Title: Book the Best HISTORIC Hotels in Old Port in 2026 | Expedia.ca [Old Port Travel Guide](https://expedia.ca/Portland-Old-Port.dx6172121)[Vacation Rentals in Portland](https://expedia.ca/Portland-Vacation-Rentals.d181420.Travel-Guide-VacationRentals)[Flights to Portland](https://expedia.ca/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights)[Things to do in Portland](https://expedia.ca/Things-To-Do-In-Portland.d181420.Travel-Guide-Activities)[Old Port Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Port.d6172121.Car-Rental-Guide)[Old Port Vacations](https://expedia.ca/Old-Port.d6172121.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6172121/fd51681d-6a22-4da6-b3e1-ffc629c6e7a7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6172121/fd51681d-6a22-4da6-b3e1-ffc629c6e7a7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Old Port Historic Hotels Tonight [Mar 28 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6172121&startDate=2026-03-28&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 29 - Mar 30](https://www.expedia.ca/Hotel-Search?regionId=6172121&startDate=2026-03-29&endDate=2026-03-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6172121&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6172121&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Old Port historic hotels ![Front of property](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/d87c36dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/2cd1b596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/fa088373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/46133e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portland Regency Hotel & Spa [](https://www.expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) Downtown Portland 9.4/10 Exceptional (1,612 reviews) "Great value, I’d stay there again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frederick CA $180 CA $199 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![TV, stereo](https://images.trvl-media.com/lodging/20000000/19290000/19282600/19282591/fce6209e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19290000/19282600/19282591/68c730a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19290000/19282600/19282591/82b7423c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19290000/19282600/19282591/w1344h900x0y0-267feecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Penthouse Two Master Waterfront Suite with Rooftop [](https://www.expedia.ca/Portland-Hotels-Henry-Penthouse-Suite-Waterfront.h19282591.Hotel-Information) Downtown Portland 10/10 Exceptional (259 reviews) "Great location & view" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) tina n. CA $623 CA $1,122 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Portland-Hotels-Henry-Penthouse-Suite-Waterfront.h19282591.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/20000000/19360000/19357500/19357409/cb2e8bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19360000/19357500/19357409/88f7e9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19360000/19357500/19357409/c46560d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19360000/19357500/19357409/1f0e0744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Port Penthouse Suite - Amazing Harbor Views [](https://www.expedia.ca/Portland-Hotels-Percival-Penthouse-Suite-Breathtaking-Views.h19357409.Hotel-Information) Downtown Portland 10/10 Exceptional (248 reviews) "Very nice accommodations great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $625 CA $1,022 total includes taxes & fees Apr 15 - Apr 16 [](https://www.expedia.ca/Portland-Hotels-Percival-Penthouse-Suite-Breathtaking-Views.h19357409.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/ecff94aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/6fc2838f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/0db21c43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/72000000/71810000/71801700/71801603/1641fb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Private Apartment, minutes from LLBean! [](https://www.expedia.ca/Freeport-Hotels-Waterfront-Private-Apartment.h71801603.Hotel-Information) Freeport 10/10 Exceptional (17 reviews) "The room was clean and the area is great for walking with the dog." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Freeport-Hotels-Waterfront-Private-Apartment.h71801603.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/456eee4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/5c9e0f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/ca8a7544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/92b9303c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### City Amenities, Casco Bay Sunrises and Natural Beauty [](https://www.expedia.ca/Portland-Hotels-City-Amenities.h34429189.Hotel-Information) East Deering 9.8/10 Exceptional (127 reviews) "Perfect location and the host was immediately repsonsive and always friendly!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon L. CA $150 CA $359 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Portland-Hotels-City-Amenities.h34429189.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/w1917h1645x3y0-c1000dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/31da49e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/w1920h1432x0y17-48abbb9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/33000000/32670000/32668900/32668873/1829e5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glorious getaway on Portland's Eastern Promenade. [](https://www.expedia.ca/Portland-Hotels-Glorious-Getaway-On-Portlands-Eastern-Promenade.h32668873.Hotel-Information) Munjoy Hill 9.8/10 Exceptional (172 reviews) "Very cute and comfy. We would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marie s. CA $172 CA $351 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Portland-Hotels-Glorious-Getaway-On-Portlands-Eastern-Promenade.h32668873.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48870000/48860200/48860113/c9de258f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/49000000/48870000/48860200/48860113/607766f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/49000000/48870000/48860200/48860113/w4994h3329x6y6-a85dfb7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/49000000/48870000/48860200/48860113/3643c11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Globe House on Munjoy Hill - Walk to Breweries [](https://www.expedia.ca/Portland-Hotels-Stylish-Apartment-On-Munjoy-Hill-NEW-Amazing-Sunsets-Walk-To-Breweries.h48860113.Hotel-Information) Munjoy Hill 10/10 Exceptional (95 reviews) "Cozy and clean great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele F. CA $325 CA $681 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Portland-Hotels-Stylish-Apartment-On-Munjoy-Hill-NEW-Amazing-Sunsets-Walk-To-Breweries.h48860113.