Windsor Vacation Packages 2025/2026 from $720

Windsor flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Claremont Resort & Club

Claremont Hills

Save 100% on your flight

$720

per person

Nov 9 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

Alila Napa Valley, a Hyatt Luxury Resort

Save 100% on your flight

$1,433

per person

Dec 3 - Dec 6

found 1 hour ago

Roundtrip flight included

Dallas (DFW) to Oakland (OAK)

This luxury resort features an attached winery, a full-service spa, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.

@ Marbella Lane - Boho 'n Sleek Rtreat Pool Tble

Save 100% on your flight

$1,272

per person

Nov 7 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Oakland (OAK)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.

MacArthur Place Hotel & Spa

Save 100% on your flight

$1,762

per person

Nov 5 - Nov 9

found 12 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Oakland (OAK)

A full-service spa, an outdoor pool, and a restaurant are all featured at this boutique hotel. Enjoy the gym and perks like free valet parking and free WiFi. Enjoy the hot tub and unwind at the bar/lounge and poolside bar.

Farmhouse Inn

Save 100% on your flight

$2,026

per person

Nov 26 - Dec 1

found 2 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Oakland (OAK)

A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Business travelers can take advantage of the free WiFi in public areas. Free parking, a terrace, and a garden are also offered.

Top Windsor hotels deals

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8865 Conde Lane, Windsor, CA

Free Cancellation

$118 nightly

$135 total

Sep 21 - Sep 22

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.

Holiday Inn Windsor Wine Country by IHG

8755 Old Redwood Hwy, Windsor, CA

Free Cancellation

$107 nightly

$122 total

Sep 15 - Sep 16

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.

Hampton Inn & Suites Windsor - Sonoma Wine Country

8937 Brooks Road South, Windsor, CA

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$154 total

Sep 21 - Sep 22

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.

The Inn at the Tides

800 Coast Hwy One, Bodega Bay, CA

$251 nightly

$287 total

Sep 16 - Sep 17

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.

Oxford Suites Sonoma County

67 Golf Course Drive W., Rohnert Park, CA

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$170 total

Sep 15 - Sep 16

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.

Quality Inn Petaluma - Sonoma

5100 Montero Way, Petaluma, CA

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$116 total

Oct 13 - Oct 14

Total with taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. 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.

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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.

Popular places to visit

La Crema Estate at Saralee's Vineyard

You can enjoy a tasting or tour at La Crema Estate at Saralee's Vineyard during your travels to Windsor. Check out the wineries or top-notch restaurants in this family-friendly area.

Windsor Golf Club

Enjoy a round of golf in Windsor at Windsor Golf Club. Stroll along the area's riverfront, or simply savor its top-notch restaurants.

Pacific Coast Air Museum

You can spend time studying the exhibits at Pacific Coast Air Museum during your trip to Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Frequently asked questions

How much are vacation packages to Windsor?

Your vacation dreams can become reality in Windsor for only $720. 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.