Winchester Vacations from ￥108,927
Book a Hotel + Flight or Car together to unlock savings
Photo by Betsy Wood
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
The Latest Winchester Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The LEEF Hotel
Citrus Grove
Price was ￥182,435, price is now ￥108,927 per person
￥108,927
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Los Angeles (LAX)
8.6/10 Excellent! (162 reviews)
It’s a cute hidden gem. The room was cute and clean , updated appearance. Also different you check in with a kiosk.
The only issue is maybe I didn’t see in the description is that there is a 10 dollar parking fee. It took me back in the checking process it asked for the parking fee .
Reviewed on Sep 1, 2025
Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms
Hollywood
Save 100% on your flight
Price was ￥334,654, price is now ￥175,515 per person
￥175,515
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Los Angeles (LAX)
9.2/10 Wonderful! (73 reviews)
Beds were good altough the bed covers were stained everything else was good.
Reviewed on Jul 31, 2025
Petit Ermitage
West Hollywood
Save 100% on your flight
Price was ￥289,580, price is now ￥170,290 per person
￥170,290
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Los Angeles (LAX)
8.8/10 Excellent! (1,003 reviews)
The pool is very much a vibe but getting a drink takes forever and they don’t honor reservations for pool beds if they’re overbooked, which is too bad because the pool is the reason to stay here.
Reviewed on Aug 24, 2025
Surf & Sand Laguna Beach
Pearl District
Save 100% on your flight
Price was ￥703,563, price is now ￥442,542 per person
￥442,542
per person
Oct 15 - Oct 22
found 8 hours ago
Roundtrip flight included
Tokyo (TYO) to Orange County (SNA)
9/10 Wonderful! (1,004 reviews)
Remarkable view and gorgeous room
Reviewed on Aug 15, 2025
Find the Best Winchester Vacation Packages
Winchester Hotel Deals
Pala Casino Spa And Resort
11154 Highway 76, Pala, CA
Fully refundableReserve now, pay when you stay
Signature Temecula
28980 Old Town Front St., Temecula, CA
Fully refundableReserve now, pay when you stay
The price is ￥11,249 per night from Sep 8 to Sep 9
￥11,249
￥12,599 total
Sep 8 - Sep 9
includes taxes & fees
South Coast Winery Resort and Spa
34843 Rancho California Rd, Temecula, CA
Fully refundableReserve now, pay when you stay
The price is ￥30,307 per night from Sep 2 to Sep 3
￥30,307
￥39,603 total
Sep 2 - Sep 3
includes taxes & fees
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.
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.