Windsor Vacations 2025/2026 from CA $1,385

Windsor flight + hotel packages

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

River Terrace Inn - A Noble House Hotel

Downtown Napa

CA $1,385

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Oakland (OAK)

Stay at this 4-star eco-certified hotel in Napa. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Napa Valley Wine Train and Oxbow Commons are located nearby.

Claremont Resort & Club

Claremont Hills

CA $2,160

per person

Nov 28 - Dec 5

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Oakland (OAK)

Stay at this 5-star luxury hotel in Berkeley. Enjoy 3 outdoor pools, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Greek Theater and Berkeley Marina are located nearby.

Hotel Yountville

CA $2,122

per person

Oct 30 - Nov 3

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Oakland (OAK)

Stay at this 4-star spa hotel in Yountville. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Vintner's Golf Club and Napa Valley Balloons are located nearby.

Alila Napa Valley, a Hyatt Luxury Resort

CA $3,413

per person

Oct 30 - Nov 3

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Oakland (OAK)

Stay at this 5-star luxury resort in St. Helena. Enjoy free WiFi, a full-service spa, and an attached winery. Popular attractions Castello di Amorosa and Beringer Vineyards are located nearby.

the cottages of napa valley

CA $1,617

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Oakland (OAK)

Stay at this 4-star business-friendly B&B in Napa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Napa Valley Wine Train and Trefethen Family Vineyard are located nearby.

Top Windsor hotels deals

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8865 Conde Lane, Windsor, CA

Free cancellation

CA $162

CA $185 total

Sep 21 - Sep 22

includes taxes & fees

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 Russian River and Powell's Sweet Shoppe - Windsor are located nearby.

Pool

Hot tub

Holiday Inn Windsor Wine Country by IHG

8755 Old Redwood Hwy, Windsor, CA

Free cancellation

CA $151

CA $173 total

Sep 23 - Sep 24

includes taxes & fees

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 Russian River and Powell's Sweet Shoppe - Windsor are located nearby.

Pool

Parking included

Hampton Inn & Suites Windsor - Sonoma Wine Country

8937 Brooks Road South, Windsor, CA

Free cancellation

Reserve now, pay when you stay

CA $186

CA $213 total

Sep 28 - Sep 29

includes taxes & fees

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 Russian River and Powell's Sweet Shoppe - Windsor are located nearby.

Pool

Hot tub

The Inn at the Tides

800 Coast Hwy One, Bodega Bay, CA

CA $504

CA $575 total

Oct 20 - Oct 21

includes taxes & fees

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.

Breakfast included

Parking included

Oxford Suites Sonoma County

67 Golf Course Drive W., Rohnert Park, CA

Free cancellation

Reserve now, pay when you stay

Get rates

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.

Pool

Hot tub

DoubleTree by Hilton Sonoma - Wine Country

1 Doubletree Dr, Rohnert Park, CA

Free cancellation

Reserve now, pay when you stay

CA $178

CA $203 total

Sep 23 - Sep 24

includes taxes & fees

Stay at this 4-star golf hotel in Rohnert Park. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Graton Resort and Casino and Foxtail Golf Club are located nearby.

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.

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.

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 $1,385. 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.