Windsor Vacation Packages 2025/2026 from $757

Windsor flight + hotel vacation packages

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

Fairmont Sonoma Mission Inn & Spa

Boyes Hot Springs

Save 100% on your flight

$757

per person

Dec 26 - Dec 31

found 20 hours ago

Roundtrip flight included

Dallas (DFW) to Oakland (OAK)

This Mediterranean resort features a full-service spa, hot springs, and 3 restaurants. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. Unwind with drinks at one of the 2 bars/lounges or the poolside bar and make the most of the 3 outdoor pools.

Claremont Resort & Club

Claremont Hills

Save 100% on your flight

$859

per person

Dec 8 - Dec 14

found 4 hours 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.

Meadowood Napa Valley

Save 100% on your flight

$1,877

per person

Jan 2 - Jan 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Oakland (OAK)

A full-service spa, 3 outdoor pools, and 7 outdoor tennis courts are featured at this luxury hotel. There's fun for all ages with a children's club and a children's pool, and families will appreciate the picnic area. Enjoy the 2 hot tubs and perks like free self parking and free WiFi.

Coplan Vineyards by Avantstay 10-acre Estate w/ Pool, Spa, Bocce & Designer Interiors

Save 100% on your flight

$6,888

per person

Dec 26 - Dec 31

found 20 hours ago

Roundtrip flight included

Dallas (DFW) to Oakland (OAK)

An outdoor pool, free self parking, and barbecue grills are featured at this cottage. WiFi in public areas is free. A terrace is also provided.

Hotel Yountville

Save 100% on your flight

$1,252

per person

Jan 2 - Jan 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Oakland (OAK)

A full-service spa, 2 hot tubs, and an outdoor pool are all featured at this boutique hotel. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.

Top Windsor hotels deals

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8865 Conde Lane, Windsor, CA

Free Cancellation

$103 nightly

$117 total

Nov 23 - Nov 24

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

Holiday Inn Windsor Wine Country by IHG

8755 Old Redwood Hwy, Windsor, CA

Free Cancellation

$99 nightly

$113 total

Nov 16 - Nov 17

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

Hampton Inn & Suites Windsor - Sonoma Wine Country

8937 Brooks Road South, Windsor, CA

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$130 total

Nov 23 - Nov 24

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

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

3421 Cleveland Ave, Santa Rosa, CA

Free Cancellation

Reserve now, pay when you stay

$91 nightly

$106 total

Nov 6 - Nov 7

Total with taxes and fees

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the business center. Enjoy the gym and free perks like full breakfast and free self parking.

Pool

Breakfast included

Oxford Suites Sonoma County

67 Golf Course Drive W., Rohnert Park, CA

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$170 total

Oct 26 - Oct 27

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

The Inn at the Tides

800 Coast Hwy One, Bodega Bay, CA

$205 nightly

$234 total

Nov 24 - Nov 25

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.

Breakfast included

Parking included

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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 top-notch restaurants or wineries 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 wineries.

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 $757. 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.