Windsor Holidays from £737

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Your Windsor Holiday

Uncover the best parts of Windsor with a customised Windsor holiday package. From its lively atmosphere and cultural experiences to its spectacular views, you'll love experiencing this picturesque city the way you want to. Like to start exploring your surroundings? Windsor Golf Club, Sonoma-Cutrer Vineyards Cutrer Vineyard and Windsor Oaks Vineyards are three of the top places to visit during a trip to Windsor. Browse Expedia's wide range of travel options and start planning your ideal holiday to Windsor now.

Top Windsor Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Sonesta Emeryville - San Francisco Bay Bridge
Holiday Inn Express Hotel & Suites Oakland-Airport by IHG
DoubleTree by Hilton Hotel Pleasanton at the Club
Courtyard San Francisco Larkspur Landing/Marin County
La Quinta Inn & Suites by Wyndham Dublin - Pleasanton

Windsor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Sonoma County Airport (STS)
Population
27,500
Max Temp Winter
16ºC
Max Temp Summer
27ºC
Top Sights
Safari West, Francis Ford Coppola Winery and Russian River Vineyard

Top hotels in Windsor

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 out of 5
8865 Conde Lane Windsor CA
Fully refundable
The price is £104 per night from 6 Jul to 7 Jul
£104
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (1,362 reviews)
"Clean rooms, great breakfast, very nice stay."

Reviewed on 2 Jun 2026

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3 out of 5
8755 Old Redwood Hwy Windsor CA
Fully refundable
The price is £104 per night from 6 Jul to 7 Jul
£104
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (1,066 reviews)
"I was unaware that there was a $100 deposit on top of the price for the room that was required. Other than that, room was nice and clean"

Reviewed on 4 Jun 2026

Holiday Inn Windsor Wine Country by IHG
WorldMark Windsor

WorldMark Windsor

3 out of 5
1251 Shilo Rd Windsor CA
9/10 Wonderful! (404 reviews)
"The rooms were spacious, clean with a full kitchen. People at check in were friendly and efficient. Everything was great, but it would be nice to have individual umbrellas at pool loungers."

Reviewed on 2 Jun 2026

WorldMark Windsor
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.

Popular places to visit

What to do in Windsor

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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.