Winchester Holidays from £730

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Your Winchester Holiday

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 holiday 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 Centre. Don't put off your visit to this city any longer. Your dream Winchester holiday is a couple of clicks away with Expedia.

Top Winchester Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

2.5 out of 5
Price was £1,112, price is now £730 per person
£730
per person
28 Jul - 4 Aug
found 1 day ago
Return direct flight included
London (LHR) to Los Angeles (LAX)
8.4/10 Very Good! (1,821 reviews)
Clean room. However, shower valve too tight initially difficult, but operates fine.

Reviewed on 8 May 2026

Encore Inn Inglewood

Encore Inn Inglewood

2.5 out of 5
Lockhaven
Price was £2,760, price is now £853 per person
£853
per person
21 Jun - 28 Jun
found 1 day ago
Return flight included
London (LON) to Los Angeles (LAX)
6.4/10 (158 reviews)
Clean room w/ a shower.

Reviewed on 2 Jan 2026

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
South of Wilshire
Save 100% on your flight
Price was £3,056, price is now £1,751 per person
£1,751
per person
14 Jun - 21 Jun
found 1 day ago
Return direct flight included
Manchester (MAN) to Los Angeles (LAX)
8.2/10 Very Good! (1,005 reviews)
One of the best hotel stays I’ve had in a very long time. Great price, friendly staff, nice room and a great location. Highly recommend it!

Reviewed on 27 Apr 2026

The LEEF Hotel

The LEEF Hotel

2 out of 5
Citrus Grove
Price was £1,271, price is now £754 per person
£754
per person
28 Jul - 4 Aug
found 1 day ago
Return direct flight included
London (LHR) to Los Angeles (LAX)
8.6/10 Excellent! (620 reviews)
Clean room and great staff

Reviewed on 7 May 2026

1 Hotel West Hollywood

1 Hotel West Hollywood

5 out of 5
West Hollywood
Save 100% on your flight
Price was £4,635, price is now £2,981 per person
£2,981
per person
14 Jun - 21 Jun
found 1 day ago
Return direct flight included
Manchester (MAN) to Los Angeles (LAX)
8.8/10 Excellent! (1,003 reviews)
The staff was warm and welcoming

Reviewed on 7 May 2026

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 Mulligan Family Fun Centre

Top hotels in Winchester

Chateau Vino - French Style Chalet

Chateau Vino - French Style Chalet

Temecula CA
10/10 Exceptional! (55 reviews)
Beautiful property, very clean, clear communication and lots of space

Reviewed on 5 May 2026

Get rates
Chateau Vino - French Style Chalet
Pala Casino Spa And Resort

Pala Casino Spa And Resort

4 out of 5
11154 Highway 76 Valley Center CA
Fully refundableReserve now, pay when you stay
The price is £108 per night from 19 May to 20 May
£108
19 May - 20 May
includes taxes & fees
8.8/10 Excellent! (4,668 reviews)
Wish the whole casino was none smoking.

Reviewed on 8 May 2026

Pala Casino Spa And Resort
Signature Temecula

Signature Temecula

3 out of 5
28980 Old Town Front St. Temecula CA
The price is £71 per night from 13 May to 14 May
£71
13 May - 14 May
includes taxes & fees
8.8/10 Excellent! (1,818 reviews)
Great location, I can walk to downtown Temecula. staff is nice as well.

Reviewed on 8 May 2026

Signature Temecula
See all 1,620 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Winchester

Grapeline's premier package in Temecula offers all-inclusive wine tour packages featuring a picnic lunch, tastings at each winery stop and a VIP tour.

Temecula Valley Wine Tour with Tastings & ​Lunch Included

£80
per adult
100% of travellers recommend
Temecula Valley Wine Tour with Tastings & ​Lunch Included
Sunrise Hot Air Balloon Ride in Temecula Wine Country

Morning Hot Air Balloon Ride in Temecula Wine Country

£125
per adult
92% of travellers recommend
Morning Hot Air Balloon Ride in Temecula Wine Country
Temecula Wine Country Stargazing Tour

Temecula Wine Country Stargazing Tour

£55
per adult
Temecula Wine Country Stargazing Tour
See all activities in Winchester

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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. Flight-inclusive packages are ATOL protected.