Winchester Holidays from £986

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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.
voco Laguna Hills by IHG

voco Laguna Hills by IHG

3 out of 5
Price was £2,239, price is now £986 per person
£986
per person
4 May - 8 May
found 1 day ago
Return direct flight included
Manchester (MAN) to Orange County (SNA)
7.8/10 Good! (1,001 reviews)
Really nice place for a staycation

Reviewed on 16 Mar 2026

Crescent Bay Inn

Crescent Bay Inn

2 out of 5
North Laguna
Price was £2,450, price is now £1,044 per person
£1,044
per person
4 May - 8 May
found 1 day ago
Return direct flight included
Manchester (MAN) to Orange County (SNA)
8.8/10 Excellent! (1,005 reviews)
This was my 2nd time back and it was another great experience. Friendly management! Thank you!

Reviewed on 16 Mar 2026

SCP Seven4One

SCP Seven4One

2.5 out of 5
Laguna Village
Price was £2,507, price is now £1,086 per person
£1,086
per person
4 May - 8 May
found 1 day ago
Return direct flight included
Manchester (MAN) to Orange County (SNA)
9.2/10 Wonderful! (137 reviews)
Overall our stay was excellent and the staff went above and beyond, their valet Gabe assisted us with some birthday travel advice and with securing a cake. It was Super close to the water and the hotel offers towels, umbrellas and boogies boards for guests.

Reviewed on 1 Mar 2026

Travelodge by Wyndham Costa Mesa Newport Beach Hacienda

Travelodge by Wyndham Costa Mesa Newport Beach Hacienda

2 out of 5
Downtown Costa Mesa
Price was £2,291, price is now £1,014 per person
£1,014
per person
4 May - 8 May
found 1 day ago
Return direct flight included
Manchester (MAN) to Orange County (SNA)
7.2/10 Good! (1,006 reviews)
Very close to OCC. Clean and spacious room.

Reviewed on 26 Feb 2026

The Edgewater Condos by AvantStay Waterfront Views and Short Walk to Beach

The Edgewater Condos by AvantStay Waterfront Views and Short Walk to Beach

3 out of 5
Balboa Peninsula
Price was £2,423, price is now £1,080 per person
£1,080
per person
4 May - 8 May
found 1 day ago
Return direct flight included
Manchester (MAN) to Orange County (SNA)
No reviews

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

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
8.8/10 Excellent! (4,529 reviews)
Staff was no helpful

Reviewed on 24 Mar 2026

Get rates
Pala Casino Spa And Resort
Signature Temecula

Signature Temecula

3 out of 5
28980 Old Town Front St. Temecula CA
Fully refundableReserve now, pay when you stay
The price is £62 per night from 5 Apr to 6 Apr
£62
5 Apr - 6 Apr
includes taxes & fees
8.8/10 Excellent! (1,774 reviews)
Clean and quiet. We were awakened by somebody trying the door at midnight until they realized they had the wrong door.

Reviewed on 24 Mar 2026

Signature Temecula
Tahquitz Pines Retreat

Tahquitz Pines Retreat

2 out of 5
55251 S. Circle Dr Idyllwild CA
Fully refundableReserve now, pay when you stay
The price is £80 per night from 25 Mar to 26 Mar
£80
25 Mar - 26 Mar
includes taxes & fees
9.6/10 Exceptional! (1,578 reviews)
Relaxing among the pine trees with warm sun and cool breeze was special after being in Palm Spri gs.

Reviewed on 24 Mar 2026

Tahquitz Pines Retreat
See all 1,581 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

£81
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

£127
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

£56
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.