Windsor Hills Vacation Packages

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Top Holiday Package Deals in Windsor Hills

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at The Welk, San Diego Area

Hyatt Vacation Club at The Welk, San Diego Area

3.5 out of 5
Lawrence Welk Resort Village
Price was CA $1,217, price is now CA $682 per person
CA $682
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
8.2/10 Very Good! (1,429 reviews)
Loved the pool options

Reviewed on Sep. 8, 2025

Sand Castle Inn

Sand Castle Inn

2.5 out of 5
Price was CA $1,369, price is now CA $785 per person
CA $785
per person
Oct 27 - Oct 31
found 7 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
8.2/10 Very Good! (480 reviews)
Conveniently located. Spacious room. Best quality and pricing combination in Imperial Beach.

Reviewed on Sep. 9, 2025

Alila Marea Beach Resort Encinitas, a Hyatt Luxury Resort

Alila Marea Beach Resort Encinitas, a Hyatt Luxury Resort

5 out of 5
Price was CA $1,775, price is now CA $1,098 per person
CA $1,098
per person
Nov 12 - Nov 15
found 20 hours ago
Roundtrip flight included
Calgary (YYC) to San Diego (SAN)
8.8/10 Excellent! (207 reviews)
Everything was excellent as advertised.

Reviewed on Aug. 11, 2025

Coronado Beach Resort

Coronado Beach Resort

3 out of 5
Historic Downtown Coronado
Price was CA $1,182, price is now CA $751 per person
CA $751
per person
Oct 27 - Oct 31
found 7 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
9/10 Wonderful! (723 reviews)
Location is everything! But then there’s the live parrot to greet you, they will accommodate if you get there early, have happy hour, free shuttle to luxury resort also free with yet another awesome beach, good eats, good shopping, good vibes! The room is spacious and thoughtful with a jetted tub, kitchenette and dining room table. The people are so nice! And everything you need for the beach…towels, backpack chairs, toys, and a wagon! Just bring sunscreen. The worst part is I am spoiled and can no longer stay anywhere else but Coronado Beach Resort!

Reviewed on Sep. 7, 2025

Beach Terrace

Beach Terrace

3.5 out of 5
Price was CA $3,043, price is now CA $1,939 per person
CA $1,939
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
9.4/10 Exceptional! (1,000 reviews)
Wonderful boutique hotel! Thank you Beach Terrace.

Reviewed on Sep. 7, 2025

Windsor Hills Hotel Deals

Manchester Grand Hyatt San Diego

Manchester Grand Hyatt San Diego

4 out of 5
1 Market Pl, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is CA $330 per night from Sep 12 to Sep 13
CA $330
CA $457 total
Sep 12 - Sep 13
includes taxes & fees
Manchester Grand Hyatt San Diego
Wyndham San Diego Bayside

Wyndham San Diego Bayside

4 out of 5
1355 N Harbor Drive, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Sep 12 to Sep 13
CA $210
CA $278 total
Sep 12 - Sep 13
includes taxes & fees
Wyndham San Diego Bayside
Palihotel San Diego Gaslamp Quarter

Palihotel San Diego Gaslamp Quarter

4 out of 5
830 Sixth Avenue, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Sep 21 to Sep 22
CA $148
CA $171 total
Sep 21 - Sep 22
includes taxes & fees
Palihotel San Diego Gaslamp Quarter
See all 8,016 properties in Windsor Hills
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 Windsor Hills vacation package cost?
From as little as CA $682. Yes, you read that correctly. Our Windsor Hills vacation packages are a simple way to make your budget stretch further. Combine your hotels, flights and car rentals and explore this fabulous destination.
How do I get a cheap travel package to Windsor Hills?
Booking a Windsor Hills vacation package with Expedia is one of the easiest ways to save. We offer access to over 550 partner airlines and 1,000,000 hotels around the world. With such a fantastic range to pick from, you'll have no trouble putting together your dream escape.
Where should I stay in Windsor Hills?
There's loads to explore in Windsor Hills, so spend your nights close to its top attractions and spend more time sightseeing. Mount Helix Park is one place to put on your to-do list.
What are the top hotels in Windsor Hills?
Romantic View Home Centrally Located In Windsor Hills is one of Windsor Hills's leading properties. Check in to a room here and you'll be able to slumber peacefully knowing you're in good hands.
How far in advance should I book my Windsor Hills vacation?
It can be tricky to know exactly when is the perfect time to book your Windsor Hills vacation. But generally the earlier you book, the more affordable the prices. In some cases, you can secure your flights and hotels nearly 12 months prior to your departure date. If you're hoping for a last-minute getaway, no need to fret! There are great deals advertised on Expedia every day.
What does an Expedia Windsor Hills travel package include?
It all comes down to what sort of trip you have in mind. Windsor Hills vacation deals can include car rentals, flights and hotels. You can mix and match to find the package that suits you. You can also add on activities and experiences after you've booked to score even bigger discounts.
What should I know before booking a Windsor Hills travel package?
A travel package can be easier on the wallet than separately booking all you need for your escape. For example, combine your hotels, flights and rental cars and score impressive savings. Whatever your vacation plans, there's bound to be a package that best suits your budget.
Can I choose my airline with a Windsor Hills Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You can pick and choose your flights, hotels and more. We have access to more than 550 partner airlines all over the world, so you have lots of choice when arranging your Windsor Hills trip.
If I'm not able to travel, can I cancel my Windsor Hills vacation package?
Plans can change in a flash, so yes, you can. You may be able to cancel or change your Windsor Hills vacation package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still make changes, but your car rental company, airline or hotel may charge a fee. Want more information? Have a look at our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

Things to do

LEGOLAND® California Resort

LEGOLAND® California Resort

CA $109
per adult
82% of travellers recommend
LEGOLAND® California Resort
San Diego City Lights Night Tour

San Diego City Lights Night Tour

CA $60
per adult
94% of travellers recommend
San Diego City Lights Night Tour
San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway

San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway

CA $170
per adult
88% of travellers recommend
San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway
See all activities in La Mesa
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.