Winchester Vacations from $321
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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.
The Latest Winchester vacation packages
Price found within the past 48 hours. Click for updated prices.
Anaheim Discovery Inn & Suites
Anaheim Resort
Save 100% on your flight
Price was $594, price is now $321 per person
$321
per person
Apr 7 - Apr 11
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
8.6/10 Excellent! (1,416 reviews)
Rooms where clean, staff were very friendly and nice, we got a Denny’s discount card with the room key, free parking and were able to extend the time on parking a couple hours past our check out time. This is an amazing deal for the price!
Reviewed on Jan 29, 2026
Tilt Hotel Universal/Hollywood, an Ascend Collection Hotel
Price was $776, price is now $382 per person
$382
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
7.6/10 Good! (1,000 reviews)
The staff was so kind and helpful. The room was comfortable and spacious. We had a great amount of hygiene amenities provided as well as extra towels when needed. The beds were very comfortable and the mini fridge was spacious with a small freezer in it. The kids loved the indoor pool, the only negative is that the pool is supposed to be heated, but it was not heated. All in all it was a great stay.
Reviewed on Jan 27, 2026
Paradise Point Resort & Spa
Mission Bay
Save 100% on your flight
Price was $835, price is now $468 per person
$468
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Diego (SAN)
8.6/10 Excellent! (2,326 reviews)
The room was very clean and the property is gorgeous! Staff was very kind and helpful.
Reviewed on Jan 26, 2026
SIRTAJ - Beverly Hills
South of Wilshire
Price was $700, price is now $407 per person
$407
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
8.4/10 Very Good! (1,001 reviews)
The staff were very nice and welcoming. The check in process was very simple and easy.
Reviewed on Jan 17, 2026
What to do in Winchester
Morning Hot Air Balloon Ride in Temecula Wine Country
$199
per adult
92% of travellers recommend
Winchester Hotel Deals
Pala Casino Spa And Resort
11154 Highway 76 Pala CA
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $152 total per night from Feb 9 to Feb 10
$152 total
Feb 9 - Feb 10
Total with taxes and fees
8.6/10 Excellent! (4,347 reviews)
Our room was spacious and the staff was great
Reviewed on Jan 26, 2026
Studio 6 Suites Perris, CA
480 S Redlands Ave Perris CA
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $76 total per night from Feb 4 to Feb 5
$76 total
Feb 4 - Feb 5
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
Very nice place. Great staff :)
Reviewed on Jan 24, 2026
Motel 6 Temecula, CA - Historic Old Town
41900 Moreno Rd Temecula CA
Fully refundableReserve now, pay when you stay
$51 nightly
The price is $57 total per night from Feb 8 to Feb 9
$57 total
Feb 8 - Feb 9
Total with taxes and fees
8.2/10 Very Good! (1,899 reviews)
No issues
Reviewed on Jan 25, 2026
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.
Find the Best Winchester Vacation Packages
Winchester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | San Bernardino, CA (SBD-San Bernardino Intl.) |
Population | 2,500 |
Top Sights | Wilson Creek Winery, Ponte Winery and Mulligan Family Fun Center |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
