and fees

Pet friendly

Free WiFi

Cambria Hotel Portland Downtown-Old Port

25 HANCOCK STREET Portland ME

Free Cancellation

$266 nightly

$294 total

Jul 12 - Jul 13

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, free WiFi in public areas, and valet parking. A safe deposit box is provided and the front desk is staffed around-the-clock.

Pet friendly

Free WiFi

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

Free Cancellation

$90 nightly

$98 total

Jul 21 - Jul 22

Total with taxes and fees

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

Pool

Breakfast included

Portland Regency Hotel & Spa

20 Milk Street Portland ME

$214 nightly

$237 total

Jul 12 - Jul 13

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

Comfort Inn South Portland Airport

90 Maine Mall Rd South Portland ME

Free Cancellation

$139 nightly

$151 total

Jul 12 - Jul 13

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Traveling on business? Take advantage of the express check-out, laundry service, and free train station pick-up. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

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.

Stay near popular Casco Bay Islands attractions

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 entertainment choices and great live music.

See properties

Frequently asked questions

How much are vacation packages to Casco Bay Islands?

With vacation packages being sold from just $488, 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.