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Windsor

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Windsor Flights as Low as $301

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Cheap Flights to Windsor

Fall in love at first flight with your vacation to Windsor by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Windsor on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Windsor, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Windsor

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Windsor with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the OAK airport.

What is the cheapest month to fly to Windsor?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Windsor are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Windsor?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Windsor.

What airport is best to fly into Windsor?

When you’re planning your trip to Windsor, convenience is the name of the game. Luckily, Windsor Sonoma County Airport is nearby so you can deplane and get going on checking off everything on your Windsor must-do list.

How much are flights to Windsor?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Windsor on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $301, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Windsor?

The trick to saving a stack of cash on your flight to Windsor? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $301 right now, why wait?

Windsor Flight Information
Destination airport
Oakland Intl.
Destination airport IATA code
OAK
Roundtrip price
$137

Last Minute Hotel Deals in Windsor

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
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. ...
9.2/10 Wonderful! (1,362 reviews)
"Clean rooms, great breakfast, very nice stay."

Reviewed on Jun 2, 2026

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3 out of 5
8755 Old Redwood Hwy Windsor CA
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 ...
9/10 Wonderful! (1,066 reviews)
"I was unaware that there was a $100 deposit on top of the price for the room that was required. Other than that, room was nice and clean"

Reviewed on Jun 4, 2026

Holiday Inn Windsor Wine Country by IHG
WorldMark Windsor

WorldMark Windsor

3 out of 5
1251 Shilo Rd Windsor CA
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 ...
9/10 Wonderful! (405 reviews)
"We had an amazing room, more like an apartment 2 bed 2 bath with a in unit washer/dryer and full kitchen! Absolutely perfect for traveling families! Our kids couldn't get enough of the pools and hot tubs! I would stay here again in a second!"

Reviewed on Jun 6, 2026

WorldMark Windsor
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
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 ...
9.2/10 Wonderful! (1,006 reviews)
"I was disappointed with my recent stay at Hampton Inn & Suites Windsor Sonoma Wine Country. About three weeks before our trip, I reserved a studio suite with two queen beds and a sofa bed to accommodate four adults. However, when we arrived, we were informed that our reserved room was no longer available ..."

Reviewed on May 30, 2026

Hampton Inn & Suites Windsor - Sonoma Wine Country
The Inn at the Tides

The Inn at the Tides

2.5 out of 5
800 Coast Hwy One Bodega Bay CA
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 ...
9.4/10 Exceptional! (1,780 reviews)
"Very easy and helpful checkin. The room was fantastic and very comfortable and clean. The pool, jacuzzi and spa were very well maintained and open late!"

Reviewed on Jun 5, 2026

The Inn at the Tides
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

3 out of 5
3421 Cleveland Ave Santa Rosa CA
Book a stay at this business-friendly hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the pool and the helpful ...
8.6/10 Excellent! (2,321 reviews)
"Breakfast was great keep up the good work"

Reviewed on Jun 6, 2026

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Oxford Suites Sonoma County

Oxford Suites Sonoma County

3 out of 5
67 Golf Course Drive W. Rohnert Park CA
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 ...
9.4/10 Exceptional! (2,509 reviews)
"Always a great stay at the Oxford!"

Reviewed on Jun 6, 2026

Oxford Suites Sonoma County
Hotel La Rose

Hotel La Rose

3.5 out of 5
308 Wilson Street Santa Rosa CA
Book a stay at this historic hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
9.2/10 Wonderful! (1,377 reviews)
"Staff was amazing! Hotel is well kept. I will add there is no water pressure."

Reviewed on Jun 3, 2026

Hotel La Rose
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.