Winchester Vacations from $346
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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.
Quiet Mind Mountain Lodge, Retreat and Spa
Save 100% on your flight
Price was $690, price is now $346 per person
$346
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Diego (SAN)
9.2/10 Wonderful! (558 reviews)
The room has a nice calm and peaceful vibe. Overall, liked the stay.
Reviewed on Nov 25, 2025
Fleur Noire Hotel - 21 and Over
Uptown Design District
Price was $1,094, price is now $500 per person
$500
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Los Angeles (LAX)
9.6/10 Exceptional! (870 reviews)
Had a great time, perfect for girls trips.
Reviewed on Nov 25, 2025
Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms
Hollywood
Price was $1,180, price is now $548 per person
$548
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
9.2/10 Wonderful! (80 reviews)
This apartment was perfect for what we needed. It is central to many parts so you could walk if you wanted. We did rent a car so it was great that free parking for 2 spots was available. It was clean and had everything we needed for our short stay. I'd likely come and stay again when I am back in the area
Reviewed on Nov 10, 2025
Balboa Inn, On the Beach
Balboa Peninsula
Save 100% on your flight
Price was $1,650, price is now $842 per person
$842
per person
Feb 17 - Feb 22
found 17 hours ago
Roundtrip flight included
New York (NYC) to Orange County (SNA)
7.8/10 Good! (1,001 reviews)
yes, and SUPER NICE front desk.
Reviewed on Nov 6, 2025
What to do in Winchester
Morning Hot Air Balloon Ride in Temecula Wine Country
$179
per traveler
90% of travellers recommend
Temecula Valley Wine Tour with Tastings & Lunch Included
$169
per adult
100% of travellers recommend
Winchester Hotel Deals
Pala Casino Spa And Resort
11154 Highway 76 Pala CA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $132 total per night from Dec 8 to Dec 9
$132 total
Dec 8 - Dec 9
Total with taxes and fees
8.6/10 Excellent! (4,139 reviews)
My wife and I did a mini getaway for 1 night stay for her birthday and it was amazing room really spacious. Definitely will stay again
Reviewed on Nov 28, 2025
Studio 6 Suites Perris, CA
480 S Redlands Ave Perris CA
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $85 total per night from Dec 7 to Dec 8
$85 total
Dec 7 - Dec 8
Total with taxes and fees
8/10 Very Good! (1,021 reviews)
Yes
Reviewed on Nov 24, 2025
Hotel Xola
24630 Sunnymead Boulevard Moreno Valley CA
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $76 total per night from Dec 4 to Dec 5
$76 total
Dec 4 - Dec 5
Total with taxes and fees
7.6/10 Good! (1,470 reviews)
Was a nice place to stay and relax
Reviewed on Nov 22, 2025
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.