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.
Motel San Diego - In San Diego (Pacific Beach)

Motel San Diego - In San Diego (Pacific Beach)

2 out of 5
Pacific Beach
Save 100% on your flight
per person
Aug 21 - Aug 27
found 8 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
7/10 Good! (396 reviews)
From the moment I arrived, I was blown away by the warm welcome and exceptional service. The staff went above and beyond to make sure everything was perfect—friendly, professional, and always ready to help with a smile. The hotel itself was spotless, beautifully designed, and incredibly comfortable. Every detail felt thoughtfully taken care of, from the cozy rooms to the little touches that made it feel like home. The amenities were top-notch, and the atmosphere was peaceful and relaxing. I can’t recommend this place enough—whether you’re staying for business or a getaway, this hotel and its wonderful team will exceed your expectations. I’ll definitely be coming back!

Reviewed on Jul. 14, 2025

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Save 100% on your flight
per person
Oct 5 - Oct 11
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to San Diego (SAN)
8.4/10 Very Good! (1,488 reviews)
Our room was way too small and I was less than pleased with the amenities charge, especially since there wasn’t even a pool. Staff was exceptionally nice.

Reviewed on Jul. 14, 2025

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
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.2/10 Very Good! (1,310 reviews)
The room was absolutely beautiful! Great beds with perfect linens. The pools were amazing! Thank you!

Reviewed on Jul. 14, 2025

Omni La Costa Resort & Spa Carlsbad

Omni La Costa Resort & Spa Carlsbad

4 out of 5
La Costa
Save 100% on your flight
per person
Sep 19 - Sep 24
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to San Diego (SAN)
8.2/10 Very Good! (1,010 reviews)
It's a beautiful property.

Reviewed on Jul. 14, 2025

Barsala City Villas

Barsala City Villas

2.5 out of 5
Downtown San Diego
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
No reviews

Windsor Hills Hotel Deals

Handlery Hotel
Handlery Hotel
3.5 out of 5
950 Hotel Cir N, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Jul 21 to Jul 22
CA $152
CA $175 total
Jul 21 - Jul 22
includes taxes & fees
8/10 Very Good! (1,862 reviews)
"Easy access and location to attractions"

Reviewed on Jul. 12, 2025

Handlery Hotel
Wyndham San Diego Bayside
Wyndham San Diego Bayside
4 out of 5
1355 N Harbor Drive, San Diego, CA
The price is CA $208 per night from Jul 21 to Jul 22
CA $208
CA $281 total
Jul 21 - Jul 22
includes taxes & fees
8.2/10 Very Good! (5,718 reviews)
"Enjoyed it."

Reviewed on Jul. 12, 2025

Wyndham San Diego Bayside
Marriott Marquis San Diego Marina
Marriott Marquis San Diego Marina
4 out of 5
333 W Harbor Dr, San Diego, CA
The price is CA $319 per night from Jul 27 to Jul 28
CA $319
CA $432 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,748 reviews)
"Very nice hotel"

Reviewed on Jul. 13, 2025

Marriott Marquis San Diego Marina
See all 7,851 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 $622. 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 $102
per adult
82% of travellers recommend
LEGOLAND® California Resort
San Diego City Lights Night Tour

San Diego City Lights Night Tour

CA $63
per adult
96% 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
86% 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.