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.
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Price was CA $1,279, price is now CA $734 per person
CA $734
per person
May 4 - May 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.4/10 Very Good! (1,627 reviews)
Nice solid room, nice shower, pleasant staff in an older but well keep hotel. Know there’s no onsite bar or dinning but that you’re downtown, steps from things.

Reviewed on Feb 14, 2026

Beach Village at The Del, LXR Hotels & Resorts

Beach Village at The Del, LXR Hotels & Resorts

5 out of 5
Historic Downtown Coronado
Price was CA $8,249, price is now CA $4,972 per person
CA $4,972
per person
Apr 3 - Apr 10
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
9.2/10 Wonderful! (118 reviews)
The room was spotless. The view was spectacular.

Reviewed on Feb 8, 2026

Coronado Beach Resort

Coronado Beach Resort

3 out of 5
Historic Downtown Coronado
Price was CA $2,223, price is now CA $1,360 per person
CA $1,360
per person
Apr 5 - Apr 12
found 6 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
9/10 Wonderful! (742 reviews)
Great time, room needed some upgrades.

Reviewed on Feb 13, 2026

Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

5 out of 5
Historic Downtown Coronado
Price was CA $4,644, price is now CA $3,063 per person
CA $3,063
per person
Apr 20 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
9.2/10 Wonderful! (109 reviews)
All was wonderful. Have to say that after making reservations two months in advance m, I was a bit disappointed in where we were placed. I should have said something when we check in but once I got over what I was expecting, the room location was okay but the room itself was over the top. We will go again but be a bit more vocal in our room placement. But this place comes with our strong recommendation to stay.

Reviewed on Dec 12, 2025

City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills

4.5 out of 5
Middletown
Price was CA $1,819, price is now CA $1,201 per person
CA $1,201
per person
May 9 - May 14
found 15 hours ago
Roundtrip flight included
Vancouver (YVR) to San Diego (SAN)
9.6/10 Exceptional! (101 reviews)
Very clean, quiet, walking distance to great food

Reviewed on Feb 2, 2026

Windsor Hills Hotel Deals

Paradise Point Resort & Spa

Paradise Point Resort & Spa

4 out of 5
1404 Vacation Rd San Diego CA
The price is CA $212 per night from Mar 1 to Mar 2
CA $212
CA $316 total
Mar 1 - Mar 2
includes taxes & fees
8.6/10 Excellent! (2,414 reviews)
Amazing

Reviewed on Feb 11, 2026

Paradise Point Resort & Spa
Hard Rock Hotel San Diego

Hard Rock Hotel San Diego

4 out of 5
207 5th Ave San Diego CA
Fully refundableReserve now, pay when you stay
The price is CA $254 per night from Feb 15 to Feb 16
CA $254
CA $361 total
Feb 15 - Feb 16
includes taxes & fees
8.8/10 Excellent! (3,295 reviews)
Beautiful stay

Reviewed on Feb 10, 2026

Hard Rock Hotel San Diego
The DEXTRO Little Italy, BW Premier Collection

The DEXTRO Little Italy, BW Premier Collection

3 out of 5
1617 1st Avenue San Diego CA
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Feb 22 to Feb 23
CA $158
CA $183 total
Feb 22 - Feb 23
includes taxes & fees
8.8/10 Excellent! (1,051 reviews)
Nice hotel i would stay here again.

Reviewed on Feb 13, 2026

The DEXTRO Little Italy, BW Premier Collection
See all 8,086 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.
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Frequently asked questions

How much does a Windsor Hills vacation package cost?
From as little as CA $734. 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

San Diego Premier Bottomless Mimosa Brunch Cruise

City Cruises San Diego: Premier Bottomless Mimosa Brunch Cruise

CA $154
per adult
90% of travellers recommend
City Cruises San Diego: Premier Bottomless Mimosa Brunch Cruise
San Diego: Museum of Illusions Entry Ticket

San Diego: Museum of Illusions Entry Ticket

CA $48
per adult
80% of travellers recommend
San Diego: Museum of Illusions Entry Ticket
San Diego Old Town Trolley Hop-On Hop-Off Tour

San Diego Old Town Trolley Hop-On Hop-Off Tour

CA $75
per adult
94% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off Tour
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.