Title: Book the Best ROMANTIC Hotels in Parkside, Portland from CA $143 - Parkside Romantic Getaways | Expedia.ca [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)[Parkside Car Rentals](https://expedia.ca/Car-Rentals-In-Parkside.d553248635976472068.Car-Rental-Guide)[Parkside Vacations](https://expedia.ca/Parkside.d553248635976472068.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/romantic.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Parkside, Portland from CA $143 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Parkside Romantic Hotels Tonight [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976472068&startDate=2025-10-07&endDate=2025-10-08&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976472068&startDate=2025-10-08&endDate=2025-10-09&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976472068&startDate=2025-10-10&endDate=2025-10-12&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976472068&startDate=2025-10-17&endDate=2025-10-19&adults=2&travelerType=ROMANTIC&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Parkside Romantic Hotels ![Garden](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/73a05b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/d7b085e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/6905e33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/99e8f1d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harraseeket Inn & Event House Freeport Downtown Freeport 9.4/10 Exceptional (820) "Within walking distance of many restaurants and L L Bean….a really nice place to stay" CA $152 CA $166 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/94000000/93050000/93044100/93044029/w810h513x0y0-3150e275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/94000000/93050000/93044100/93044029/da19a050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/94000000/93050000/93044100/93044029/f4756740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/94000000/93050000/93044100/93044029/86484a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### And. N B&B Gray 9.8/10 Exceptional (73) "Really lovely place and great hospitality from the owners!" CA $235 CA $257 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Gray-Hotels-And-N-BB.h93044029.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/15900/15845/b5a6d8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15900/15845/5a9c77f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15900/15845/124b609d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15900/15845/e77339bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Merry Manor Inn South Portland 8.8/10 Excellent (1021) "Wonderful breakfast, pleasant staff, and clean rooms" CA $172 CA $187 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Portland-Hotels-Best-Western-Merry-Manor-Inn.h15845.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/73070e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/2e5de67c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/6dd3e447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business Room](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/cafac0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Longfellow Hotel Parkside 9.6/10 Exceptional (119) "Fabulous hotel, wonderful staff with a fabulous cafe attached for breakfast. " CA $162 CA $232 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Longfellow-Hotel.h95697174.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/ed84bcb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Living area](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/3542ba9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cliff Island](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/0088e0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Great Diamond Island Suite](https://images.trvl-media.com/lodging/16000000/15290000/15283600/15283574/7f5fc132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn On Peaks Island Peaks Island 9.0/10 Wonderful (102) "Excellent little getaway in a very quaint island!" CA $224 CA $244 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Inn-On-Peaks-Island.h15283574.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/6645ae1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop bar, ocean views, open select days](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/w4000h2663x0y0-afc287ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop bar, ocean views, open select days](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/3136b7c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Portland Harborview Downtown Portland 8.8/10 Excellent (1002) "Great for a short stay!" CA $148 CA $166 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information) ![On the beach, fishing](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d0fca35d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d47dc205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/86bdeae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/ceaf2fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn By The Sea Cape Elizabeth 9.4/10 Exceptional (283) "Absolutely 5 star. Best bed I’ve slept in at a hotel bar none. " CA $370 CA $451 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Portland-Hotels-Inn-By-The-Sea.h1542725.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/0fe73756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/a27c6785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/73d7ad54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Portland-By the Bay by IHG Downtown Portland 8.8/10 Excellent (1379) "Staff was wonderful and the room was perfect!! Will definitely stay there again!!" CA $130 CA $143 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/d5d40c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, One King Bed, Non-Smoking](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/877219ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/f77460b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Portland Downtown - Waterfront Downtown Portland 8.8/10 Excellent (1007) "Very clean rooms - great staff / excellent location " CA $177 CA $195 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/25e0b609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/47cc93e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/49180f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/051c3176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Orchard Beach Inn Old Orchard Beach 8.2/10 Very good (1014) "My family had a cozy and memorable stay. The staff was incredibly helpful and my daughter enjoyed the historical look and feel to the Inn." CA $160 CA $175 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Portland-Hotels-Old-Orchard-Beach-Inn.h1507122.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=2025-10-21&endDate=2025-10-22®ionId=553248635976472068&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Parkside Hotel Reviews ![Holiday Inn Portland-By the Bay by IHG](//images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg) ### Holiday Inn Portland-By the Bay by IHG 10/10 Excellent "Clean room. " [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Old Orchard Beach Inn](//images.trvl-media.com/lodging/2000000/1510000/1507200/1507122/25e0b609_y.jpg) ### Old Orchard Beach Inn 10/10 Excellent "My family had a cozy and memorable stay. The staff was incredibly helpful and my daughter enjoyed the historical look and feel to the Inn." [](https://expedia.ca/Portland-Hotels-Old-Orchard-Beach-Inn.h1507122.Hotel-Information) ![Hampton Inn Portland Downtown - Waterfront](//images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg) ### Hampton Inn Portland Downtown - Waterfront 10/10 Excellent "Aaa" [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Portland Regency Hotel & Spa](//images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "Amazing hotel with great bar, walking to restaurants and all attractions " [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Alouette Beach Resort](//images.trvl-media.com/lodging/2000000/1980000/1973100/1973032/b324d894_y.jpg) ### Alouette Beach Resort 10/10 Excellent "The woman at check-in made me feel welcome and offered an upgrade! Friendly and helpful." [](https://expedia.ca/Portland-Hotels-Alouette-Beach-Resort.h1973032.Hotel-Information) ![Hyatt Place Portland Downtown - Old Port Square](//images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg) ### Hyatt Place Portland Downtown - Old Port Square 10/10 Excellent "Great bed! Clean room and friendly staff" [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Portland DT/Maine Med](//images.trvl-media.com/lodging/1000000/30000/23500/23500/8325dcb5_y.jpg) ### La Quinta Inn & Suites by Wyndham Portland DT/Maine Med 10/10 Excellent "Everyone was super friendly, check in was easy, and the breakfast had decent options! The gym was also nicer than I was anticipating. Great stay!" [](https://expedia.ca/Portland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Portland.h23500.Hotel-Information) ![DoubleTree by Hilton Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "The front desk was so helpful and even got me in earlier so i could get some sleep after a very long flight. I jad donner at the restaurant and although they were exceptionally busy, i had fantastic service. The food was wonderful and so were my drinks. The pool was clean and warm. My room was perfectly clean. The front dest really went above and beyond to make my stay absolutely wonderful." [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Parkside? > Are you and your partner in need of a romantic escape? If you want to see some of the sights in Parkside, you might make a stop by Neal S. Dow House or Fitzpatrick Stadium. If you're interested in staying near a particular destination, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list. ### What is there to do in Parkside? > There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Parkside has to offer. You might consider a stop at Neal S. 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