Title: Book the Best Hillside Beach LUXURY Hotels - Upscale Hotels in Hillside Beach | Expedia.ca [Hillside Beach Travel Guide](https://expedia.ca/Hillside-Beach.dx553248635921965358)[Hotels in Hillside Beach](https://expedia.ca/Hillside-Beach-Hotels.d553248635921965358.Travel-Guide-Hotels)[Vacation Rentals in Hillside Beach](https://expedia.ca/Hillside-Beach-Vacation-Rentals.d553248635921965358.Travel-Guide-VacationRentals)[Flights to Hillside Beach](https://expedia.ca/Cheap-Flights-To-Hillside-Beach.d553248635921965358.Travel-Guide-Flights)[Hillside Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Hillside-Beach.d553248635921965358.Car-Rental-Guide)[Hillside Beach Vacation Packages](https://expedia.ca/Hillside-Beach.d553248635921965358.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/luxury.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Hillside Beach - ![](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 Hillside Beach Luxury Hotels Tonight [Nov 12 - Nov 13](https://www.expedia.ca/Hotel-Search?regionId=553248635921965358&startDate=2025-11-12&endDate=2025-11-13&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Nov 13 - Nov 14](https://www.expedia.ca/Hotel-Search?regionId=553248635921965358&startDate=2025-11-13&endDate=2025-11-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635921965358&startDate=2025-11-14&endDate=2025-11-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635921965358&startDate=2025-11-21&endDate=2025-11-23&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Hillside Beach Luxury Hotels ## Top Hillside Beach Hotel Reviews ## Frequently asked questions ### Which area of Hillside Beach is best to stay in for luxury hotels? > For luxury accommodation in Hillside Beach, the best area to stay is along the main lakeside stretch, particularly near the Hillside Beach Road and Lester Beach Road intersection. > > > > This area is known for its high-end holiday rentals and a few exclusive boutique hotels that cater to a discerning clientele. You'll find properties with direct lake access, often featuring private beaches or jetties. The general layout here is more spacious, with properties spread out amongst mature trees, offering a sense of seclusion and tranquility. > > > > Couples looking for a romantic escape will find this area particularly appealing. The luxury hotels and rentals often provide amenities like private hot tubs, gourmet dining options, and spa services, superb for a relaxing and indulgent getaway. The natural beauty of the lake and surrounding forest creates a peaceful backdrop for quality time together. > > > > Families seeking an upscale holiday will also appreciate this location. Many luxury rentals in this area are large, offering multiple bedrooms, fully equipped kitchens, and private outdoor spaces. ### How much does a luxury hotel in Hillside Beach cost? > Luxury hotel prices in Hillside Beach vary, but you can find a great deal on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates. ### What luxury activities and experiences are there in Hillside Beach? > While Hillside Beach is known for its natural beauty and relaxed pace, luxury activities and experiences here typically revolve around high-end amenities within private accommodations or bespoke outdoor adventures. > > > > For those seeking a luxurious stay, consider booking a private cottage or villa with premium features. Many of these properties offer high-end fitness equipment, private beach access, chef services for gourmet meals, and spa-like bathrooms. Guests can enjoy personalised comfort and privacy, often with stunning views of Lake Winnipeg. This is particularly appealing to couples looking for a secluded and indulgent getaway. > > > > Regarding experiences, luxury often translates to exclusive access or tailored services. This might include private boat charters on Lake Winnipeg for fishing or sunset cruises, guided nature tours focusing on the area's wildlife and ecology, or even private yoga and wellness sessions overlooking the lake. ### How can I save on a luxury hotel in Hillside Beach with Expedia? > There are plenty of ways to save on a luxury hotel in Hillside Beach. Unlock our lowest prices by joining [One Key™](https://www.expedia.ca/welcome-one-key), Expedia's travel rewards program. It's free and easy to sign up, and you can access member perks too. Typically, booking in advance will help you save on your luxury hotel booking. If you're feeling spontaneous, be sure to check for last-minute deals. ### Is it cheaper to book a luxury Hillside Beach hotel and flights as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect [travel package](https://www.expedia.ca/Hillside-Beach.d553248635921965358.Destination-Travel-Guides). ### Can I cancel my luxury hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. 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