Search Deals onOld Port Vacation Packages
Old Port Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
Downtown Portland
Price was $550, price is now $469 per person
$469
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Portland (PWM)
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 helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Kennebunkport Captains Collection
Price was $1,174, price is now $1,000 per person
$1,000
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 4.5-star luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
AWOL Kennebunkport
Price was $1,007, price is now $920 per person
$920
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
Inn By The Sea
Save 100% on your flight
Price was $870, price is now $675 per person
$675
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Stay at this 4-star luxury hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.
The Docent's Collection - New Opening
Downtown Portland
Save 100% on your flight
Price was $1,001, price is now $807 per person
$807
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.
The McKernan Inn
Price was $638, price is now $516 per person
$516
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Portland (PWM)
Stay at this 3-star beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thompson's Point and Maine Mall are located nearby.
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
Price was $945, price is now $772 per person
$772
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Thompson's Point and Maine Mall are located nearby.
The Docent's Collection
Downtown Portland
Price was $700, price is now $580 per person
$580
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Portland (PWM)
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Thompson's Point and Maine Mall are located nearby.
3-4 Night Vacations in Old Port
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Old Port
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Old Port
Portland Harbor Hotel
468 Fore Street, Portland, ME
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 ...
Portland Regency Hotel & Spa
20 Milk Street, Portland, ME
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 ...
Hyatt Place Portland Downtown - Old Port Square
433 Fore St, Portland, ME
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 ...
Save an average of 15% on thousands of hotels when you're signed in
Canopy by Hilton Portland Waterfront
9 Center Street, Portland, ME
Stay at this 4-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
Hilton Garden Inn Portland Downtown Waterfront
65 Commercial St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Courtyard Portland Downtown/Waterfront
321 Commercial St, Portland, ME
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 ...
The Docent's Collection
121 Middle St., Portland, ME
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Thompson's Point and Maine Mall ...
Clarion Hotel Portland
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 ...
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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Nov 12 - Sat, Nov 15
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$150 Roundtrip, found 4 days ago
$150
Roundtrip
found 4 days ago
Wed, Nov 5 - Mon, Nov 10
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$175 Roundtrip, found 19 hours ago
$175
Roundtrip
found 19 hours ago
Mon, Nov 3 - Thu, Nov 6
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$177 Roundtrip, found 5 days ago
$177
Roundtrip
found 5 days ago
Thu, Jan 15 - Mon, Jan 19
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$189 Roundtrip, found 19 hours ago
$189
Roundtrip
found 19 hours ago
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