Hillside Beach Vacations from $884

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Your Hillside Beach Vacation

The hassle-free way to experience this city is with a customized Hillside Beach vacation package. Stay in the neighborhood of Grand Beach, which is great for families, nature and watersports or go someplace else — our packages are all about you. Eager to do some sightseeing but don't know where to start? Every trip to Hillside Beach should include Elk Island Provincial Park. That dream Hillside Beach vacation is a few clicks away. Explore accommodations, flights and more on Expedia for a trip that's tailored just for you.

The Latest Hillside Beach vacation packages

Price found within the past 48 hours. Click for updated prices.
Canad Inns Destination Centre Fort Garry

Canad Inns Destination Centre Fort Garry

3 out of 5
Fort Garry
Price was $1,007, price is now $884 per person
$884
per person
Nov 27 - Nov 30
found 16 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Winnipeg (YWG)
7.8/10 Good! (1,073 reviews)
Good rooms,good restaurant

Reviewed on Sep 6, 2025

Humphry Inn & Suites

Humphry Inn & Suites

2.5 out of 5
Downtown Winnipeg
Price was $1,013, price is now $884 per person
$884
per person
Nov 27 - Nov 30
found 16 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Winnipeg (YWG)
8.2/10 Very Good! (1,363 reviews)
The suite is spacious and clean; however the sink is clogged and the running water has brownish and yellow color. On a positive note the breakfast offers variety of options to choose from",

Reviewed on Sep 8, 2025

Inn At The Forks

Inn At The Forks

3.5 out of 5
Downtown Winnipeg
Price was $1,105, price is now $976 per person
$976
per person
Nov 27 - Nov 30
found 16 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Winnipeg (YWG)
9/10 Wonderful! (1,002 reviews)
It's a really great location. I have no complaints about the hotel itself, but it wasn't in itself outstanding, just very good.

Reviewed on Sep 8, 2025

Canad Inns Destination Centre Polo Park

Canad Inns Destination Centre Polo Park

3 out of 5
Polo Park
Price was $1,034, price is now $931 per person
$931
per person
Nov 27 - Nov 30
found 16 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Winnipeg (YWG)
7.8/10 Good! (1,005 reviews)
Very clean and rooms looked nice.

Reviewed on Sep 4, 2025

The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel

The Fort Garry Hotel, Spa and Conference Centre, an Ascend Collection Hotel

4 out of 5
Downtown Winnipeg
Price was $994, price is now $895 per person
$895
per person
Nov 27 - Nov 30
found 16 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Winnipeg (YWG)
9.2/10 Wonderful! (1,030 reviews)
Liked the downtown location and the classic architecture and decor. Quiet and comfortable room with view of the city.

Reviewed on Sep 7, 2025

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Hillside Beach Hotel Deals

Lakefront cottage - two decks overlooking Lake Winnipeg

Lakefront cottage - two decks overlooking Lake Winnipeg

Hillside Beach
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Lakefront cottage - two decks overlooking Lake Winnipeg
Cozy wooded cottage, with stunning tree-top views & 3 mins from the beach!

Cozy wooded cottage, with stunning tree-top views & 3 mins from the beach!

Victoria Beach
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Cozy wooded cottage, with stunning tree-top views & 3 mins from the beach!
Charming 3-bedroom cottage with WiFi and AC in fabulous Hillside/Victoria Beach

Charming 3-bedroom cottage with WiFi and AC in fabulous Hillside/Victoria Beach

Victoria Beach
Get rates
Charming 3-bedroom cottage with WiFi and AC in fabulous Hillside/Victoria Beach
See all 123 properties in Hillside Beach
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.

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Frequently asked questions

How much does a Hillside Beach vacation package cost?
You can snap up a vacation package to this popular destination from $884 on Expedia. But how much your vacation to Hillside Beach costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Hillside Beach?
December, January and February are the best times to look for cheap Hillside Beach vacation packages. Traveling in less busy months means you can typically find reduced prices on accommodations and flights.
How many days is enough for Hillside Beach?
The ideal duration of your Hillside Beach vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you time to check out all the major sights and discover some hidden treasures along the way.
How to find the best Hillside Beach package deals?
Begin your search for a Hillside Beach package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Hillside Beach package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Hillside Beach adventure underway.
Is it cheaper to book a Hillside Beach vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays individually. Better still, you can tailor your Hillside Beach trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Hillside Beach?
If you're considering a spontaneous Hillside Beach adventure, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Hillside Beach vacation packages?
Your Hillside Beach getaway should be an escape from your busy life, not a source of money worries. So to give you that extra flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.