
Deals on vacations and trips to Casco Bay Islands
Save when you book Casco Bay Islands package deals
Casco Bay Islands flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Portland Airport
Save 100% on your flight
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. There's a gym on site, and a 24-hour front desk and a terrace are also provided.

Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.


The McKernan Inn
Save 100% on your flight
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
This inn features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a picnic area, and luggage storage are also on offer.

The Docent's Collection
Downtown Portland
Save 100% on your flight
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out and dry cleaning are also provided.
Top Casco Bay Islands hotels deals

Portland Regency Hotel & Spa
20 Milk Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$226 nightly
The price is $251 total per night
$251 total
Jun 8 - Jun 9
Total includes 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

The Westin Portland Harborview
157 High St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$191 nightly
The price is $211 total per night
$211 total
Jun 16 - Jun 17
Total includes 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 Harbor Hotel
468 Fore Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$281 nightly
The price is $311 total per night
$311 total
Jun 15 - Jun 16
Total includes taxes and fees
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.
Pet friendly
Free WiFi

Inn at St John Portland In-Town
939 Congress St, Portland, ME
$99 nightly
The price is $108 total per night
$108 total
Jun 2 - Jun 3
Total includes taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A lobby fireplace, a computer station, and luggage storage are also on offer.
Breakfast included
Pet friendly

La Quinta Inn & Suites by Wyndham Portland
340 Park Ave, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$124 nightly
The price is $138 total per night
$138 total
Jun 8 - Jun 9
Total includes 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

Clarion Hotel Portland
1230 Congress St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $112 total per night
$112 total
Jun 4 - Jun 5
Total includes 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
Don't see what you're looking for?
See all available properties in Casco Bay Islands
View all propertiesLowest 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.
Little John Island Preserve
Explore the great outdoors at Little John Island Preserve, a lovely green space in Yarmouth. Stroll along the area's waterfront or experience its entertainment choices.
Frequently asked questions
Photos of local treasures
Browse Casco Bay Islands vacation photos for more inspiration
Top all inclusive vacation packages with airfare
Book a vacation to Casco Bay Islands
Most popular
Hotels
Hotels near Thompson's PointHotels near Baxter State ParkHotels in Mount Desert IslandHotels near Long Sands BeachHotels near Short Sands BeachHotels near Popham Beach State ParkHotels in Downtown PortlandHotels near Oxford CasinoHotels near Maine MallHotels near Crescent Beach State ParkHotels near Palace PlaylandPet Friendly Hotels in Ogunquit - WellsHotels in Old PortHotels near Sunday RiverHotels near Hollywood Casino at BangorHotels near Cross Insurance CenterHotels with an Indoor Pool in Ogunquit - Wells
Cars
Vacation Rentals