Winchester Holidays from AU$1,521

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Your Winchester Holiday

There's no better way to escape than with one of our holiday packages to Winchester. The rich history and spectacular views are a couple of the compelling reasons to stay in this interesting city. Any trip to Winchester needs a well-crafted itinerary. Fill yours with famous sights like Diamond Valley Lake Marina, Menifee Lakes Golf Course and Western Science Centre. Check out Expedia's wide range of travel options and book your ultimate holiday to Winchester today.

The Latest Winchester Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Per La, Autograph Collection

Hotel Per La, Autograph Collection

4 out of 5
Downtown Los Angeles
per person
24 May - 28 May
found 1 day ago
Return direct flight included
Sydney (SYD) to Los Angeles (LAX)
9/10 Wonderful! (754 reviews)
The only downside was there was filming going on and we did not have access to the main lobby, restaurant or bar. We were looking forward to enjoying the gorgeous interior. Otherwise our stay was great and the staff were wonderful!

Reviewed on 11 Mar. 2025

1 Hotel West Hollywood

1 Hotel West Hollywood

5 out of 5
West Hollywood
per person
24 May - 28 May
found 1 day ago
Return direct flight included
Sydney (SYD) to Los Angeles (LAX)
8.6/10 Excellent! (812 reviews)
Always enjoy my stay at the 1Hotel West Hollywood. The staff is always so kind, it’s close to everything in this area! I was solo on this trip, and felt so safe during the entire stay!!

Reviewed on 17 Feb. 2025

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
per person
24 May - 28 May
found 6 hours ago
Return direct flight included
Sydney (SYD) to Los Angeles (LAX)
8.4/10 Very Good! (1,001 reviews)
The location was ok but it was very noisy. Did not have food option and parking was very expensive.

Reviewed on 3 Mar. 2025

The Dixie Hollywood

The Dixie Hollywood

3 out of 5
Hollywood
per person
1 May - 7 May
found 1 day ago
Return direct flight included
Melbourne (MEL) to Los Angeles (LAX)
7.2/10 Good! (1,007 reviews)
Great place to stay near the metro. Grocery store and restaurants close by. Didn’t like paying $25 to park. Should be free.

Reviewed on 28 Feb. 2025

Omni Los Angeles Hotel at California Plaza

Omni Los Angeles Hotel at California Plaza

4.5 out of 5
Downtown Los Angeles
per person
24 May - 28 May
found 1 day ago
Return direct flight included
Sydney (SYD) to Los Angeles (LAX)
9.2/10 Wonderful! (2,242 reviews)
Close from many museums, restaurants .

Reviewed on 8 Mar. 2025

Winchester Holiday

Winchester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
San Bernardino, CA (SBD-San Bernardino Intl.)
Population
2,500
Max Temp Winter
18ºC
Max Temp Summer
32ºC
Top Sights
Wilson Creek Winery, Ponte Winery and Wiens Cellars

Our pick of the best 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 AU$233 per night from 26 Mar to 27 Mar
AU$233
includes taxes & fees
26 Mar - 27 Mar
8.6/10 Excellent! (2,969 reviews)
"Liked"

Reviewed on 9 Mar. 2025

Pala Casino Spa And Resort
Hotel Xola
Hotel Xola
2.5 out of 5
24630 Sunnymead Boulevard, Moreno Valley, CA
The price is AU$121 per night from 7 Apr to 8 Apr
AU$121
includes taxes & fees
7 Apr - 8 Apr
7.8/10 Good! (906 reviews)
Liked it
"I liked this hotel for its comfort and because it was quiet. It did have some wear and tear that could be fixed."

Reviewed on 10 Mar. 2025

Hotel Xola
Pala Mesa Golf Resort
Pala Mesa Golf Resort
3.5 out of 5
2001 Old Highway 395, Fallbrook, CA
The price is AU$206 per night from 25 Mar to 26 Mar
AU$206
includes taxes & fees
25 Mar - 26 Mar
8.8/10 Excellent! (425 reviews)
Ordering at Resort restaurant
"I know it said no room services for food. But it did say can call to order for pick up. No menu was available in the room or online. And when I called to order the lady answered seemed not to be pleased that I was wanting to order from my room and just pick up. She was not helpful with the menu."

Reviewed on 8 Mar. 2025

Pala Mesa Golf Resort
See all 1,484 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Winchester holiday package cost?
You’ll find cheap prices from AU$1,521 on Expedia for your Winchester getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your holiday to Winchester costs.
What are the cheapest months to go to Winchester?
February, September and December are the best times to search for cheap Winchester holiday packages. Opting to travel in quieter periods means you’ll typically find reduced prices on flights and accommodation.
How many days is enough for Winchester?
With a well-organised itinerary, you can easily tick off the main Winchester sights in a few days. But if you prefer to discover lesser-known spots or take day trips, consider booking your Winchester holiday for longer.
How to find the best Winchester package deals?
Use Expedia’s handy filters to help you find some of the best Winchester package deals. When you begin your search, simply set your maximum budget and then order the results by “Price: low to high.” If you want to save, plan your escape for midweek, or search for Winchester package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it’s usually best to book your holiday package as early as possible.
Is it cheaper to book a Winchester holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging stays and flights separately. Better still, you can customise your Winchester getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Winchester?
Enjoy amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Winchester trip.
How to plan a trip to Winchester?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Winchester.
  2. Budget wisely: Besides the cost of your hotel, you’ll need to factor in other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Winchester.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you want to experience in Winchester. Then, estimate how long you’ll need for each, as well as any travel time.
  4. Bundle your accommodation and airfare: Once you’ve settled on your travel dates and duration, lock in the right Winchester holiday package for you.

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