Title: Old Port Vacation Packages 2026 from $523 | Expedia.com [Old Port Travel Guide](https://expedia.com/Portland-Old-Port.dx6172121)[Hotels in Old Port](https://expedia.com/Old-Port-Portland-Hotels.0-n6172121-0.Travel-Guide-Filter-Hotels)[Flights to Portland](https://expedia.com/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights)[Things to do in Portland](https://expedia.com/Things-To-Do-In-Portland.d181420.Travel-Guide-Activities)[Car Rentals in Old Port](https://expedia.com/Car-Rentals-In-Old-Port.d6172121.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6172121/fd51681d-6a22-4da6-b3e1-ffc629c6e7a7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Old Port Vacations from $523 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Old Port Vacation Planning your next adventure just got easier with a vacation package to Old Port. Take in the best this neighborhood has to offer while creating wonderful memories that will last forever. Wondering where to go during your trip to Old Port? Nearby attractions like [Portland Museum of Art](https://www.expedia.com/Portland-Museum-Of-Art-Downtown-Portland.d6077214.Vacation-Attraction), [University of Southern Maine](https://www.expedia.com/University-Of-Southern-Maine-Oakdale.d6077216.Vacation-Attraction) and [Victoria Mansion](https://www.expedia.com/Victoria-Mansion-West-End.d6077228.Vacation-Attraction) are excellent places to start. Stop daydreaming and start doing. When it's time to book your dream vacation to Old Port, Expedia is here to help. ## The Latest Old Port Vacation Packages Price found within the past 48 hours. Click for updated prices. ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Portland Harborview Downtown Portland $523 per person May 7 - May 10 found 13 hours ago Roundtrip flight included Chicago (CHI) to Portland (PWM) 8.8/10 Excellent! (1,001 reviews) Location, clean rooms, pleasant staff Reviewed on Feb 23, 2026 ![The Weldon Hotel](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/38875013_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Weldon Hotel Downtown Portland $738 per person May 7 - May 10 found 13 hours ago Roundtrip flight included Chicago (CHI) to Portland (PWM) 9.8/10 Exceptional! (86 reviews) Location is excellent. Short walking distance to every good restaurant and shop. The property was very nice and clean. The kitchen is very well equipped. The gym is very good sized for the size of the apartment building with 13 units in it. The management’s communication was prompt and friendly and responded to all of our wishes. However, the place is advertised as a hotel, but don’t expect services as in a hotel. It resembles more a short term rental home - no cleaning service and no lobby. Otherwise everything was very nice in the apartment and we had a great time. Reviewed on Jan 3, 2026 ![Blind Tiger Portland - Danforth Street.](https://images.trvl-media.com/lodging/1000000/210000/200300/200246/4e66cf6e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Blind Tiger Portland - Danforth Street. West End $565 per person Apr 18 - Apr 21 found 6 hours ago Roundtrip non-stop flight included Chicago (CHI) to Portland (PWM) 9.6/10 Exceptional! (161 reviews) The whole was cozy! Well curated style and knowledgeable staff. Reviewed on Jan 5, 2026 ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Harbor Hotel Downtown Portland $650 per person May 7 - May 10 found 13 hours ago Roundtrip flight included Chicago (CHI) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) I had an amazing stay at the Portland Harbor Hotel. Everything was wonderful from start to finish. The staff were genuinely kind and helpful, the room was beautiful and comfortable, and the location was perfect for walking around the Old Port. It honestly may be the best hotel I have ever stayed at. I would absolutely stay here again and recommend it to anyone visiting Portland. Reviewed on Feb 23, 2026 ![The McKernan Inn](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/f7ebd781_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The McKernan Inn $635 per person Apr 3 - Apr 6 found 5 hours ago Roundtrip non-stop flight included Dallas (DFW) to Portland (PWM) 9/10 Wonderful! (83 reviews) We had a wonderful stay, breakfast was great Reviewed on Feb 18, 2026 ## Where to stay in Old Port Find the best Old Port areas and neighborhoods for the activities you enjoy most. [Learn more about Old Port](https://expedia.com/Portland-Old-Port.dx6172121) ![State Street Church](https://images.trvl-media.com/place/553248635188831461/1cdab29c-afbc-4a34-8bd2-ae8e40cf4b1b.