Title: Book the Best Portland CASINO Hotels & Resorts in 2025 | Expedia.ca [Portland Travel Guide](https://expedia.ca/Portland.dx181420)[Hotels in Portland](https://expedia.ca/Portland-Hotels.d181420.Travel-Guide-Hotels)[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)[Portland Car Rentals](https://expedia.ca/Car-Rentals-In-Portland.d181420.Car-Rental-Guide)[Portland Vacation Packages](https://expedia.ca/Portland.d181420.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/483000/483570-bradbury-mountain-state-park.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Casino Hotels in Portland, ME ![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 Portland Casino Hotels Tonight [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=181420&startDate=2025-10-03&endDate=2025-10-04&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=181420&startDate=2025-10-04&endDate=2025-10-05&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=181420&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=181420&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Portland Casino Hotels ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727700/71727615/78f71d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71730000/71727700/71727615/a8582bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/72000000/71730000/71727700/71727615/37f91498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71730000/71727700/71727615/a6e56d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Urban studio in an amazing, central location West End 10/10 Exceptional (1) "It was perfect for what we were looking for, would absolutely stay there again. The stairs to the property are fire escape stairs, they are metal and steep. Overall great place to stay." CA $194 CA $382 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Portland-Hotels-Urban-Studio-In-An-Amazing.h71727615.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/20000000/19260000/19251500/19251469/36901cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/20000000/19260000/19251500/19251469/6a928059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/20000000/19260000/19251500/19251469/02ad53d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19260000/19251500/19251469/d3dc4864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator Old Orchard Beach 9.8/10 Exceptional (220) "Excellent location! Beautiful views from the deck. Love that we can hear the ocean inside the condo! The bands provide entertainment. Already have another visit booked!! " CA $244 CA $474 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Oceanfront-Condo-Steps-To-7-Mile-Beach-Downtown-OOB-3rd-Floor-Welevator.h19251469.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19450000/19448600/19448556/e9b62674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19450000/19448600/19448556/eaa678eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19450000/19448600/19448556/c80a7c7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19450000/19448600/19448556/944640f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres Westbrook 9.6/10 Exceptional (43) "Lovely little cabin, super clean, all amenities included. You feel like you are in the country yet so close to everything. Be sure to eat at Lenny’s bar and grill with live bands nightly. Owner John super nice man. Very enjoyable stay." CA $626 CA $893 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Westbrook-Hotels-WINDABROOK-Farm-Lodge-Recharge.h19448556.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=2025-10-17&endDate=2025-10-18®ionId=181420&adults=2&amenities=CASINO&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Portland ### Discover top Portland attractions For travellers with an affinity for casinos, Portland, Maine may not have a casino of its own, but it offers a vibrant nightlife and exciting entertainment options that evoke that high-stakes thrill. Start your adventure at the iconic Old Port, where you can explore a variety of bars and lounges, often featuring live music and a lively atmosphere. Enjoy the waterfront views while sipping a craft cocktail at one of the trendy establishments like the Oxbow Blending & Bottling. If you're feeling lucky, take a short drive to the nearby Oxford Casino, where you can try your hand at table games or the latest slot machines, before returning to Portland for a relaxing evening. For a unique experience, visit the Portland Museum of Art, which hosts special events and exhibitions, often with a social twist, making it perfect for those looking to mix culture with leisure. Finally, indulge in a culinary adventure at some of Portland's celebrated dining spots, where you can enjoy exquisite seafood and gourmet dishes that make for a perfect prelude to any night out. Consider staying in the Old Port district, where boutique hotels like the Press Hotel provide modern luxury and attentive service, ensuring that your trip is both comfortable and memorable. After a day of exploration, unwind in style before heading out for an exhilarating evening. ## Top Portland Hotel Reviews ## Frequently asked questions ### Searching for casino hotels in Portland? > Tourists speak highly of the bustling port, live music scene, and entertainment venues. ### How many hotels that are good for gaming are there in Portland? > Win big at one of Expedia's 384 casino hotels in Portland. ### When should I take my casino trip to Portland? > You might spend a lot of your vacation inside, but if you want to see more of the area, looking at local weather trends is a good idea. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Portland are January, March, February, and December, with each month seeing an average of 7 inches of snowfall. ### What is there to do in Portland? > You can head to Maine Mall to shop for memorable gifts and souvenirs. Portland is known for its live music and entertainment venues, and you can check out cultural spots such as Portland Museum of Art, State Theatre, and Thompson's Point. In addition, you might want to add Merrill Auditorium and Fore Street Gallery to your list. ### What are my transportation options for my casino getaway to Portland? > Here are some transportation options in Portland: You can book a flight to the nearest airport, which is Portland Intl. Jetport Airport (PWM), located 2.9 mi (4.7 km) from the city center. If you want to explore the larger area, hop aboard a train at Portland Transportation Center. 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[Car rentals near Old Port](https://www.expedia.ca/Car-Rentals-In-Old-Port.d6172121.Car-Rental-Guide) - [Enterprise Rental Cars in Baxter Boulevard](https://www.expedia.ca/Enterprise-Car-Rentals-In-Baxter-Boulevard.d917912365578788864-c15.Car-Rental-Guide-Suppliers) - [Full-Size Car Rentals in Baxter Boulevard](https://www.expedia.ca/Fullsize-Car-Rentals-In-Baxter-Boulevard.d917912365578788864-tFullsize.Car-Rental-Guide-Class) - [National Car Rental Rental Cars in Baxter Boulevard](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Baxter-Boulevard.d917912365578788864-c42.Car-Rental-Guide-Suppliers) - [Book Casino Hotels in Portland on Expedia.com](https://www.expedia.com/Portland-Hotels-Casino-Hotel.0-0-d181420-tCasinoHotel.Travel-Guide-Filter-Hotels)