Search Deals onOld Port Vacation Packages
Old Port Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
And. N B&B
Price was $861, price is now $703 per person
$703
per person
Oct 13 - Oct 17
found 10 hours 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.
Classic Inn
Price was $1,087, price is now $962 per person
$962
per person
Oct 11 - Oct 18
found 9 hours ago
Roundtrip flight included
Fargo (FAR) to Portland (PWM)
Stay at this motel in Saco. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Engine and Old Orchard Beach are located nearby.
The Docent's Collection
Downtown Portland
Save 100% on your flight
Price was $1,965, price is now $1,418 per person
$1,418
per person
Oct 10 - Oct 14
found 13 hours ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
Price was $1,800, price is now $1,304 per person
$1,304
per person
Oct 10 - Oct 14
found 13 hours ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Canopy by Hilton Portland Waterfront
Downtown Portland
Price was $1,745, price is now $1,376 per person
$1,376
per person
Oct 10 - Oct 14
found 13 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
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 our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Hampton Inn Portland Downtown - Waterfront
Downtown Portland
Price was $1,533, price is now $1,256 per person
$1,256
per person
Oct 10 - Oct 14
found 13 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
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 helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Comfort Inn & Suites Scarborough - Portland
Price was $864, price is now $728 per person
$728
per person
Oct 10 - Oct 14
found 13 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Book a stay at this business-friendly hotel in Scarborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maine Mall and Old Orchard Beach Pier are located nearby.
The Westin Portland Harborview
Downtown Portland
Price was $1,473, price is now $1,266 per person
$1,266
per person
Oct 10 - Oct 14
found 13 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
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 our reviews. 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 ...
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 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 16 hours ago
$107
Roundtrip
found 16 hours ago
Tue, Sep 16 - Tue, Sep 30
LGA
LaGuardia
PWM
Portland Intl. Jetport
$109 Roundtrip, found 4 days ago
$109
Roundtrip
found 4 days ago
Wed, Sep 10 - Wed, Sep 17
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$167 Roundtrip, found 4 days ago
$167
Roundtrip
found 4 days ago
Tue, Sep 30 - Sat, Oct 4
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$184 Roundtrip, found 6 days ago
$184
Roundtrip
found 6 days ago
Discover Other Travel Deals
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- Engine Vacations
- Old Orchard Beach Pier Vacations
- Thompson's Point Vacations
- Maine Mall Vacations