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Portland 4 out of top 10 points of interest in this area 4.5/5(326 area reviews) Known for its culinary delights, inspiring art and live music, the heart of Maine’s largest city is an exciting location. [Find hotel + flight trips in Downtown Portland](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Portland&DestID=6174134&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Bug Lighthouse, Portland](https://images.trvl-media.com/place/181420/275df52c-dcbb-45a9-9a3a-a218d2cf8402.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### West End 4.5/5(11 area reviews) Distinguished by its well-preserved Victorian architecture, this downtown Portland neighborhood boasts the scenic Western Promenade park, offering views of the White Mountains, and several historic structures, such as the Gothic House and Morrill Mansion. [Find hotel + flight trips in West End](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20End&DestID=553248635976481334&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Religious](https://images.trvl-media.com/place/181420/aa00a950-3381-4d40-9dae-6eeff23c71b1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### East Bayside 4.5/5(30 area reviews) Bordered by Franklin Street and Washington Avenue, East Bayside offers a community arts venue, Mayo Street Arts, and the relaxing green space of Kennedy Park. Explore nearby Old Port and Munjoy Hill. [Find hotel + flight trips in East Bayside](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20Bayside&DestID=553248635976473226&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Charles Q. Clapp House which includes heritage elements and a house](https://images.trvl-media.com/place/6326305/ea681022-f56f-4bcd-9327-752acacf0c96.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Portland Arts District The ample dining options and captivating waterfront views are top of the list for many visitors to Portland Arts District. A stop by Cross Insurance Arena or Portland Museum of Art might round out your trip. [Find hotel + flight trips in Portland Arts District](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Portland%20Arts%20District&DestID=6336427&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Aerial view of Cape Elizabeth Lights, also known as Two Lights, at the south end of Casco Bay in town of Cape Elizabeth, Maine ME, USA. ](https://images.trvl-media.com/place/553248635976476206/9e9ade7f-6738-4469-a2e4-0405a5a2ef88.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### West Bayside 4/5(2 area reviews) If you're looking for some top things to see and do in West Bayside and surrounding area, you can visit Bayside Bowl and Merrill Auditorium. [Find hotel + flight trips in West Bayside](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20Bayside&DestID=553248635976476206&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Old Port Hotel Deals ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Portland Harbor Hotel 468 Fore Street Portland ME Fully refundableReserve now, pay when you stay $151 nightly $167 total Mar 4 - Mar 5 Total with taxes and fees 9.2/10 Wonderful! (1,776 reviews) Location was great, staff was friendly (especially adam at the front desk) but the bed was very uncomfortable, pillows were cheap and deflated, and the whole "resort fee" was very offputting. I would rather just be told a real rate when I book over getting an extra few hundred in charges. The 35$ ... Reviewed on Feb 23, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F4%2F2026&endDate=3%2F5%2F2026&selected=898621&PinnedHotelID=898621&HadPinnedHotel=true®ionId=6172121) ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Portland Regency Hotel & Spa 20 Milk Street Portland ME Fully refundableReserve now, pay when you stay $118 nightly $131 total Mar 4 - Mar 5 Total with taxes and fees 9.4/10 Exceptional! (1,592 reviews) The staff were Courteous Reviewed on Feb 25, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F4%2F2026&endDate=3%2F5%2F2026&selected=920050&PinnedHotelID=920050&HadPinnedHotel=true®ionId=6172121) ![Hyatt Place Portland Downtown - Old Port Square](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Place Portland Downtown - Old Port Square 433 Fore St Portland ME Fully refundableReserve now, pay when you stay $93 nightly $103 total Mar 17 - Mar 18 Total