Winchester Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Betsy Wood
Choose two or more items and save on your trip:
    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Winchester Vacation

From its rich history to its spectacular views and beyond, there's loads to like about Winchester. Discover the wonders of this interesting city with a Winchester vacation package that's made for you. You'll want to do a little exploring during your trip to Winchester. Don't miss major attractions such as Menifee Lakes Golf Course, Diamond Valley Lake Marina and Western Science Center. Don't put off your visit to this city any longer. Your dream Winchester vacation is a couple of clicks away with Expedia.

Top Winchester Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sunshine Motel

Sunshine Motel

2.5 out of 5
Save 100% on your flight
per person
Jun. 19 - Jun. 23
Roundtrip flight included
Edmonton (YEG) to Ontario (ONT)
7.2/10 Good! (12 reviews)
Thankfully, the bedsheets were clean except for the stray hair. The motel is occupied by permanent residence who are coming and going at all hours with sketchy looking people loitering about. Walls are paper sin and you can hear conversations from every direction. The towels were dirty. Being the cheapest option around you certainly get what you pay for but honestly anything more than $50 is too much for this motel. For a few dollars more I’m sure you’re overnight experience will be a lot better at Motel 6 and I recommend doing so. Not a place to bring your family.

Reviewed on Feb. 12, 2024

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
per person
Jun. 28 - Jul. 1
Roundtrip flight included
Edmonton (YEG) to San Diego (SAN)
8.2/10 Very Good! (1,328 reviews)
Excellent location, great staff. Wireless internet could be better.

Reviewed on May 16, 2024

Glendale Hotel

Glendale Hotel

2.5 out of 5
Somerset
per person
Jul. 23 - Jul. 30
Roundtrip flight included
Edmonton (YEG) to Los Angeles (LAX)
8.4/10 Very Good! (1,328 reviews)
I was pleased with my stay.

Reviewed on May 15, 2024

Fairmont Miramar Bungalows

Fairmont Miramar Bungalows

5 out of 5
North of Wilshire
per person
Jul. 17 - Jul. 24
Roundtrip flight included
Toronto (YYZ) to Los Angeles (LAX)
6.8/10 (7 reviews)
Outstanding property for dog-travellers. Would do the Bungalows again, how many hotels have this much outdoor walking area?

Reviewed on Dec. 27, 2022

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
Jul. 20 - Jul. 27
Roundtrip flight included
Vancouver (YVR) to San Diego (SAN)
7.8/10 Good! (1,002 reviews)
We loved it here! It was so nice and quiet! Such a great staycation! So Family friendly and so much to do. There was a kitchen which was so useful and they were stocked with pots/pans/playes/cups/utensils and even grill amenities. It has a toaster, microwave, fridge, and coffee maker. Also has a little closet in the hallway with a broom/vacuum/iron/ironboard. The bathroom was pretty big with good water pressure and stocked with shampoo/conditioner/bodywash. Would definitely recommend! And would definitely stay again I wish check in time was earlier and check out was a little later to enjoy more but we did love the two pools and splash pad. So fun for the kids and us adults!

Reviewed on May 16, 2024

Winchester Hotel Deals

Pala Casino Spa And Resort
Pala Casino Spa And Resort
4 out of 5
11154 Highway 76, Pala, CA
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from May 28 to May 29
CA $213
CA $231 total
includes taxes & fees
May 28 - May 29
8.6/10 Excellent! (1,090 reviews)
"The property has lots of garage parking and is easy to navigate. The kids were disappointed that they couldn't use the pools, but they allowed us to use the pool at the RV park next door. Not as nice but was a decent alternative."

Reviewed on May 16, 2024

Pala Casino Spa And Resort
Signature Temecula
Signature Temecula
3 out of 5
28980 Old Town Front St., Temecula, CA
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Jun. 2 to Jun. 3
CA $99
CA $111 total
includes taxes & fees
Jun 2 - Jun 3
8.4/10 Very Good! (1,262 reviews)
"For the price point it was an excellent stay. Check in was quick and easy. Plenty of parking. Easy access to the freeway and old town. The room was big. The couch was a little too soft and I sunk right in to it. The bed wasn’t the most comfortable I’ve ever had, but wasn’t the worst either. Overall ..."

Reviewed on May 15, 2024

Signature Temecula
Soboba Casino Resort
Soboba Casino Resort
3.5 out of 5
22777 Soboba Road, San Jacinto, CA
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from May 29 to May 30
CA $146
CA $161 total
includes taxes & fees
May 29 - May 30
9.2/10 Wonderful! (1,002 reviews)
"Great views and nice rooms for very reasonable prices."

Reviewed on May 16, 2024

Soboba Casino Resort
See all 1,430 properties in Winchester
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Winchester vacation package cost?
From as low as CA $575. Yes, you read that correctly. Our Winchester vacation packages are a great way to stretch your budget further. Combine your hotels, flights and rental car and get to know this vibrant destination.
How do I get a cheap travel package to Winchester?
You’ll save big if you combine your flights, car rentals and hotels into a Winchester vacation package. Sometimes cheap means fewer choices. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 properties globally, which means you’ll always have plenty of variety to choose from. Want to save even more? Add some popular activities to your package deal to unlock even more bargains! After all, travel is about more than just getting to your destination.
How far in advance should I book my Winchester vacation?
To bag cheap prices, book as soon as you can. Airlines typically release flights, along with some of the lowest fares, up to 12 months prior to departure. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you’ve decided on a last-minute getaway in Winchester, there are always lots of great deals on Expedia. Book your escape today!
What does an Expedia Winchester travel package include?
Hotels, flights and car rentals — we connect you to the very best deals. All you’ll have to do is figure out your preferred combination. Once you’ve made your booking, you can add on the exciting stuff like sightseeing activities. Our travel packages make it easy to create an unforgettable Winchester trip.
What should I know before booking a Winchester travel package?
You can save a tidy sum by combining your flights, hotels and rental cars. Once you’ve created your package, you can add on things like tours and activities. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Winchester Expedia vacation package?
With a vacation package, you’re the one in charge. Whether you’re hoping to fly to Winchester in economy or business class, simply choose from the available airline options. Expedia has access to over 550 airline partners globally.
If I'm not able to travel, can I cancel my Winchester vacation package?
Don’t stress if you’re rethinking your Winchester vacation package — you can cancel or amend your booking. And if you’ve booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We totally understand life can sometimes throw a spanner in the works, so head to our Customer Service Portal if that happens. When you’re ready to make changes, we’re ready to help.

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.