Hillside Beach Vacations 2026 from CA $480

Hillside Beach flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Canad Inns Destination Centre Brandon

CA $480

per person

Jul 6 - Jul 9

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Winnipeg (YWG)

Book a stay at this business-friendly hotel in Brandon. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Keystone Centre and Westoba Place are located nearby.

Canad Inns Destination Centre Fort Garry

Fort Garry

CA $924

per person

Jul 15 - Jul 20

found 1 day ago

Roundtrip non-stop flight included

Kelowna (YLW) to Winnipeg (YWG)

Book a stay at this family-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Polo Park and Canada Life Centre are located nearby.

Canad Inns Destination Centre Club Regent Casino Hotel

Transcona

CA $870

per person

Jul 15 - Jul 20

found 1 day ago

Roundtrip non-stop flight included

Kelowna (YLW) to Winnipeg (YWG)

Book a stay at this business-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canada Life Centre and Club Regent Casino are located nearby.

Canad Inns Destination Centre Transcona

Transcona

CA $847

per person

Jul 15 - Jul 20

found 1 day ago

Roundtrip non-stop flight included

Kelowna (YLW) to Winnipeg (YWG)

Book a stay at this family-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and private pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Canada Life Centre and Transcona Golf Club are located nearby.

No.5 East

CA $534

per person

Jul 6 - Jul 9

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Winnipeg (YWG)

Stay at this B&B in Winnipeg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Canada Life Centre and Polo Park are located nearby.

Top Hillside Beach hotels deals

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

Victoria Beach MB

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Stay at this cottage in Hillside Beach. Enjoy free WiFi, a garden, and laundry facilities.

Kitchen

Washer

Relaxing Hillside Beach Cottage - Lake Winnipeg

hillside MB

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Stay at this cabin in Hillside Beach. Enjoy laundry facilities and air conditioning. Popular attraction Elk Island Provincial Park is located nearby.

Washer

Dryer

Lakeview Gimli Resort & Conference

10 Centre Street Gimli MB

Free cancellation

CA $160

CA $179 total

Jun 3 - Jun 4

includes taxes & fees

Book a stay at this beach hotel in Gimli. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gimli Glider and Evergreen Regional Library are located nearby.

Pool

Hot tub

Little Cottage On The Lake ** 40 steps to beautiful beach

Gimli MB

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Stay at this cottage in Gimli. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Gimli Beach and Evergreen Regional Library are located nearby.

Kitchen

Washer

🏝 Sandy Hooked 2Bed1Bath Remodelled Pine Cottage

Sandy Hook MB

CA $95

CA $204 total

Jun 3 - Jun 4

includes taxes & fees

Stay at this cottage in Sandy Hook. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Sandy Hook Golf Club and Boundary Beach are located nearby.

Kitchen

Washer

Lakefront Couples’ Retreat with Indoor Hot Tub, Spa Bathroom & Cozy Fireplace

Sandy Hook MB

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Book a stay at this beach cottage in Sandy Hook. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Sandy Hook Golf Club and Boundary Beach are located nearby.

Hot tub

Kitchen

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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.

Popular places to visit

beach near Hillside Point

Why not spend a lazy afternoon at beach near Hillside Point during your trip to Hillside Beach?

Frequently asked questions

How much are vacation packages to Hillside Beach?

CA $480 is all you'll need for a fantastic escape in Hillside Beach. Bundle your flights and hotel into a Travelocity package and see how much the savings pile up. With prices this good, there's never been a better time to travel.

Where can I get the best vacation package deals for Hillside Beach?

There are sensational Hillside Beach package deals to snap up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the world? Remember this the next time you're ready to tick another destination off your must-visit list.

Why should I purchase my Hillside Beach vacation package with Travelocity?

You'll not only enjoy big savings, but you can also access our round-the-clock support, excellent service and a Price Match Guarantee. Journey across the world, uncover hidden sights and forge unforgettable memories — we'll take care of the little details.

Will I save money on my Hillside Beach car rental if I book it with hotels and flights?

Bundling your bookings into a Hillside Beach vacation package will save you some serious money. You can bundle a car and flight; a car, hotel and flight; or a hotel and car. There's no better way to explore the greater Hillside Beach area than with your own set of wheels. You can also add tours and experiences to your Travelocity package.

Where should I stay when visiting Hillside Beach?

The Luxury Lakehouse is popular with many visitors. Book soon to avoid missing out.