Orrs Island Vacations
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Orrs Island Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Inn at St John Portland In-Town
Valley Street
$665
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Cross Insurance Arena are located nearby.
My wife found the hotel charming. It felt like an old style hotel. No elevator (I was aware of this beforehand.) Our room had a private bathroom (down the hall, which I also knew was possible.) the maids didn't clean our room or bathroom until we complained. The rest of the staff was quite helpful. Buses run downtown on Congress St. (although we usually took an Uber.) Breakfast was buffet Euro. This review is the average on mine and my wife's.
Reviewed on Sep 15, 2026
Evalina Hotel
Downtown Portland
$1,654
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Cross Insurance Arena and Thompson's Point are located nearby.
The Docent's Collection at 178 Middle Street
Downtown Portland
$1,368
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Cross Insurance Arena and Thompson's Point are located nearby.
Beautiful room and location. Didn't really use the amenities
Reviewed on Sep 14, 2026
The Docent's Collection at 121 Middle Street
Downtown Portland
$1,186
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions Thompson's Point and Portland Head Light are located nearby.
Portland Harbor Hotel
Downtown Portland
$1,105
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cross Insurance Arena and Thompson's Point are located nearby.
Loved the pretty garden courtyard ! Breakfast was delicious ! All in all a very pleasant experience !
Reviewed on Sep 15, 2026
Portland Regency Hotel & Spa
Downtown Portland
$1,121
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
Book a stay at this 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 in our reviews. Popular attractions Cross Insurance Arena and Thompson's Point are located nearby.
Excellent location, great front of house staff. Historical building. Well designed rooms. Shuttle from airport.
Reviewed on Sep 15, 2026
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Quality Inn & Suites South Portland
738 Main Street South Portland ME
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 ...
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
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 ...
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maine Mall and Thompson's ...
Comfort Inn South Portland Airport
90 Maine Mall Rd South Portland ME
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 ...
Portland Harbor Hotel
468 Fore Street Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
Fireside Inn & Suites Portland
81 Riverside St Portland ME
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 ...
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
340 Park Ave Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
The Westin Portland Harborview
157 High St Portland ME
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
Inn at St John Portland In-Town
939 Congress St Portland ME
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Holiday Inn Portland-By the Bay by IHG
88 Spring St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Book a stay at this 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 in ...
Embassy Suites by Hilton Portland Maine
1050 Westbrook Street Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
Oceanfront Studio w/ Private Dock in Harpswell!
Harpswell ME
Stay at this apartment in Harpswell. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Mitchell Field and Bailey Island Bridge ...
Best Western Merry Manor Inn
700 Main St South Portland ME
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 pool ...
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.
Sat, Jan 9 - Wed, Jan 20
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$179
Roundtrip
found 1 day ago
Tue, Nov 10 - Tue, Nov 17
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$219
Roundtrip
found 17 hours ago
Tue, Nov 10 - Tue, Nov 17
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$227
Roundtrip
found 17 hours ago
Tue, Nov 10 - Tue, Nov 17
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$227
Roundtrip
found 17 hours ago
Wed, Oct 14 - Sat, Oct 17
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$257
Roundtrip
found 6 days ago
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