Casco Bay Islands Vacation Packages 2025/2026 from $392

Casco Bay Islands flight + hotel vacation packages

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

Meadowmere Resort

$392

per person

Nov 7 - Nov 10

found 3 hours ago

Roundtrip flight included

Tampa (TPA) to Portland (PWM)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the indoor pool and perks like free self parking.

Cliff House Maine

Save 100% on your flight

$782

per person

Nov 7 - Nov 10

found 3 hours ago

Roundtrip flight included

Tampa (TPA) 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.

Nonantum Resort

Save 100% on your flight

$718

per person

Nov 16 - Nov 22

found 1 hour ago

Roundtrip flight included

Minneapolis (MSP) to Portland (PWM)

This Victorian hotel features a marina and 2 restaurants. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.

InnSeason Resorts The Falls at Ogunquit

$492

per person

Nov 16 - Nov 22

found 1 hour ago

Roundtrip flight included

Minneapolis (MSP) to Portland (PWM)

This motel features an indoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities and barbecue grills are also provided.

Kennebunkport Captains Collection

$667

per person

Nov 1 - Nov 4

found 21 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Portland (PWM)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A garden, luggage storage, and concierge services are also on offer.

Top Casco Bay Islands hotels deals

Clarion Hotel Portland

1230 Congress St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$168 total

Sep 2 - Sep 3

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

Days Inn by Wyndham Airport/Maine Mall

461 Maine Mall Rd, South Portland, ME

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$166 total

Aug 31 - Sep 1

Total with taxes and fees

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. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Germaine Inn South Portland

675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME

Free Cancellation

$90 nightly

$98 total

Sep 15 - Sep 16

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

Ramada Plaza by Wyndham Portland

155 Riverside St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$126 nightly

$139 total

Sep 1 - Sep 2

Total with taxes and fees

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

The Westin Portland Harborview

157 High St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$223 nightly

$247 total

Sep 1 - Sep 2

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

Comfort Inn Airport

90 Maine Mall Rd, South Portland, ME

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$136 total

Sep 1 - Sep 2

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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See all available properties in Casco Bay Islands

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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

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 $392, 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.