Regional District of Okanagan-Similkameen Vacation Packages

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Your Regional District of Okanagan-Similkameen Vacation

Answer the call of adventure with a tailor-made vacation package to Regional District of Okanagan-Similkameen. Wherever your travels lead and whatever you have planned, prepare to experience a destination that'll make you truly feel alive. Your trip to Regional District of Okanagan-Similkameen wouldn't be complete without exploring some of its best cities, starting with Penticton. Some of the top attractions here include Skaha Beach and Okanagan Beach. Osoyoos is another favourite with Regional District of Okanagan-Similkameen travellers. Visitors to this destination love Burrowing Owl Estate Winery and Osoyoos Lake. Whether you plan to travel for a couple of days or a couple of weeks, Expedia are here to help you tailor-make your next dream Regional District of Okanagan-Similkameen vacation.

Top vacation destinations in Regional District of Okanagan-Similkameen

A town by a lake surrounded by hills.
FlightsFlightsHotelsHotels

Osoyoos

Osoyoos

Top Regional District of Okanagan-Similkameen Vacation Deals

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

Sandman Hotel Vernon

3 out of 5
Downtown Vernon
Price was CA $605, price is now CA $451 per person
CA $451
per person
Jan 7 - Jan 11
found 16 hours ago
Roundtrip flight included
Edmonton (YEA) to Kelowna (YLW)
7.8/10 Good! (1,006 reviews)

Vineyard Views

Vineyard Views

4 out of 5
Save 100% on your flight
Price was CA $11,300, price is now CA $9,057 per person
CA $9,057
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Kelowna (YLW)
No reviews

The Royal Kelowna

The Royal Kelowna

4 out of 5
Kelowna Central Business District
Price was CA $981, price is now CA $802 per person
CA $802
per person
Dec 24 - Dec 27
found 11 hours ago
Roundtrip flight included
Edmonton (YEA) to Kelowna (YLW)
9.2/10 Wonderful! (1,004 reviews)
Great! Amazing let’s gooooo

Reviewed on Nov 3, 2026

Best Western Pacific Inn

Best Western Pacific Inn

3 out of 5
Price was CA $585, price is now CA $480 per person
CA $480
per person
Jan 7 - Jan 11
found 16 hours ago
Roundtrip flight included
Edmonton (YEA) to Kelowna (YLW)
8.4/10 Very good! (1,001 reviews)
Everything was good, great value

Reviewed on Nov 2, 2026

Regional District of Okanagan-Similkameen Hotel Deals

Walnut Beach Resort

Walnut Beach Resort

4 out of 5
4200 Lakeshore Dr Osoyoos BC
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Nov 18 to Nov 19
CA $147
CA $170 total
Nov 18 - Nov 19
includes taxes & fees
Walnut Beach Resort
Sandman Hotel Penticton

Sandman Hotel Penticton

3 out of 5
939 Burnaby Ave W Penticton BC
Fully refundableReserve now, pay when you stay
The price is CA $103 per night from Nov 4 to Nov 5
CA $103
CA $121 total
Nov 4 - Nov 5
includes taxes & fees
Sandman Hotel Penticton
Watermark Beach Resort

Watermark Beach Resort

4 out of 5
15 Park Place Osoyoos BC
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Nov 4 to Nov 5
CA $155
CA $180 total
Nov 4 - Nov 5
includes taxes & fees
9.6/10 Exceptional! (1,400 reviews)
"Convenient location when visiting Osoyoos and the south Okanagan wine country. Friendly and helpful staff members. Room was clean, quiet, comfortable, very spacious, and well-equipped. No additional charges for wi-fi and parking."

Reviewed on Nov 2, 2026

Watermark Beach Resort
See all 619 properties in Regional District of Okanagan-Similkameen
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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All Inclusive Vacations
Beach Vacations
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Family Vacations
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Frequently asked questions

How much does a Regional District of Okanagan-Similkameen vacation package cost?
Be ready to book, because a getaway to Regional District of Okanagan-Similkameen starts from only CA $451. When you bundle your flights, hotels and car rentals into a package, you'll enjoy great deals.
How do I get a cheap travel package to Regional District of Okanagan-Similkameen?
Just think of all the awesome things you could do in Regional District of Okanagan-Similkameen with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your travel bookings into a Regional District of Okanagan-Similkameen vacation package. You have loads of choice with Expedia too. In fact, you can select from more than 550 airlines and 1,000,000 hotel options throughout the world. Whether you're taking a vacation with the whole family or flying solo, planning a getaway to Regional District of Okanagan-Similkameen is better with a package.
What are the top hotels in Regional District of Okanagan-Similkameen?
Check out Hotel Kelowna & Conference Centre and Hampton Inn & Suites by Hilton Kelowna Airport. They're the first choice for many travelers headed to Penticton. If Osoyoos is on your itinerary, Four Points by Sheraton Kelowna Airport and The Royal Anne Hotel are popular options.
How far in advance should I book my Regional District of Okanagan-Similkameen vacation?
Search Expedia to compare airfares as soon as you've got your travel dates. You can generally purchase a ticket up to a year prior to departure. If it's too early for your preferred air carrier, or you're booking late, fear not. Cheap fares to Regional District of Okanagan-Similkameen sometimes occur just weeks before departure.
What does an Expedia Regional District of Okanagan-Similkameen travel package include?
From flights and hotels to rental cars, Expedia can help you craft a Regional District of Okanagan-Similkameen package that's perfect for you. Heading away for a week or two? Check out a hotel, flight and rental car bundle. If you can only manage a quick getaway, a hotel and flight deal may be more your style. Activities can also be added after you've booked. Our packages make it simple to save and plan.
What should I know before booking a Regional District of Okanagan-Similkameen travel package?
Whether it's relaxation or adventure you're craving, a Regional District of Okanagan-Similkameen vacation package lets you plan your escape your way. Plus, you'll score great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Regional District of Okanagan-Similkameen Expedia vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you certainly can. Simply choose the airline you want and create the perfect Regional District of Okanagan-Similkameen trip.
If I'm not able to travel, can I cancel my Regional District of Okanagan-Similkameen vacation package?
Don't worry if you're rethinking your Regional District of Okanagan-Similkameen vacation package — it's possible to cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We understand life can throw the occasional spanner in the works, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

Stay near popular Regional District of Okanagan-Similkameen attractions

A resort with a swimming pool, outdoor seating, and a vineyard.

Burrowing Owl Estate Winery

9.0/10 (224 reviews)
You can enjoy a tasting or tour at Burrowing Owl Estate Winery during your travels to Oliver. Wander the lakeside and beautiful beaches in this relaxing area.
See properties

What to do in Regional District of Okanagan-Similkameen

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
Picture 1 for Activity Kelowna: Sunset Sip Wine Tour

Kelowna: Sunset Sip Wine Tour

CA $159
per adult
Kelowna: Sunset Sip Wine Tour
Kelowna: East Kelowna Half Day Guided Wine Tour

Kelowna: East Kelowna Half Day Guided Wine Tour

CA $159
per adult
Kelowna: East Kelowna Half Day Guided Wine Tour
See all activities in Regional District of Okanagan-Similkameen
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.