Deals on vacations and trips to Windsor

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Windsor flight + hotel vacation packages

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 $956, price is now $741 per person
$741
per person
Nov 24 - Nov 30
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Oakland (OAK)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Price was $1,018, price is now $744 per person
$744
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Oakland (OAK)
This luxury hotel features 3 restaurants, 3 outdoor pools, and 8 outdoor tennis courts. Bring the family and enjoy the children's club, playground, and kid-friendly dining. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking.
Mount View Hotel & Spa

Mount View Hotel & Spa

3.5 out of 5
Save 100% on your flight
Price was $1,279, price is now $957 per person
$957
per person
Oct 15 - Oct 18
found 14 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Oakland (OAK)
This Art Deco hotel's full-service spa and hot springs are among the highlights. Enjoy the outdoor pool and perks like free WiFi and a free area shuttle. Enjoy the hot tub and conveniences like a terrace and concierge services.
The Francis House

The Francis House

4 out of 5
Save 100% on your flight
Price was $2,471, price is now $1,851 per person
$1,851
per person
Oct 15 - Oct 18
found 14 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Oakland (OAK)
This bed & breakfast features an outdoor pool and a sauna. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A garden, a lobby fireplace, and a communal living room are also on offer.
White House Napa

White House Napa

4 out of 5
Napa Abajo
Price was $1,269, price is now $974 per person
$974
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Oakland (OAK)
This hotel features an outdoor pool and a hot tub. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

Top Windsor hotels deals

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
Free Cancellation
$119 nightly
The price is $136 total per night
$136 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
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
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $168 total per night
$168 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like on-the-go breakfast and free self parking.
Pool
Hot Tub
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3 out of 5
8755 Old Redwood Hwy Windsor CA
Free Cancellation
$135 nightly
The price is $154 total per night
$154 total
Oct 5 - Oct 6
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Parking included
WorldMark Windsor

WorldMark Windsor

3 out of 5
1251 Shilo Rd Windsor CA
Get rates
A full-service spa, 2 outdoor pools, and 4 hot tubs are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
The Inn at the Tides

The Inn at the Tides

2.5 out of 5
800 Coast Hwy One Bodega Bay CA
$232 nightly
The price is $264 total per night
$264 total
Sep 8 - Sep 9
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Oxford Suites Sonoma County

Oxford Suites Sonoma County

3 out of 5
67 Golf Course Drive W. Rohnert Park CA
Free Cancellation
Reserve now, pay when you stay
$137 nightly
The price is $156 total per night
$156 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like local cuisine breakfast and free self parking.
Pool
Hot Tub
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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

Russian Hill Estate Vineyards

9.6/10 (4 reviews)
You can enjoy a tasting or tour at Russian Hill Estate Vineyards during your travels to Windsor. Attend a sporting event or simply enjoy the wineries while you're in the area.
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Frequently asked questions

How much are vacation packages to Windsor?
Your vacation dreams can become reality in Windsor for only $741. Package deals include flights and hotels, so organizing everything should be a breeze. The only thing you'll need to concentrate on is having an incredible time.
How long should my Windsor vacation be?
Typically, 2 nights is what many tourists book for their Windsor vacation. That's a handy guide, but there's loads more to uncover if you give yourself a couple of extra days.
Where can I get the best vacation package deals for Windsor?
Travelocity has countless ways to score an awesome Windsor package deal. Choose from 400 airlines and 1,000,000 properties across the globe and craft a travel itinerary that's suited to you. With this amount of choice at your fingertips, it's time to start booking your next great escape.
Why should I purchase my Windsor vacation bundle via Travelocity?
Travel is all about making cherished new memories and leaving all your troubles behind — which is why we have a team of customer service experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our impressive range of vacation packages. So what are you waiting for? There's no time like the present to lock in the vacation of a lifetime.
Will I save money on my Windsor car rental if I bundle it with my hotel or flight?
Bundling your flight, hotel and car into a Windsor vacation package is a surefire way to land the best prices. Plus, having your own set of wheels gives you total freedom to make your way to all those big sights you can't wait to check out. Sitting 55 mi away from Windsor, Pier 39 is one place that should be on your can't-miss list. Load up the car and make a day trip of it.
Which airport is best for Windsor?
The best airport is Sonoma County Airport (STS). Grab your bags, step out of the terminal and you'll find yourself 3 mi from central Windsor.
What is there to do in Windsor?
Windsor has more than its fair share of sights to discover, like Windsor Golf Club and Sonoma-Cutrer Vineyards Cutrer Vineyard. These two fantastic attractions are on most visitors' itineraries.
Where should I stay when visiting Windsor?
If you're after a place to lay your head, consider the Hampton Inn & Suites Windsor - Sonoma Wine Country. It's the top choice for many visitors.

Photos of local treasures

Browse Windsor vacation photos for more inspiration

A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.
A stone bridge over a calm river, a historic tower, and illuminated buildings at dusk.
A calm lake with mountains in the distance and trees framing the scene.
Hot air balloons at dusk with vibrant patterns, a crowd of people, and vehicles on the ground.
A vineyard with rows of grapevines, a clear sky, and mountains in the background.

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