Search Deals onOld Port Vacation Packages
Old Port Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
USA Inn
per person
Jun 2 - Jun 6
found 16 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Portland (PWM)
Stay at this motel in Wells. Enjoy free WiFi, free parking, and a beach shuttle (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Moody Beach and Ogunquit Beach are located nearby.
Cliff House Maine
Save 100% on your flight
per person
Jun 2 - Jun 6
found 16 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Portland (PWM)
Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Perkins Cove and Marginal Way are located nearby.
Kennebunkport Captains Collection
per person
Jun 2 - Jun 6
found 16 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) 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 Kennebunkport Village Green and W. Robert Paine Gallery are located nearby.
InnSeason Resorts The Falls at Ogunquit
per person
Jun 2 - Jun 6
found 16 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Portland (PWM)
Stay at this motel in Ogunquit. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Moody Beach and Ogunquit Beach are located nearby.
Ogunquit River Inn & Suites
per person
Jun 2 - Jun 6
found 16 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Portland (PWM)
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Moody Beach and Ogunquit Beach are located nearby.
Microtel Inn & Suites by Wyndham York
per person
Jun 2 - Jun 6
found 16 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Portland (PWM)
Book a stay at this business-friendly hotel in York. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Long Sands Beach and Short Sands Beach are located nearby.
3-4 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 ...
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 ...
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 ...
Save an average of 15% on thousands of hotels when you're signed in
Hyatt Place Portland-Old Port
433 Fore St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the ...
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 ...
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 bar and the helpful staff in ...
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.
Thu, May 1 - Mon, May 5
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$101 Roundtrip, found 3 days ago
$101
Roundtrip
found 3 days ago
Wed, Aug 20 - Wed, Aug 27
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$122 Roundtrip, found 5 days ago
$122
Roundtrip
found 5 days ago
Wed, May 7 - Wed, May 14
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$122 Roundtrip, found 4 hours ago
$122
Roundtrip
found 4 hours ago
Sat, Jul 5 - Tue, Jul 8
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
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