Search Deals onOld Port Vacation Packages
Old Port Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Lake Wentworth Inn
Save 100% on your flight
Price was $693, price is now $526 per person
$526
per person
Oct 15 - Oct 22
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Wolfeboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New Hampshire Boat Museum and Allen Albee Beach are located nearby.
And. N B&B
Price was $893, price is now $732 per person
$732
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3-star B&B in Gray. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Spring Meadows Golf Course and Little Sebago Lake are located nearby.
Cliff House Maine
Save 100% on your flight
Price was $1,533, price is now $991 per person
$991
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 Ogunquit Beach and Perkins Cove are located nearby.
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
Price was $1,505, price is now $1,080 per person
$1,080
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
The McKernan Inn
Save 100% on your flight
Price was $1,066, price is now $767 per person
$767
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Microtel Inn & Suites by Wyndham York
Save 100% on your flight
Price was $754, price is now $587 per person
$587
per person
Oct 15 - Oct 22
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Ogunquit River Inn & Suites
Save 100% on your flight
Price was $779, price is now $610 per person
$610
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Portland (PWM)
Stay at this 3-star 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 Ogunquit Beach and Moody Beach are located nearby.
InnSeason Resorts The Falls at Ogunquit
Save 100% on your flight
Price was $686, price is now $539 per person
$539
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 Ogunquit Beach and Moody Beach 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
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 ...
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 ...
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 ...
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 ...
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.
Fri, Oct 17 - Wed, Oct 22
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$107 Roundtrip, found 4 days ago
$107
Roundtrip
found 4 days ago
Fri, Oct 24 - Sun, Oct 26
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$109 Roundtrip, found 3 days ago
$109
Roundtrip
found 3 days ago
Tue, Sep 16 - Tue, Sep 30
LGA
LaGuardia
PWM
Portland Intl. Jetport
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Tue, Sep 30 - Wed, Oct 1
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$188 Roundtrip, found 2 days ago
$188
Roundtrip
found 2 days ago
Discover Other Travel Deals
- Casco Bay Lines Ferry Terminal Vacations
- Cross Insurance Arena Vacations
- Fore Street Gallery Vacations
- N.W. Barrett Gallery Vacations
- Salt Gallery Vacations
- Domaine Gallery Vacations
- Maine Sports Hall of Fame Vacations
- Engine Vacations
- Old Orchard Beach Pier Vacations
- Thompson's Point Vacations
- Maine Mall Vacations