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.
Portland Harbor Hotel
Downtown Portland
Price was $749, price is now $596 per person
$596
per person
Mar 22 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Portland (PWM)
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.
Cliff House Maine
Bald Head
Save 100% on your flight
Price was $1,675, price is now $1,277 per person
$1,277
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Indianapolis (IND) 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.
Inn By The Sea
Price was $1,224, price is now $994 per person
$994
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Indianapolis (IND) 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.
The Wolfeboro Inn
Price was $831, price is now $683 per person
$683
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Portland (PWM)
This hotel features a coffee shop, wedding services, and free self parking. WiFi in public areas is free. A business center, a garden, and a library are also on offer.
The McKernan Inn
Price was $836, price is now $690 per person
$690
per person
Mar 22 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) 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.
Top Old Port hotels deals
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$138 nightly
The price is $152 total per night
$152 total
Jan 25 - Jan 26
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.
Hot Tub
Spa
Portland Harbor Hotel
468 Fore Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $150 total per night
$150 total
Jan 25 - Jan 26
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
$107 nightly
The price is $118 total per night
$118 total
Feb 2 - Feb 3
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.
Hyatt Place Portland Downtown - Old Port Square
433 Fore St Portland ME
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $90 total per night
$90 total
Jan 19 - Jan 20
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
$122 nightly
The price is $135 total per night
$135 total
Jan 18 - Jan 19
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
$107 nightly
The price is $118 total per night
$118 total
Jan 28 - Jan 29
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
Cross Insurance Arena
Catch an event at Cross Insurance Arena during your trip to Portland. Stroll along the area's waterfront or experience its entertainment choices.
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.
Fore Street Gallery
You can spend an afternoon studying the exhibits at Fore Street Gallery during your trip to Portland. Experience the area's acclaimed theater scene and entertainment choices.
Frequently asked questions
Photos of local treasures
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