$121 Cheap flight deals from Bethesda (WAS) to Windsor (OAK)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Bethesda to Windsor

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jan 30 - Sat, Feb 14
DCA
Ronald Reagan Washington National
STS
Sonoma County
$623 Roundtrip, found 6 days ago
$623
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Fri, Jan 30 from Ronald Reagan Washington National to Sonoma County, returning Sat, Feb 14, priced at $623 found 6 days ago
Fri, Jan 30 - Sun, Feb 1
IAD
Washington Dulles Intl.
OAK
Oakland Intl.
$1,115 Roundtrip, found 4 hours ago
$1,115
Roundtrip
found 4 hours ago
Select Alaska Airlines flight, departing Fri, Jan 30 from Washington Dulles Intl. to Oakland Intl., returning Sun, Feb 1, priced at $1,115 found 4 hours ago

Airfares from $121 One Way, $257 Round Trip from Bethesda to Windsor

Prices starting at $257 for return flights and $121 for one-way flights to Windsor were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 2 - Tue, May 5
DCA
Washington
OAK
Oakland
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, May 2 from Washington to Oakland, returning Tue, May 5, priced at $257 found 1 day ago
Tue, Feb 24 - Tue, Mar 3
IAD
Washington
OAK
Oakland
$265 Roundtrip, found 8 hours ago
$265
Roundtrip
found 8 hours ago
Select Alaska Airlines flight, departing Tue, Feb 24 from Washington to Oakland, returning Tue, Mar 3, priced at $265 found 8 hours ago
Tue, Apr 21 - Sat, Apr 25
DCA
Washington
OAK
Oakland
$297 Roundtrip, found 4 hours ago
$297
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Apr 21 from Washington to Oakland, returning Sat, Apr 25, priced at $297 found 4 hours ago
Tue, Mar 3 - Tue, Mar 10
BWI
Baltimore
OAK
Oakland
$297 Roundtrip, found 4 days ago
$297
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Mar 3 from Baltimore to Oakland, returning Tue, Mar 10, priced at $297 found 4 days ago
Sat, Feb 28 - Wed, Mar 4
BWI
Baltimore
STS
Santa Rosa
$306 Roundtrip, found 4 days ago
$306
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Sat, Feb 28 from Baltimore to Santa Rosa, returning Wed, Mar 4, priced at $306 found 4 days ago

Windsor economy flight packages

Price found within the past 48 hours. Click for updated prices.
Calistoga Motor Lodge and Spa
4.0-star property

Calistoga Motor Lodge and Spa

8.6/10 Excellent! (305 reviews)

Mar 19 - Mar 22

3 night stay

Washington (WAS) to Oakland (OAK)

Alaska Airlines • Coach

Oakland (OAK) to Washington (WAS)

Frontier Airlines • Coach
Price was $1,020, price is now $847 per person
$847
per person
found 1 day ago
On-site spa, bikes available to ride to town and wineries, soaking in the mineral pools until late… perfect for a relaxing getaway.

Reviewed on Sep 14, 2025

Solage, Auberge Collection
5.0-star property

Solage, Auberge Collection

9.4/10 Exceptional! (679 reviews)

Mar 19 - Mar 22

3 night stay

Washington (WAS) to Oakland (OAK)

Alaska Airlines • Coach

Oakland (OAK) to Washington (WAS)

Frontier Airlines • Coach
Save 100% on your flight
Price was $3,092, price is now $2,418 per person
$2,418
per person
found 1 day ago
We have been going to Solage since 2010. Back then it was the nicest property in Calistoga. The problem is that that management has upgraded since 2010, or so it feels like. Pros are the following: 1. Property is still manicured well with staff on site ensuring both cleanliness and aesthetic. 2. Spa is still pretty nice. 3. Service was solid, overall..not the best but still in the top 10-15% of hotels. Cons: 1. Property has not been remodeled in some time and it shows. While it’s well maintained, the technology is nonexistent and quite frankly outdated; 2. Solbar does not deserve a Michelin recommendation or star. It was so disappointing. For starters the bacon was clearly thrown in the deep fryer, not cooked on the griddled. The smashed potatoes they are known for weren’t crispy and it appeared as though the oil wasn’t changed for many days. The fruit bowl was clunky. If I’m paying $16.00 for a fruit bowl, you should take the time and peel the fruit, present it nicely and make it beautiful. It was not that, just thrown together with little to no care. Dining room was load with kids. This is supposed to be a relaxing retreat not kids running around like Disneyland. If I wanted that experience I would go to the OC. Needless to say I did not enjoy paying $150 for breakfast and have such an awful experience. 3. A few more comments on the room and being outdated and old. The property is pretty dingy. The common areas are not well maintained.

Reviewed on Dec 25, 2025

Hotel Yountville
4.0-star property

Hotel Yountville

9.6/10 Exceptional! (1,003 reviews)

Mar 16 - Mar 18

2 night stay

Baltimore (BWI) to Oakland (OAK)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $1,106, price is now $880 per person
$880
per person
found 24 hours ago
this is a perfect place to spend some days in Napa , Hotel is

Reviewed on May 24, 2025

Don't see what you're looking for?
See all available trips from Bethesda to Windsor
View all trips

More About Flying To Windsor from Bethesda

Route Information for Flights from Bethesda to Windsor

Origin Airport IATA Code
WAS
Destination Airport IATA Code
OAK
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Bethesda to Windsor

Orbitz has your best deals on Bethesda to Windsor flights. From guaranteed low prices to cutting-edge mobile tools, the perfect trip begins on Orbitz.
Get Orbitz On the Go for Flights from Bethesda to Windsor
Use our mobile apps for Android and iPhone to find the best price on flights from Bethesda to Windsor. Check your flight status, gate and baggage claim details, and book exclusive mobile deals on hotels — even on the same day.

Rack Up Miles While Flying for Cheaper

Earn miles or points toward your frequent flyer program on select Bethesda to Windsor flights. When you book your flight on Orbitz, simply add your qualifying frequent flyer number where prompted. You can also store your airline frequent flyer or loyalty program numbers in your Orbitz account profile to automatically add them to your future reservations.

Worry Less With Flight Alerts

Orbitz is the best source for booking flights from Bethesda to Windsor. But we also keep you updated about flight delays, booking changes, or service disruptions with free alerts. Get alerts on Bethesda to Windsor flights sent to your email or via voice or text to your mobile phone. We can also send the alerts to up to 6 other email addresses or phone numbers, which is helpful if you are being picked up at the airport.

Budget Travel Planning Made Easy

It's easy to find discount air tickets for flights from Bethesda to Windsor on Orbitz. Mix and match airlines for your departing and your returning flights to find the lowest fares and the best schedule.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.