Winchester Holidays
Photo by Betsy Wood
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Top Flight + Hotel Deals in Winchester
Price found within the past 48 hours. Click for updated prices.
The Beau Downtown San Diego Gaslamp Quar
Downtown San Diego
Price was €1,094, price is now €738 per person
€738
per person
26 Mar - 30 Mar
found 9 hours ago
Return flight included
Boston (BOS) to San Diego (SAN)
8.8/10 Excellent! (535 reviews)
Very nice stay. Room was clean. Enjoyed the hot coffee :-)
Reviewed on 12 Jan 2026
Coronado Beach Resort
Historic Downtown Coronado
Price was €981, price is now €678 per person
€678
per person
26 Mar - 30 Mar
found 9 hours ago
Return flight included
Boston (BOS) to San Diego (SAN)
9/10 Wonderful! (742 reviews)
Wonderful stay. Best room and great location. Staff were wonderful.
Reviewed on 4 Jan 2026
Top hotels in Winchester
Chateau Vino - French Style Chalet
Temecula CA
10/10 Exceptional! (51 reviews)
This home was awesome! The property is beautiful and the pool and hot tub were great!The kitchen had everything we needed to cook for a large group. The king bedrooms were comfortable and there were plenty of bathrooms.The location was close to the wedding we attended and easy to take walks each ...
Reviewed on 14 Oct 2025
Pala Casino Spa And Resort
11154 Highway 76 Pala CA
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (4,304 reviews)
Yes, it was very clean. Except for the Windows, they were dirty from the outside. Front Desk clerk was very, very helpful. I made the mistake and arrived a day before my check in time. He went above and beyond to help me, as i drove 13.5 hours with my elderly mother. He went to his manager and both ...
Reviewed on 14 Jan 2026
Motel 6 Temecula, CA - Historic Old Town
41900 Moreno Rd Temecula CA
Fully refundableReserve now, pay when you stay
The price is €37 per night from 27 Jan to 28 Jan
€37
27 Jan - 28 Jan
includes taxes & fees
8.2/10 Very Good! (1,862 reviews)
Rooms were clean and staff was courteous
Reviewed on 8 Jan 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.
What to do in Winchester
Temecula Wine Tour - The Ultimate California Experience
€107
per adult
Haunted Temecula Booze and Boos Ghost Walking Tour
€32
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
