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.
Comfort Inn & Suites Scarborough - Portland
per person
Jul 25 - Jul 31
found 8 hours ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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.
AWOL Kennebunkport
Save 100% on your flight
per person
Jul 11 - Jul 15
found 24 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free buffet breakfast each morning. Express check-out and luggage storage are also provided.
Kennebunkport Captains Collection
Save 100% on your flight
per person
Jul 19 - Jul 23
found 24 hours ago
Roundtrip flight included
Houston (IAH) to Portland (PWM)
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A garden, luggage storage, and concierge services are also on offer.
Chebeague Island Inn
per person
Jul 19 - Jul 23
found 24 hours ago
Roundtrip flight included
Houston (IAH) to Portland (PWM)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate perks like free WiFi and a free ferry terminal shuttle. A garden, a lobby fireplace, and a picnic area are also on offer.
Top Old Port hotels deals
Portland Harbor Hotel
468 Fore Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$223 nightly
The price is $246 total per night
$246 total
May 26 - May 27
Total includes 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
Portland Regency Hotel & Spa
20 Milk Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $209 total per night
$209 total
May 26 - May 27
Total includes 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
Hyatt Place Portland-Old Port
433 Fore St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$175 nightly
The price is $194 total per night
$194 total
May 18 - May 19
Total includes taxes and fees
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. A restaurant, a 24-hour front desk, and a coffee shop are also provided.
Free airport shuttle
Pet friendly
Canopy by Hilton Portland Waterfront
9 Center Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$234 nightly
The price is $259 total per night
$259 total
May 18 - May 19
Total includes 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
Hilton Garden Inn Portland Downtown Waterfront
65 Commercial St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
$209 nightly
The price is $231 total per night
$231 total
May 26 - May 27
Total includes 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
$166 nightly
The price is $184 total per night
$184 total
May 26 - May 27
Total includes 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
4/5(83 reviews)
Catch an event at Cross Insurance Arena during your trip to Portland. Stroll along the area's waterfront or experience its acclaimed theater scene.
Casco Bay Lines Ferry Terminal
5/5(6 reviews)
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
Browse Old Port vacation photos for more inspiration
