Winfield Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Winfield

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

Sonora Desert Inn

2.5 out of 5
Price was CA $583, price is now CA $427 per person
CA $427
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Penticton (YYF)
8.2/10 Very Good! (42 reviews)
I loved this place! So quiet and I appreciated the access to the kitchen!

Reviewed on Aug 29, 2025

The Royal Kelowna

The Royal Kelowna

4 out of 5
Kelowna Central Business District
Price was CA $2,083, price is now CA $1,495 per person
CA $1,495
per person
Jul 5 - Jul 10
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kelowna (YLW)
9.2/10 Wonderful! (1,006 reviews)
Great as always. Love to stay here. Easy check in Parking a little tight if you have a large vehicle. Can’t beat the pool on the roof

Reviewed on Apr 11, 2026

Cozy Cottage by the Lakeshore 4

Cozy Cottage by the Lakeshore 4

3 out of 5
Price was CA $1,919, price is now CA $1,420 per person
CA $1,420
per person
Jul 5 - Jul 10
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kelowna (YLW)
No reviews
Secluded Cabin on Lake Okanagan

Secluded Cabin on Lake Okanagan

3 out of 5
Price was CA $1,919, price is now CA $1,420 per person
CA $1,420
per person
Jul 5 - Jul 10
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kelowna (YLW)
No reviews
Spacious Lakefront Condo w Amazing View

Spacious Lakefront Condo w Amazing View

3.5 out of 5
Price was CA $1,727, price is now CA $1,289 per person
CA $1,289
per person
Jul 5 - Jul 10
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kelowna (YLW)
9/10 Wonderful! (2 reviews)
This is a beautiful, quiet space right on the water. You couldn’t get closer to the lake! The condo was spacious and had literally everything you might need for your stay. Multiple fans, a/c in living room and bedroom, a heater on the large deck, a fully stocked kitchen with appliances, spices, coffee - everything! My ONLY complaint which no one can possibly do anything about anyways is the hwy access and the steep, skinny, windy road down to the condos. At least it’s paved and does have some safeguards in it like a light to alert you someone is coming up or down. Overall this was a beautiful 4 day stay for our family of 4.

Reviewed on Sep 7, 2025

Winfield Hotel Deals

Lake Country Inn

Lake Country Inn

2 out of 5
10010 Highway 97 Lake Country BC
The price is CA $84 per night from Apr 13 to Apr 14
CA $84
CA $95 total
Apr 13 - Apr 14
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
Clean room good service

Reviewed on Apr 1, 2026

Lake Country Inn
Super 8 by Wyndham Lake Country/Winfield Area

Super 8 by Wyndham Lake Country/Winfield Area

2 out of 5
9564 Highway 97 North Lake Country BC
Fully refundableReserve now, pay when you stay
The price is CA $81 per night from Apr 20 to Apr 21
CA $81
CA $92 total
Apr 20 - Apr 21
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
Hotel is on a very busy street, access is troublesome.

Reviewed on Apr 12, 2026

Super 8 by Wyndham Lake Country/Winfield Area
Delta Hotels by Marriott Grand Okanagan Resort

Delta Hotels by Marriott Grand Okanagan Resort

4 out of 5
1310 Water St Kelowna BC
Fully refundableReserve now, pay when you stay
The price is CA $249 per night from Apr 19 to Apr 20
CA $249
CA $289 total
Apr 19 - Apr 20
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
Very nice facilities near all the popular restaurants

Reviewed on Apr 6, 2026

Delta Hotels by Marriott Grand Okanagan Resort
See all 980 properties in Winfield
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Winfield vacation package cost?
Custom make your Winfield package from as low as CA $427. Choose from any combination of flights, hotels and rental cars to craft the escape of your dreams. Don't forget to add on some activities and experiences!
How do I get a cheap travel package to Winfield?
Bundle your bookings with Expedia to save big bucks on your next trip. With more than 550 airlines and 1,000,000 properties worldwide, your Winfield vacation package can be customized exactly to suit your travel style. With all that extra cash, why not add some fun experiences and tours? It's an easy way to unlock even more savings. Your dream vacation in Winfield is much closer than you thought!
Where should I stay in Winfield?
With loads to explore in Winfield, we suggest you book a room in a hotel close to its attractions. Gray Monk Estate Winery, Intrigue Wines and Beasley Park are some top ones to add to your to-do list.
What are the top hotels in Winfield?
Get your trip off to a great start by locking in a room at Super 8 by Wyndham Lake Country/Winfield Area. It's one of most popular properties in Winfield. Another top option is Lake Country Inn.
How far in advance should I book my Winfield vacation?
Be rewarded with the widest variety at the cheapest prices by booking your Winfield vacation early. Airlines usually sell flights around 12 months in advance, so start your planning as soon as you can. That being said, Expedia is committed to providing you with the best bargains around, so it's never a bad time to book your dream vacation!
What does an Expedia Winfield travel package include?
Flights, hotels and rental cars — we have them well covered. With Expedia, you can create your Winfield package your way. All you have to do is determine what you need. Once you've made your booking, you can add on fun things like experiences and activities. The more you bundle, the bigger the savings!
What should I know before booking a Winfield travel package?
You'll save plenty with an Expedia travel package. Combine your flights, rental cars and hotels and score exciting discounts. You're not restricted to hotels, however. Book with us and take your pick of island villas, creek-side mountain cabins and just about everything in between!
Can I choose my airline with a Winfield Expedia vacation package?
You can, and with more than 550 airlines to select from around the world, you have plenty of choice. Look through the available options and find out which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Winfield vacation package?
Your situation can change without warning, so yes. You may be able to change or cancel your Winfield vacation package for free within 24 hours of booking. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, hotel or airline may impose a fee. Need more information? Check out our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Winfield

Gray Monk Estate Winery

5/5(3 reviews)

You can enjoy a tasting or tour at Gray Monk Estate Winery during your travels to Lake Country. Attend a sporting event or simply enjoy the wineries while you're in the area.

Gray Monk Estate Winery

Ex Nihilo Winery

You can enjoy a tasting or tour at Ex Nihilo Winery during your travels to Lake Country. Attend a sporting event or simply enjoy the wineries while you're in the area.

Ex Nihilo Winery

Intrigue Wines

You can enjoy a tasting or tour at Intrigue Wines during your travels to Lake Country. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Intrigue Wines

Things to do

Kelowna: Walking Food Tour with 7 Tastings and 4 Drinks

Kelowna: Walking Food Tour with 7 Tastings and 4 Drinks

CA $122
per adult
100% of travellers recommend
Kelowna: Walking Food Tour with 7 Tastings and 4 Drinks
Kelowna: #1 Rated Walking Food Tour with 7 Tastings and 4 Drinks

Kelowna: #1 Rated Walking Food Tour with 7 Tastings and 4 Drinks

CA $120
per adult
100% of travellers recommend
Kelowna: #1 Rated Walking Food Tour with 7 Tastings and 4 Drinks
Sparkling Hill Full Day Guided Wine Tour with 5 Wineries

Sparkling Hill Full Day Guided Wine Tour with 5 Wineries

CA $189
per adult
Sparkling Hill Full Day Guided Wine Tour with 5 Wineries
See all activities in Lake Country

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.