Windsor Holidays from £837
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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.
Holiday Inn Express & Suites Hayward - Castro Valley by IHG
Mission Foothills
Price was £1,051, price is now £837 per person
£837
per person
17 Sept - 24 Sept
found 2 hours ago
Return flight included
London (LON) to Oakland (OAK)
8.4/10 Very good! (380 reviews)
Room and hotel were clean and staff were nice. The breakfast was outstanding, quality of the food and choices were awesome. The staff who managed the breakfast were extremely nice and accommodating, and kept the breakfast well stocked with fresh food and beverages. The only downside is a slight homelessness issue nearby. Staff had to manage the entrance closely during breakfast to ensure the homeless didn't come in for a freebie breakfast. That being said, we felt safe during our stay. There were plenty of places nearby to eat lunch and dinner. Very close to CSU East Bay..... we would certainly stay there again.
Reviewed on 25 Jun 2026
Graduate by Hilton Berkeley
Telegraph District
Price was £1,655, price is now £1,264 per person
£1,264
per person
17 Sept - 24 Sept
found 2 hours ago
Return flight included
London (LON) to Oakland (OAK)
8.4/10 Very good! (1,012 reviews)
I love staying at The Graduate, it’s the only hotel I stay in when I go visit my daughter, everything is close by. The hotel is pretty nice, I like hanging out at the dining lobby, the Henry’s hotel is also convenient and they gave the best brisket burger. The rooms are clean and staff are very nice.
Reviewed on 21 Jun 2026
DoubleTree by Hilton Hotel Berkeley Marina
Berkeley Marina
Price was £1,114, price is now £853 per person
£853
per person
14 Aug - 18 Aug
found 1 day ago
Return direct flight included
London (LON) to Oakland (OAK)
8.2/10 Very good! (4,783 reviews)
Our room had a lounge area with a floor lamp but the lounge chair was missing. When I asked for a lounge chair I was told they were sorry ours was missing but they didn’t have any to replace it. The overall condition of rooms looked “tired”. Someone needs to update the rooms to The chains standard.
Reviewed on 26 Jun 2026
Courtyard by Marriott Oakland Airport
Airport District
Price was £1,148, price is now £977 per person
£977
per person
17 Sept - 24 Sept
found 2 hours ago
Return flight included
London (LON) to Oakland (OAK)
8.6/10 Excellent! (1,698 reviews)
The room was clean, staff very friendly and helpful.
Reviewed on 20 Jun 2026
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
Hampton Inn & Suites Windsor - Sonoma Wine Country
8937 Brooks Road South Windsor CA
Fully refundableReserve now, pay when you stay
The price is £127 per night from 7 Jul to 8 Jul
£127
7 Jul - 8 Jul
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Breakfast was lacking. It was crowded and not a lot of food. All I wanted was two bagels. There was only one left. No butter only maragine and no cream cheese."
Reviewed on 17 Jun 2026
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
8865 Conde Lane Windsor CA
Fully refundable
The price is £105 per night from 26 Jul to 27 Jul
£105
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (1,353 reviews)
"Good location. Nice appearance from the outside. Inside in bad need of renovation."
Reviewed on 17 Jun 2026
Holiday Inn Windsor Wine Country by IHG
8755 Old Redwood Hwy Windsor CA
Fully refundable
The price is £108 per night from 6 Jul to 7 Jul
£108
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (1,059 reviews)
"Excellent"
Reviewed on 23 Jun 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.
Stay near popular Windsor attractions
What to do in Windsor
Healdsburg Wine and Food Pairing Guided Walking Tour
£103
per adult
96% of travellers recommend
Guided Healdsburg Wine Country Bike and Wine Tasting Tour with lunch
£155
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. Flight-inclusive packages are ATOL protected.
