Winnipeg Vacation Packages 2025/2026 from $525

Winnipeg flight + hotel vacation packages

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

Canad Inns Destination Centre Polo Park

Polo Park

per person

Sep 5 - Sep 8

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Winnipeg (YWG)

This smoke-free hotel features free water park access, a nightclub, and 2 restaurants. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Enjoy the indoor pool and perks like free self parking.

Canad Inns Destination Centre Fort Garry

Fort Garry

per person

Sep 5 - Sep 8

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Winnipeg (YWG)

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Bring the family and enjoy the children's pool, waterslide, and kid-friendly dining. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

Canad Inns Destination Centre Club Regent Casino Hotel

Transcona

per person

Sep 5 - Sep 8

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Winnipeg (YWG)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, express check-out, and dry cleaning are also offered.

Humphry Inn & Suites

Downtown Winnipeg

per person

Sep 5 - Sep 8

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Winnipeg (YWG)

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast and free WiFi. Traveling for business? Take advantage of the business center, express check-out, and conference space. There's a gym on site, and a 24-hour front desk and dry cleaning are also provided.

Canad Inns Destination Centre Transcona

Transcona

per person

Sep 5 - Sep 8

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Winnipeg (YWG)

This eco-certified hotel includes 2 restaurants, an indoor pool, and a hot tub. Bring the family and enjoy the free kid's club, children's pool, and kid-friendly dining. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

Top Winnipeg hotels deals

Victoria Inn Hotel and Convention Centre Winnipeg

1808 Wellington Ave, Winnipeg, MB

Free Cancellation

Reserve now, pay when you stay

Get rates

Free water park access, a gym, and a restaurant are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the indoor pool and perks like free WiFi and a free airport shuttle.

Pool

Hot Tub

Lakeview Signature, Trademark Collection by Wyndham

1999 Wellington Ave, Winnipeg, MB

$121 nightly

$143 total

Aug 8 - Aug 9

Total includes taxes and fees

This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a 24-hour gym on site, and a 24-hour front desk and a snack bar/deli are also provided.

Free airport shuttle

Pet friendly

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

222 Broadway, Winnipeg, MB

Free Cancellation

Reserve now, pay when you stay

$131 nightly

$155 total

Aug 3 - Aug 4

Total includes taxes and fees

A full-service spa, 2 restaurants, and a 24-hour gym are all featured at this eco-certified hotel. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. There's a bar/lounge on site, and concierge services and wedding services are also provided.

Spa

Pet friendly

Alt Hotel Winnipeg

310 Donald Street, Winnipeg, MB

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$163 total

Aug 7 - Aug 8

Total includes taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.

Pet friendly

Free WiFi

Humphry Inn & Suites

260 Main Street, Winnipeg, MB

Free Cancellation

Reserve now, pay when you stay

Get rates

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast and free WiFi. Traveling for business? Take advantage of the business center, express check-out, and conference space. There's a gym on site, and a 24-hour front desk and dry cleaning are also provided.

Breakfast included

Free WiFi

Canad Inns Destination Centre Club Regent Casino Hotel

1415 Regent Ave W, Winnipeg, MB

Free Cancellation

Reserve now, pay when you stay

$145 nightly

$171 total

Aug 4 - Aug 5

Total includes taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, express check-out, and dry cleaning are also offered.

Parking included

Free WiFi

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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

Canadian Museum for Human Rights

4.5/5(82 reviews)

You can spend an afternoon browsing the exhibits at Canadian Museum for Human Rights in Winnipeg. Stroll along the riverfront or attend a sporting event in the area.

Assiniboine Park

5/5(5 reviews)

Explore the great outdoors at Assiniboine Park, a lovely green space in Winnipeg. Amble around the area's riverfront or attend a sporting event.

Polo Park

4.5/5(79 reviews)

You can browse for the perfect souvenirs at Polo Park during your trip to Winnipeg. Stroll along the riverfront or attend a sporting event in the area.

Frequently asked questions

How much are vacation packages to Winnipeg?

With Travelocity vacation packages, you can experience the sights and sounds of Winnipeg for as little as $525. Flights, tours and hotels — we've got it covered. You'll save tons just by combining your bookings together. And with everything taken care of before you set off, you can sit back, relax and not worry about a thing.

How long should my Winnipeg vacation be?

The majority of people choose to spend roughly 2 nights in Winnipeg, but it's ultimately up to you. If you'd like to head out and explore all the wonderful things this location has waiting for you, why not hang around another few nights?

Where can I get the best vacation package deals for Winnipeg?

For an excellent package deal to Winnipeg, nothing compares to Travelocity. Pick from as many as 400 airlines and 1,000,000 properties worldwide to create the ideal trip — it's as easy as that.

Why should I book my Winnipeg vacation package via Travelocity?

Savings, support and a stress-free booking are just the beginning. Enjoy a fulfilling travel experience knowing you can rely on our team of customer support experts around-the-clock. With the Travelocity Price Match Guarantee, you can rest easy knowing you'll always get the best deal available.

Will I save money on my Winnipeg car rental if I combine it with a hotel or flight?

You certainly can with our Winnipeg vacation packages. With one of these, there are loads of ways to stretch your vacation budget further. Combine any two or more car, hotel, flight and tour bookings and watch your savings start to pile up. With your own set of wheels, all the popular attractions in and around Winnipeg are a fun road trip away.

Which airport is best for Winnipeg?

That would be Winnipeg James Armstrong Richardson Intl. Airport (YWG), approximately 6 mi northwest of central Winnipeg.

What is there to do in Winnipeg?

You'll notice a certain magic in the air as you roam the streets of Winnipeg. University of Winnipeg and Outlet Collection Winnipeg are just two famous sights that entice visitors to this wonderful city, so add them to your travel itinerary.

Where should I stay when visiting Winnipeg?

Many visitors opt to spend their nights at the Holiday Inn Winnipeg-Airport West, an IHG Hotel. It's sure to be a good base for your Winnipeg escape.