Title: Book the Best ROMANTIC Hotels in Windham, ME from CA $135 - Windham Romantic Getaways | Expedia.ca [Hotels in Windham](https://expedia.ca/Windham-Hotels.d10053.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.ca/Windham-Vacation-Rentals.d10053.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.ca/Cheap-Flights-To-Windham.d10053.Travel-Guide-Flights)[Things to do in Windham](https://expedia.ca/Things-To-Do-In-Windham.d10053.Travel-Guide-Activities)[Windham Car Rentals](https://expedia.ca/Car-Rentals-In-Windham.d10053.Car-Rental-Guide)[Windham Vacation Packages](https://expedia.ca/Windham.d10053.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/488000/488116-windham.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Windham, ME from CA $135 ![](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 Windham Romantic Hotels Tonight [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-10-17&endDate=2025-10-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10053&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Windham 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) ![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) ![Breakfast, lunch, dinner served; garden views](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/24ae4e30.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) ### The Harraseeket Inn & Event House Freeport Downtown Freeport 9.4/10 Exceptional (830) "Within walking distance of many restaurants and L L Bean….a really nice place to stay" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $167 CA $182 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/e40c347e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/6b6e052e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/6493d9ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Portland Maine Portland 9.4/10 Exceptional (1129) "Very nice hotel, clean, comfortable and breakfast was excellent." ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol CA $131 CA $145 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ![Tapas bar](https://images.trvl-media.com/lodging/23000000/22520000/22514800/22514704/f9c45283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/23000000/22520000/22514800/22514704/dd9cace5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tapas bar](https://images.trvl-media.com/lodging/23000000/22520000/22514800/22514704/37ad9881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22520000/22514800/22514704/59ee2cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel Portland Downtown/Waterfront, ME East Bayside 9.2/10 Wonderful (1008) "Excellent hotel close to Burlington and Green Mountain attractions. Excellent dining option - Farmhouse Tap & Grill." ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Arkadiy CA $150 CA $166 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Portland-Hotels-AC-Hotel-By-Marriott-Portland-DowntownWaterfront.h22514704.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33.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) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/21df5bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/917fa099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portland Regency Hotel & Spa Downtown Portland 9.4/10 Exceptional (1475) "Great restaurant and lounge " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Kittie CA $200 CA $222 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.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) ![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) ![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) ### 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. " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $334 CA $407 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Portland-Hotels-Inn-By-The-Sea.h1542725.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) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/bf899f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Portland Downtown - Waterfront Downtown Portland 8.8/10 Excellent (1022) "Room and breakfast were very good." ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Lee CA $160 CA $177 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/73d7ad54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e637b60c.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) ### Holiday Inn Portland-By the Bay by IHG Downtown Portland 8.8/10 Excellent (1389) "Easy check in, walkable to so many places " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $122 CA $135 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.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) ![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) ![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/1000000/10000/6300/6273/3136b7c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Portland Harborview Downtown Portland 8.8/10 Excellent (1007) "I enjoyed my stay here." ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas CA $149 CA $164 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.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) ![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) ![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) ### Inn On Peaks Island Peaks Island 9.0/10 Wonderful (103) "Excellent little getaway in a very quaint island!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Kellie Slate CA $225 CA $246 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Portland-Hotels-Inn-On-Peaks-Island.h15283574.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/419cdab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/5cbd2b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/a12adc1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/03dd3ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canopy by Hilton Portland Waterfront Downtown Portland 9.4/10 Exceptional (1018) "Great stay " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $194 CA $215 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.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=2025-11-01&endDate=2025-11-02®ionId=10053&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Windham 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 "Nice hotel in a good location. Friendly staff. Clean room." [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.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 "Perfect location, great staff, very quiet, comfortable beds, very clean." [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.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 "The Hampton Inn Portland Downtown Waterfront is in an excellent location near Old Port and the waterfront restaurants. It was very easy to retreat to our room during the day to cool down and relax in between sightseeing and shopping. The parking is weirdly expensive for such a hotel, but the valets were professional and easy to work with." [](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 "We loved our stay at Portland Regency! Staff were friendly, welcoming and helpful and responded immediately to any requests. We did not dine at the hotel but enjoy the basement bar. The room, whilst lacking a 'view' was large and the bed was enormous. The bathroom had everything we could ask for and more! We loved being so central that we could nip back several times a day in the unseasonable heat to refresh ourselves with the air con!" [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.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 "The room was clean and nice. They provided a wonderful breakfast. With eggs, sausage, bread & waffles." [](https://expedia.ca/Portland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Portland.h23500.Hotel-Information) ![Dormir](//images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/1c6ce74e_y.jpg) ### Dormir 10/10 Excellent "Staff was so friendly. Very clean room. Would stay again if in Windham. " [](https://expedia.ca/Windham-Hotels-Dormir.h9312400.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) ## Frequently asked questions ### Searching for romantic hotels in Windham? > Are you looking for a romantic vacation? Our guests also enjoy Windham for its restaurants and lakeside setting. If you'd like to explore some of the area's notable sights, you might make a stop by Little Sebago Lake, Sebago Lake, or Sebago Lake Basin. If you'd like to stay close to a certain attraction, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list. ### When is the best time of year for a romantic getaway to Windham? > If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Windham: The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Windham are January, March, February, and December, with each month seeing an average of 7 inches of snowfall. ### What is there to do in Windham? > There's nothing better than wandering around a new place with your sweetheart, so consider checking out all there is to see and do in Windham. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Windham for its restaurants. You might think about stopping by Little Sebago Lake, Sebago Lake, or Sebago Lake Basin while you're seeing the sights. ### What's the best way to get to Windham and around town during my romantic getaway? > This information about transportation options in Windham might help your romantic trip go off without a hitch: The closest major airport is Portland Intl. Jetport Airport (PWM), located 8.9 mi (14.3 km) from the city center. 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