Windsor Vacation Packages 2026/2026 from $400

Windsor flight + hotel vacation packages

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

Bel Abri Napa Valley Inn

Central Napa

$400

per person

Jan 16 - Jan 19

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Oakland (OAK)

This hotel doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-in. Express check-out and a safe deposit box are also provided.

Homewood Suites by Hilton Oakland-Waterfront

East Peralta

Save 100% on your flight

$614

per person

Jan 7 - Jan 14

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Oakland (OAK)

A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the outdoor pool and free self-serve breakfast.

River Terrace Inn - A Noble House Hotel

Downtown Napa

Save 100% on your flight

$499

per person

Feb 6 - Feb 9

found 6 hours ago

Roundtrip flight included

Los Angeles (LAX) to Oakland (OAK)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 3 conference rooms, free WiFi in public areas, and laundry service. Free self parking, a terrace, and a garden are also offered.

Oakland Airport Executive Hotel

Airport District

Save 100% on your flight

$806

per person

Jan 9 - Jan 11

found 24 hours ago

Roundtrip flight included

Los Angeles (LAX) to Oakland (OAK)

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking and a safe deposit box are also offered on site.

R Inn Napa

Downtown Napa

Save 100% on your flight

$610

per person

Jan 16 - Jan 19

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Oakland (OAK)

This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy freebies like on-the-go breakfast and a bus station shuttle A terrace, limo/town car service, and a garden are also on offer.

Top Windsor hotels deals

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8865 Conde Lane Windsor CA

Free Cancellation

$103 nightly

$118 total

Dec 6 - Dec 7

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

$95 nightly

$109 total

Dec 7 - Dec 8

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

$111 nightly

$127 total

Dec 10 - Dec 11

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

$91 nightly

$106 total

Dec 25 - Dec 26

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

$134 nightly

$153 total

Dec 6 - Dec 7

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

$210 nightly

$240 total

Dec 11 - Dec 12

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

Don't see what you're looking for?

See all available properties in Windsor

View all properties

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

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.

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.

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.

Frequently asked questions

How much are vacation packages to Windsor?

Your vacation dreams can become reality in Windsor for only $400. 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.