Deals on vacations and trips to Old Port
Old Port flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
The Docent's Collection
Downtown Portland
Price was $606, price is now $457 per person
$457
per person
Nov 14 - Nov 16
found 24 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is provided and the front desk is staffed around-the-clock.
Cliff House Maine
Price was $1,241, price is now $922 per person
$922
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.
The Weldon Hotel
Downtown Portland
Price was $742, price is now $557 per person
$557
per person
Dec 11 - Dec 14
found 23 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Portland (PWM)
A 24-hour gym, self parking, and a virtual front desk are featured at this aparthotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Free WiFi in public areas is also provided.
The McKernan Inn
Price was $620, price is now $475 per person
$475
per person
Dec 11 - Dec 14
found 23 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Portland (PWM)
This inn features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a picnic area, and luggage storage are also on offer.
Inn By The Sea
Price was $786, price is now $609 per person
$609
per person
Dec 11 - Dec 14
found 23 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Portland (PWM)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.
Top Old Port hotels deals
Portland Harbor Hotel
468 Fore Street, Portland, ME
$164 nightly
The price is $181 total per night
$181 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Pet friendly
Free WiFi
Canopy by Hilton Portland Waterfront
9 Center Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$131 nightly
The price is $145 total per night
$145 total
Nov 3 - Nov 4
Total with taxes and fees
This hotel features 2 restaurants and a 24-hour gym. WiFi in public areas is free. Valet parking, a lobby fireplace, and a communal living room are also offered.
Pet friendly
Free WiFi
Portland Regency Hotel & Spa
20 Milk Street, Portland, ME
$169 nightly
The price is $187 total per night
$187 total
Nov 2 - Nov 3
Total with taxes and fees
A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a roundtrip airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.
Hyatt Place Portland Downtown - Old Port Square
433 Fore St, Portland, ME
$123 nightly
The price is $136 total per night
$136 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Valet parking, a coffee shop, and a snack bar/deli are also offered.
Free airport shuttle
Pet friendly
Hilton Garden Inn Portland Downtown Waterfront
65 Commercial St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $119 total per night
$119 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and laundry facilities.
Pool
Hot Tub
Courtyard Portland Downtown/Waterfront
321 Commercial St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $128 total per night
$128 total
Nov 3 - Nov 4
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like a free area shuttle.
Pool
Free airport shuttle
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.
Popular places to visit
Casco Bay Lines Ferry Terminal
Explore the waterfront in Portland with a trip to Casco Bay Lines Ferry Terminal. Discover the top-notch restaurants and great live music in this family-friendly area.
Cross Insurance Arena
Catch an event at Cross Insurance Arena during your trip to Portland. Stroll along the area's waterfront or experience its great live music.
Fore Street Gallery
You can spend an afternoon studying the exhibits at Fore Street Gallery during your trip to Portland. Experience the area's entertainment choices and great live music.
Frequently asked questions
Photos of local treasures
Browse Old Port vacation photos for more inspiration
