Windsor Holidays from £748

Book a Hotel + Flight or Car together to unlock savings

Photo by Rick Alvarez

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.
Hilton Garden Inn San Francisco/Oakland Bay Bridge

Hilton Garden Inn San Francisco/Oakland Bay Bridge

3 out of 5
per person
22 Sept - 28 Sept
found 1 day ago
Return flight included
London (LON) to Oakland (OAK)
8.6/10 Excellent! (1,193 reviews)
Restaurant was closed parking is $30 a day add. Nice bedding bed to soft side. Fridge missing freezer for blue ice for traveling. Location convenient for SF and East Bay access, nearby stores to shopping and Oak airport.

Reviewed on 1 Aug 2025

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
per person
22 Sept - 28 Sept
found 1 day ago
Return flight included
London (LON) to Oakland (OAK)
8.8/10 Excellent! (1,021 reviews)
Limewood and Bay view cafe were great. Provisions - would be nice to have gluten free options. Also I was served day old coffee.

Reviewed on 3 Aug 2025

DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
per person
22 Sept - 28 Sept
found 1 day ago
Return flight included
London (LON) to Oakland (OAK)
8.2/10 Very Good! (3,164 reviews)
Nice staff. Parking expensive . Rooms need a refresh. Pool was closed for repairs

Reviewed on 3 Aug 2025

Graduate by Hilton Berkeley

Graduate by Hilton Berkeley

4 out of 5
per person
22 Sept - 28 Sept
found 1 day ago
Return flight included
London (LON) to Oakland (OAK)
8.4/10 Very Good! (1,017 reviews)
Excellent staff. close to the university and restaurants.

Reviewed on 30 Jul 2025

Holiday Inn Express & Suites Hayward - Castro Valley by IHG

Holiday Inn Express & Suites Hayward - Castro Valley by IHG

2.5 out of 5
per person
22 Sept - 28 Sept
found 1 day ago
Return flight included
London (LON) to Oakland (OAK)
8.4/10 Very Good! (99 reviews)
Food at breakfast ran out, they never refill

Reviewed on 1 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 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 £92 per night from 10 Aug to 11 Aug
£92
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"Very nice and easy stay. Walking distance to some small nice restaurants."

Reviewed on 31 Jul 2025

Holiday Inn Windsor Wine Country by IHG
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 £109 per night from 17 Aug to 18 Aug
£109
17 Aug - 18 Aug
includes taxes & fees
9.2/10 Wonderful! (1,090 reviews)
"Good breakfast, especially the biscuit."

Reviewed on 3 Aug 2025

Holiday Inn Express® Windsor Sonoma 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 £113 per night from 20 Aug to 21 Aug
£113
20 Aug - 21 Aug
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Very clean! Extremely friendly staff."

Reviewed on 30 Jul 2025

Hampton Inn & Suites Windsor - Sonoma Wine Country
See all 2,109 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

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
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
Healdsburg Wine and Food Pairing Walking Tour

Healdsburg Wine and Food Pairing Guided Walking Tour

£103
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 £748. 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.