Book Exclusive Windsor Vacation Packages

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Windsor flight + hotel packages

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

Elm House Inn

2.5 out of 5
Central Napa
Price was CA $1,100, price is now CA $829 per person
CA $829
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Oakland (OAK)
Book a stay at this business-friendly 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 Napa Premium Outlets are located nearby.
SENZA Hotel

SENZA Hotel

4 out of 5
Save 100% on your flight
Price was CA $2,396, price is now CA $1,652 per person
CA $1,652
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Oakland (OAK)
Stay at this hotel in Napa. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Napa Valley Wine Train and Trefethen Family Vineyard are located nearby.
Vino Bello Resort

Vino Bello Resort

4 out of 5
Soscol Gateway South
Price was CA $1,522, price is now CA $1,099 per person
CA $1,099
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Oakland (OAK)
Book a stay at this spa hotel in Napa. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Napa Valley Wine Train and Trinitas Cellars are located nearby.
R Inn Napa

R Inn Napa

3.5 out of 5
Downtown Napa
Price was CA $1,690, price is now CA $1,229 per person
CA $1,229
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Oakland (OAK)
Book a stay at this boutique hotel in Napa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Napa Valley Wine Train and Uptown Theater are located nearby.
The Setting Inn Napa Valley

The Setting Inn Napa Valley

3.5 out of 5
Save 100% on your flight
Price was CA $2,008, price is now CA $1,502 per person
CA $1,502
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Oakland (OAK)
Stay at this B&B in Napa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Napa Valley Wine Train and Arrow&Branch Winery are located nearby.

Top Windsor hotels deals

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 out of 5
8865 Conde Lane Windsor CA
Free cancellation
The price is CA $141 per night
CA $141
CA $161 total
Dec 13 - Dec 14
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 Guerro Fernandez are located nearby.
Pool
Hot tub
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

2.5 out of 5
8937 Brooks Road South Windsor CA
Free cancellation
Reserve now, pay when you stay
The price is CA $174 per night
CA $174
CA $199 total
Nov 21 - Nov 22
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 helpful staff and the clean rooms in our reviews. Popular attractions Russian River and Guerro Fernandez are located nearby.
Pool
Hot tub
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3 out of 5
8755 Old Redwood Hwy Windsor CA
Free cancellation
The price is CA $153 per night
CA $153
CA $174 total
Dec 13 - Dec 14
includes taxes & fees
Book a stay at this 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 Guerro Fernandez are located nearby.
Pool
Parking included
WorldMark Windsor

WorldMark Windsor

3 out of 5
1251 Shilo Rd Windsor CA
Get rates
Book a stay at this spa hotel in Windsor. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Russian River and Windsor Golf Club are located nearby.
Pool
Hot tub
Oxford Suites Sonoma County

Oxford Suites Sonoma County

3 out of 5
67 Golf Course Drive W. Rohnert Park CA
Free cancellation
Reserve now, pay when you stay
The price is CA $173 per night
CA $173
CA $214 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this 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
The Inn at the Tides

The Inn at the Tides

2.5 out of 5
800 Coast Hwy One Bodega Bay CA
Free cancellation
Reserve now, pay when you stay
The price is CA $369 per night
CA $369
CA $421 total
Nov 23 - Nov 24
includes taxes & fees
Book a stay at this business-friendly 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 Bay Heritage Gallery and Bodega Harbour 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.

Stay near popular Windsor attractions

Russian Hill Estate Vineyards

9.6/10 (4 reviews)
You can enjoy a tasting or tour at Russian Hill Estate Vineyards during your travels to Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

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 $829. 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.

Photos of local treasures

Browse Windsor vacation photos for more inspiration

A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.
A vineyard with rows of grapevines, a clear sky, and mountains in the background.
A vineyard with rows of grapevines, a body of water, and rolling hills in the background.
A stone bridge over a calm river, a historic tower, and illuminated buildings at dusk.
A calm lake with mountains in the distance and trees framing the scene.

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