with taxes and fees 9/10 Wonderful! (1,334 reviews) good typical hotel Reviewed on Feb 24, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F17%2F2026&endDate=3%2F18%2F2026&selected=7488159&PinnedHotelID=7488159&HadPinnedHotel=true®ionId=6172121) [See all 2,252 properties in Old Port](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F26%2F2026&endDate=2%2F27%2F2026®ionId=6172121) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ### Discover the most popular places to visit in Old Port #### 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. [](https://expedia.com/Cross-Insurance-Arena-Downtown-Portland.d6077236.Vacation-Attraction) #### 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. [](https://expedia.com/Casco-Bay-Lines-Ferry-Terminal-Downtown-Portland.d553248621533120972.Vacation-Attraction) #### Domaine Gallery You can spend an afternoon browsing the exhibits at Domaine Gallery during your trip to Portland. Stroll along the area's seaside or experience its great live music. [](https://expedia.com/Domaine-Gallery-Downtown-Portland.d553248621533117427.Vacation-Attraction) ### Things to do ![Portland Self-Guided Driving Audio Tour](https://mediaim.expedia.com/localexpert/45719150/c5757d24-772a-4314-9a5b-385c37350ecc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Portland Smartphone Audio Tour: Self-Guided Drive $17 per traveler [](https://expedia.com/things-to-do/portland-smartphone-audio-tour-self-guided-drive.a45719150.activity-details) ![Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour](https://mediaim.expedia.com/localexpert/44927495/42f8f2e5-289d-480a-a822-cc8751cc6b66.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour $10 per traveler [](https://expedia.com/things-to-do/downtown-portland-coastal-vibe-and-old-mansions-with-in-add-audio-tour.a44927495.activity-details) ![Ultimate Portland Self-Guided Driving GPS Audio Tour](https://mediaim.expedia.com/localexpert/44941422/00064774-1203-465f-8cee-e200125a2c6a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ultimate Portland Self-Guided Driving GPS Audio Tour $17 per traveler **100%** of travellers recommend [](https://expedia.com/things-to-do/ultimate-portland-self-guided-driving-gps-audio-tour.a44941422.activity-details) [See all activities in Portland](https://expedia.com/things-to-do/search?rid=6172121) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Portland Hotels ](https://www.expedia.com/Portland-Hotels.d181420.Travel-Guide-Hotels) - [Hotels near Downtown Portland ](https://www.expedia.com/Downtown-Portland-Portland-Hotels.0-n6174134-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Portland ](https://www.expedia.com/Portland-Hotels-Cheap-Hotels.0-0-d181420-tCheapHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Portland ](https://www.expedia.com/Portland-Hotels-Oceanfront-Hotels.0-0-d181420-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Portland ](https://www.expedia.com/Portland-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d181420-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [B&B in Portland ](https://www.expedia.com/Portland-Bed-And-Breakfast.d181420-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels with Hot Tubs in Downtown Portland ](https://www.expedia.com/Downtown-Portland-Portland-Hotels-Hotels-With-Hot-Tubs.0-n6174134-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels near N.W. Barrett Gallery ](https://www.expedia.com/NW-Barrett-Gallery-Hotels.0-l553248621558114904-0.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Downtown Portland ](https://www.expedia.com/Downtown-Portland-Portland-Hotels-Hotels-With-Balconies.0-n6174134-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Connecting Rooms in Downtown Portland ](https://www.expedia.com/Downtown-Portland-Portland-Hotels-Hotels-With-Adjoining-Rooms.0-n6174134-0-tHotelswithAdjoiningRooms.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Downtown Portland ](https://www.expedia.com/Downtown-Portland-Portland-Hotels-Pet-Friendly-Hotel.0-n6174134-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Downtown Portland ](https://www.expedia.com/Downtown-Portland-Portland-Hotels-Oceanfront-Hotels.0-n6174134-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Downtown Portland ](https://www.expedia.com/Downtown-Portland-Portland-Hotels-Luxury-Hotel.0-n6174134-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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Savings not available on all packages.