Windsor Holidays from £821

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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

Sonesta Emeryville - San Francisco Bay Bridge

3 out of 5
Price was £1,072, price is now £821 per person
£821
per person
23 Oct - 30 Oct
found 1 day ago
Return flight included
London (LGW) to Oakland (OAK)
8.6/10 Excellent! (1,168 reviews)
Nice decent place to stay for a night or two. Clean room. Little dated but good value.

Reviewed on 19 Aug 2025

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was £1,934, price is now £1,248 per person
£1,248
per person
16 Oct - 22 Oct
found 1 day ago
Return direct flight included
London (LHR) to Oakland (OAK)
8.8/10 Excellent! (1,014 reviews)
Excellent views of the Bay, great well-maintained room, beautiful building, great service. Vey clean

Reviewed on 21 Aug 2025

DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
Price was £1,120, price is now £868 per person
£868
per person
16 Oct - 22 Oct
found 1 day ago
Return direct flight included
London (LHR) to Oakland (OAK)
8.2/10 Very Good! (3,262 reviews)
Just ok. Could be cleaner. Dining is not great

Reviewed on 21 Aug 2025

Embassy Suites by Hilton Napa Valley

Embassy Suites by Hilton Napa Valley

3.5 out of 5
Central Napa
Price was £1,917, price is now £1,566 per person
£1,566
per person
26 Oct - 2 Nov
found 9 hours ago
Return direct flight included
London (LGW) to Oakland (OAK)
8.8/10 Excellent! (1,005 reviews)
Accommodations were great. Comfortable bed. Would stay again.

Reviewed on 13 Aug 2025

Executive Inn & Suites Embarcadero Cove

Executive Inn & Suites Embarcadero Cove

3 out of 5
East Peralta
Price was £1,041, price is now £851 per person
£851
per person
23 Oct - 30 Oct
found 1 day ago
Return flight included
London (LGW) to Oakland (OAK)
8.8/10 Excellent! (1,005 reviews)
Lively location on the water.

Reviewed on 20 Aug 2025

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 £100 per night from 26 Aug to 27 Aug
£100
26 Aug - 27 Aug
includes taxes & fees
9.2/10 Wonderful! (1,134 reviews)
"Very nice property and clean"

Reviewed on 20 Aug 2025

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 £84 per night from 27 Aug to 28 Aug
£84
27 Aug - 28 Aug
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Updated Interior Decor & Soundproof
"While it looked like a Holiday Inn on the outside - on the inside, everything has been updated. Its what attracted me to this property in this first place. I loved the idea of the indoor pool, even though we didn’t get a chance to use it. The beds were really comfortable. There were two different ..."

Reviewed on 18 Aug 2025

Holiday Inn Windsor Wine Country by IHG
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

2.5 out of 5
8937 Brooks Road South, Windsor, CA
Fully refundableReserve now, pay when you stay
The price is £122 per night from 31 Aug to 1 Sept
£122
31 Aug - 1 Sept
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Great location in webster, close to all attractions."

Reviewed on 15 Aug 2025

Hampton Inn & Suites Windsor - Sonoma Wine Country
See all 2,121 properties in 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Martinelli Vineyard

You can enjoy a tasting or tour at Martinelli Vineyard during your travels to Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Martinelli Vineyard

What to do in Windsor

Fine wines paired with tapas-sized portions of food

Icon Wine & Food Pairing at Williamson Wines in Healdsburg

£37
per adult
84% of travellers recommend
Icon Wine & Food Pairing at Williamson Wines in Healdsburg
Self Guided Audio Driving Tour from Vancouver to Whistler

Self-Guided Audio Driving Tour of Sonoma and Napa Valley

£13
per traveller
Self-Guided Audio Driving Tour of Sonoma and Napa Valley
Healdsburg Wine and Food Pairing Walking Tour

Healdsburg Wine and Food Pairing Guided Walking Tour

£102
per adult
96% of travellers recommend
Healdsburg Wine and Food Pairing Guided Walking Tour
See all activities in Windsor

Frequently asked questions

How much does a Windsor travel package cost?
We make it simple for everyone to travel, with Windsor packages starting from just £821. You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate escape, why not add a few activities and tours to your travel itinerary?
If I'm not able to travel, can I cancel my Windsor travel package?
It's difficult to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Windsor travel package. If you booked in the last 24 hours, you may be entitled to a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal for more information.
How do I get a cheap travel package to Windsor?
You'll save tons of cash if you combine your hotels, car rentals and flights into a Windsor travel package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 hotels all over the world, so you'll always have plenty of options to choose from. Like to save even more? Add some exciting activities to your package deal to unlock even more discounts! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Windsor holidays?
Expedia has partnered with online lender Klarna to make your next trip easier on the purse strings. Paying in instalments means you can spread the costs of your next big holiday, leaving you with more money to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that fits into your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your trip in multiple transactions.
  • Low deposit holidays: When you come across an incredible deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock in your escape.

Where should I stay in Windsor?
With interesting attractions such as Windsor Golf Club and Sonoma-Cutrer Vineyards Cutrer Vineyard in this neighbourhood, look for a hotel positioned near either of them. Windsor Oaks Vineyards is another Windsor hot spot that pulls the crowds.
What are the top hotels in Windsor?
The Inn at the Tides and Good Nite Inn Rohnert Park are among the most well-known hotels in Windsor. Why not take a look at the rates and facilities at each and then make up your mind?
How far in advance should I book my Windsor holiday?
It can be hard to know exactly when the best time is to book your trip to Windsor. But generally the earlier you book, the more affordable the prices. Sometimes, you can lock in your flights and hotels up to 12 months prior to departure. If you're hoping for a last-minute getaway, no need to fret! There are great deals featured on Expedia all the time.
What does an Expedia Windsor travel package include?
Flights, hotels and rental cars — we've got them all. With Expedia, you can create your Windsor travel package the way you want. All you have to do is figure out what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the bigger your savings!
What should I know before booking a Windsor travel package?
Our prices are always low. However, you'll enjoy even more bargains when you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Windsor Expedia travel package?
Expedia has access to more than 550 airline partners globally, so you certainly can. Just select your favourite carrier and put together the perfect Windsor getaway.

* 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.