Windsor Vacations 2025 from CA $830

Windsor flight + hotel packages

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

RiverPointe Napa Valley Resort

Stonehouse

Save 100% on your flight

per person

Apr. 21 - Apr. 25

found 22 hours ago

Roundtrip flight included

Vancouver (YVR) to Oakland (OAK)

Stay at this 3-star condo in Napa. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Napa Valley Wine Train and Oxbow Public Market are located nearby.

Solage, Auberge Resorts Collection

Save 100% on your flight

per person

Apr. 12 - Apr. 18

found 23 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Oakland (OAK)

Stay at this 5-star luxury hotel in Calistoga. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Calistoga Hot Springs and Castello di Amorosa are located nearby.

White House Napa Valley

Napa Abajo

Save 100% on your flight

per person

Apr. 21 - Apr. 25

found 22 hours ago

Roundtrip flight included

Vancouver (YVR) to Oakland (OAK)

Stay at this 4-star hotel in Napa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Napa Valley Wine Train and Uptown Theater are located nearby.

The Meritage Resort and Spa

Soscol Gateway South

Save 100% on your flight

per person

Apr. 21 - Apr. 25

found 22 hours ago

Roundtrip flight included

Vancouver (YVR) to Oakland (OAK)

Stay at this 4-star spa resort in Napa. Enjoy 2 outdoor pools, a full-service spa, and 3 restaurants. Popular attractions Napa Valley Wine Train and Oxbow Public Market are located nearby.

Grand Reserve at The Meritage

Soscol Gateway South

Save 100% on your flight

per person

Apr. 21 - Apr. 25

found 22 hours ago

Roundtrip flight included

Vancouver (YVR) to Oakland (OAK)

Stay at this 4.5-star luxury resort in Napa. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Napa Valley Wine Train and Oxbow Public Market are located nearby.

Top Windsor hotels deals

Holiday Inn Windsor Wine Country, an IHG Hotel

8755 Old Redwood Hwy, Windsor, CA

Free cancellation

CA $154

CA $176 total

includes taxes & fees

9 Feb - 10 Feb

Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dom Whitney Tasting Lounge and Windsor Golf Club are located nearby.

Pool

Parking included

Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel

8865 Conde Lane, Windsor, CA

Free cancellation

CA $145

CA $166 total

includes taxes & fees

28 Feb - 1 Mar

Book a stay at this golf hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Powell's Sweet Shoppe - Windsor and Dom Whitney Tasting Lounge are located nearby.

Pool

Hot tub

Hampton Inn & Suites Windsor - Sonoma Wine Country

8937 Brooks Road South, Windsor, CA

Free cancellation

Reserve now, pay when you stay

CA $189

CA $215 total

includes taxes & fees

7 Feb - 8 Feb

Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Safari West and Powell's Sweet Shoppe - Windsor are located nearby.

The Sandman Hotel

3421 Cleveland Ave, Santa Rosa, CA

Free cancellation

Reserve now, pay when you stay

CA $115

CA $134 total

includes taxes & fees

5 Feb - 6 Feb

Stay at this 3-star business-friendly hotel in Santa Rosa. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the bar in our reviews. Popular attractions Charles M. Schulz Museum and Redwood Empire Ice Arena are located nearby.

Pool

Pet-friendly

The Inn at the Tides

800 Coast Hwy One, Bodega Bay, CA

CA $332

CA $379 total

includes taxes & fees

2 Mar - 3 Mar

Stay at this hotel in Bodega Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Bodega Harbour and Bodega Bay Heritage Gallery are located nearby.

Oxford Suites Sonoma County

67 Golf Course Drive W., Rohnert Park, CA

Free cancellation

Reserve now, pay when you stay

CA $200

CA $245 total

includes taxes & fees

31 Jan - 1 Feb

Stay at this 3-star business-friendly hotel in Rohnert Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Graton Resort and Casino and Scandia Family Fun Center are located nearby.

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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

Sonoma-Cutrer Vineyards Cutrer Vineyard

You can enjoy a tasting or tour at Sonoma-Cutrer Vineyards Cutrer Vineyard during your travels 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 wineries.

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 Vacations

Even if you're the most impulsive adventurer, it's still good to brush up on one or two things about Windsor before you go. Locate it on your map, figure out the things to do there and let the good times roll!

You'll find this Sonoma Valley neighborhood 20 miles (32 kilometers) northwest of the city center.

Places to visit in Windsor

It doesn't matter whether you're trying to hit a hole-in-one or just in the mood to practice your swing, you're sure to have a blast at Windsor Golf Club. And there's more. Stop counting those calories and don't worry about that monotonous diet. Indulge your passion for a sugary treat at Powell's Sweet Shoppe - Windsor!

Where do you fly into for Windsor?

Landing at Sonoma County Airport (STS)? Windsor is 2 miles (3 kilometers) away. Grab a snack, wave down a cab and you'll be there in no time!

Frequently asked questions

How much are vacation packages to Windsor?

Your vacation dreams can become reality in Windsor for only CA $830. 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 88 kilometers 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 5 kilometers 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.