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/fade2032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/58339323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/c02e06e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/e678c4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant condo - walk to Portland's best restaurants & Old Port [](https://www.expedia.ca/Portland-Hotels-Elegant-Condo-Walk-To-Portlands-Best-Restaurants-Old-Port.h42069496.Hotel-Information) East Bayside 9.2/10 Wonderful (77 reviews) "Location was great. Parking was easy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce G. CA $222 CA $698 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Portland-Hotels-Elegant-Condo-Walk-To-Portlands-Best-Restaurants-Old-Port.h42069496.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/w1917h1645x3y0-1a82cf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/4fe2dda9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/w1920h1432x0y17-47ca72aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/91a3f768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Portland getaway on the Eastern Promenade [](https://www.expedia.ca/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information) Munjoy Hill 9.6/10 Exceptional (129 reviews) "Tidy place in a great location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary M. CA $130 CA $255 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/60000000/59960000/59959800/59959794/5c42ecc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, Netflix, streaming services](https://images.trvl-media.com/lodging/60000000/59960000/59959800/59959794/a3f31177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59960000/59959800/59959794/72cf4bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/60000000/59960000/59959800/59959794/c4b5e4dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious and Contemporary Condo in the Heart of Portland - Close to Beach [](https://www.expedia.ca/Portland-Hotels-Spacious-And-Contemporary-Condo-In-The-Heart-Of-Portland-Close-To-Beach.h59959794.Hotel-Information) East Bayside 8.8/10 Excellent (37 reviews) "Overall a pleasing stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mallory D. CA $184 CA $648 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Portland-Hotels-Spacious-And-Contemporary-Condo-In-The-Heart-Of-Portland-Close-To-Beach.h59959794.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-11&endDate=2026-04-12®ionId=6172121&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Old Port Hotel Reviews ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/1a7f326f_y.jpg) ### Portland Harbor Hotel 6/10 Okay "We paid a little extra for a room with a Courtyard view. What we got was a 2nd floor room as far as possible from the elevator and when I pulled back the curtains I was looking at a giant kitchen exhaust fan that gave us a constant deep buzz in the room. The hotel did not seem busy and this room is literally the only Courtyard room with a giant exhaust stack only feet outside the window. Don't know why we were given literally the worst room available in that category. But I do know that I will avoid this group of hotels from now on. " [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/d87c36dc_y.jpg) ### Portland Regency Hotel & Spa 8/10 Good "Easy check in and valet. Room was clean. While the sauna, Steam and hot tub were nice, if you look too close it doesn't appear to get regular cleaning(floors were not very clean in hot tub area)" [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/4e5dab1b_y.jpg) ### Holiday Inn Portland-By the Bay by IHG 10/10 Excellent "Clean room, comfy bed, nice breakfast bar." [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/c479d2b6_y.jpg) ### The Westin Portland Harborview 10/10 Excellent "I frequently stay at this property. It is a very clean property with kind and helpful staff and an excellent restaurant and spa. I was locked out of the next door parking garage and Dan (door man?) helped me get my car out. He ran out there in the freezing cold, called the garage mgmt and got me out. Dan deserves a raise." [](https://expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![Inn at St John Portland In-Town](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/c8f4e76e_y.jpg) ### Inn at St John Portland In-Town 10/10 Excellent "Great place, great location, great breakfast, great service, probably the best place to stay in Portland, a real gem!" [](https://expedia.ca/Portland-Hotels-Inn-At-St-John-Portland-In-Town.h67481.Hotel-Information) ![Courtyard Portland Downtown/Waterfront](https://images.trvl-media.com/lodging/8000000/7900000/7897900/7897850/7e1d716a_y.jpg) ### Courtyard Portland Downtown/Waterfront 10/10 Excellent "We enjoyed our room very much. The room was large and spacious, but mostly we loved looking out at the harbor in the evening and the next morning. The valet parking was an added convenience even though there was a fee, but totally worth it. We plan to return to this property again," [](https://expedia.ca/Portland-Hotels-Courtyard-Portland-DowntownWaterfront.h7897850.Hotel-Information) ![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/bf7e40c4_y.jpg) ### Hampton Inn Portland Downtown - Waterfront 10/10 Excellent "Great location, clean, very happy with our stay" [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/c90266f6_y.jpg) ### Clarion Hotel Portland Airport ME 10/10 Excellent "Great rooms and nice staff" [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![Hilton Garden Inn Portland Downtown Waterfront](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/0e1014a3_y.jpg) ### Hilton Garden Inn Portland Downtown Waterfront 10/10 Excellent "It’s always a pleasure to stay there." [](https://expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information) ## Frequently asked questions ### What can a history enthusiast expect from a trip to Old Port? ### What's the best accommodation in Old Port to learn about local history? ### How many historical hotels will I find in Old Port? ### What are the must-see historical places and other sights to visit in Old Port? ### What is a historic hotel like in Old Port? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Old Port have modern facilities? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [2 Star Hotels in Portland ](https://www.expedia.ca/2Star-Portland-Hotels.s20-0-d181420.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Portland ](https://www.expedia.ca/3Star-Portland-Hotels.s30-0-d181420.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Portland ](https://www.expedia.ca/4Star-Portland-Hotels.s40-0-d181420.Travel-Guide-Filter-Hotels) - 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