Holiday Packages in Windsor, California

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Tips for booking hotels in Windsor

Gain useful insights to help choose a hotel in Windsor. Data was last updated on Thu Dec 18 2025.
Cheapest month:January
Most expensive month:August
Average price in Windsor:£160/night
Cheapest price found:£70/night
Cheapest day:Sunday
Most expensive day:Monday
£105 - £252
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
£100 - £146
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Popular Windsor vacation deals

Users browsing Cheapflights choose these holiday deals more than any other. Data was last updated on Thu Dec 18 2025.
Hotel Healdsburg
Hotel Healdsburg

Hotel Healdsburg

25 Matheson Street, Healdsburg, CA, United States
0.0 mi from city centre
Free Wi-Fi
Parking
£2,231
Avg. per night
View Deal
Calderwood Inn
Calderwood Inn

Calderwood Inn

25 West Grant Street, Healdsburg, CA, United States
0.0 mi from city centre
Free Wi-Fi
Air conditioning
£1,682
Avg. per night
View Deal
27 North
27 North

27 North

27 North Street, Healdsburg, CA, United States
0.0 mi from city centre
Free Wi-Fi
Parking
£2,687
Avg. per night
View Deal
Worldmark Windsor
Worldmark Windsor

Worldmark Windsor

1251 Shilo Rd, Windsor, CA, United States
0.0 mi from city centre
Parking
£1,314
Avg. per night
View Deal
The Grape Leaf Inn
The Grape Leaf Inn

The Grape Leaf Inn

539 Johnson Street, Healdsburg, CA, United States
0.0 mi from city centre
Free Wi-Fi
Air conditioning
£1,504
Avg. per night
View Deal
Hampton Inn & Suites Windsor - Sonoma Wine Country
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

8937 Brooks Road South, Windsor, CA, United States
0.0 mi from city centre
Free Wi-Fi
Parking
£1,225
Avg. per night
View Deal
Healdsburg Inn on the Plaza, A Four Sisters Inn
Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

112 Matheson, Healdsburg, CA, United States
0.0 mi from city centre
Free Wi-Fi
Air conditioning
£2,111
Avg. per night
View Deal
H2hotel
H2hotel

H2hotel

219 Healdsburg Avenue, Healdsburg, CA, United States
0.0 mi from city centre
Free Wi-Fi
£1,802
Avg. per night
View Deal
See all

Where to stay in Windsor

Utilise the map to find the perfect place to stay for your trip to Windsor. There are 14 hotels to choose from in Windsor.

FAQ about Windsor holiday packages

Find answers to frequently asked questions Cheapflights users have about Windsor holiday deals.

  • How much are vacation packages to Windsor?

    The cheapest price of a Windsor flight+hotel is currently £1,107.

  • Can I save money on travel by booking a holiday package with Cheapflights?

    Yes! Holidays on Cheapflights are designed to help users save money by bundling their flight, car rental, and hotel.

  • What other destinations does Windsor have flight+hotel deals to?

    In addition to Windsor, Cheapflights also offers holiday packages to California

Other popular holiday deals in California

Consider booking a Flight+Hotel in one of these other areas of California.
California holidays
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