Casco Bay Islands Vacation Packages for 2025

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Top Hotel Deals

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
13.36 km from city center
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the ...
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
15.75 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St, Portland, ME
17.73 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 out of 5
369 Maine Mall Road, South Portland, ME
20.26 km from city center
Stay at this hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street, Portland, ME
13.09 km from city center
Stay at this 3.5-star spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

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

3 out of 5
340 Park Ave, Portland, ME
15.18 km from city center
Stay at this 3-star business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

4 out of 5
88 Spring St, Portland, ME
13.82 km from city center
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
90 Maine Mall Rd, South Portland, ME
19.48 km from city center
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
433 Fore St, Portland, ME
13.29 km from city center
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
738 Main Street, South Portland, ME
19.17 km from city center
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3.5 out of 5
80 John Roberts Rd., South Portland, ME
19.91 km from city center
Stay at this 3.5-star business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
209 Fore St, Portland, ME
12.83 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
17.67 km from city center
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff ...
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
363 Maine Mall Rd, South Portland, ME
20.24 km from city center
Stay at this hotel in South Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
LivAway Suites Portland-Scarborough

LivAway Suites Portland-Scarborough

2 out of 5
83 Mussey Rd, Scarborough, ME
21.17 km from city center
Stay at this hotel in Scarborough. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Maine Mall and Thompson's Point are located ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Thu, Sep 10 - Fri, Sep 18
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$315 Roundtrip, found 3 days ago
$315
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Sep 10 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Fri, Sep 18, priced at $315 found 3 days ago
Delta
Wed, Mar 25 - Tue, Mar 31
CLT
Charlotte-Douglas Intl.
PWM
Portland Intl. Jetport
$327 Roundtrip, found 1 day ago
$327
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Mar 25 from Charlotte-Douglas Intl. to Portland Intl. Jetport, returning Tue, Mar 31, priced at $327 found 1 day ago
American Airlines
Thu, Sep 10 - Fri, Sep 18
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$367 Roundtrip, found 3 days ago
$367
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Sep 10 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Fri, Sep 18, priced at $367 found 3 days ago
United
Thu, Sep 10 - Fri, Sep 18
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$434 Roundtrip, found 3 days ago
$434
Roundtrip
found 3 days ago
Select United flight, departing Thu, Sep 10 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Fri, Sep 18, priced at $434 found 3 days ago