$150 Cheap flight deals from New York (NYC) to Windsor (OAK)
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This Weekend's Flight Deals from New York 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.
JFK
John F. Kennedy Intl.
OAK
Oakland Intl.
$494 Roundtrip, found 3 days ago
$494
Roundtrip
found 3 days ago
LGA
LaGuardia
OAK
Oakland Intl.
$499 Roundtrip, found 7 hours ago
$499
Roundtrip
found 7 hours ago
JFK
John F. Kennedy Intl.
STS
Sonoma County
$626 Roundtrip, found 3 days ago
$626
Roundtrip
found 3 days ago
EWR
Newark Liberty Intl. Airport
STS
Sonoma County
$626 Roundtrip, found 3 days ago
$626
Roundtrip
found 3 days ago
Airfares from $150 One Way, $304 Round Trip from New York to Windsor
Prices starting at $304 for return flights and $150 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.
LGA
New York
OAK
Oakland
$304 Roundtrip, found 5 days ago
$304
Roundtrip
found 5 days ago
LGA
New York
OAK
Oakland
$309 Roundtrip, found 5 days ago
$309
Roundtrip
found 5 days ago
JFK
New York
OAK
Oakland
$319 Roundtrip, found 2 days ago
$319
Roundtrip
found 2 days ago
JFK
New York
OAK
Oakland
$383 Roundtrip, found 2 days ago
$383
Roundtrip
found 2 days ago
EWR
New York
OAK
Oakland
$397 Roundtrip, found 11 hours ago
$397
Roundtrip
found 11 hours ago
Windsor economy flight packages
Price found within the past 48 hours. Click for updated prices.
5.0-star property
Claremont Resort & Club
9/10 Wonderful! (1,003 reviews)
Jul 2 - Jul 6
4 night stay
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
United • Roundtrip • Coach
Price was $1,281, price is now $885 per person
$885
per person
found 1 day ago
50$/night facility fee is charged for every night I stayed there. This was not clear to me at the time of booking.
Overall a good hotel.
Reviewed on May 25, 2024
5.0-star property
Bardessono Hotel and Spa
9.8/10 Exceptional! (683 reviews)
Jul 5 - Jul 9
4 night stay
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
Frontier Airlines • Non-stop • Coach
Oakland (OAK) to Newark Liberty Intl. Airport (EWR)
Alaska Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,695, price is now $1,169 per person
$1,169
per person
found 1 day ago
Fantastic hotel and location. Rooms are very nice and the hotel grounds are excellent.
Reviewed on Jun 28, 2025
5.0-star property
Solage, Auberge Collection
9.6/10 Exceptional! (720 reviews)
Jul 5 - Jul 9
4 night stay
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
Frontier Airlines • Non-stop • Coach
Oakland (OAK) to Newark Liberty Intl. Airport (EWR)
Alaska Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,352, price is now $1,718 per person
$1,718
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
Windsor business class flight packages
Price found within the past 48 hours. Click for updated prices.
5.0-star property
Claremont Resort & Club
9/10 Wonderful! (1,003 reviews)
Jul 22 - Jul 25
3 night stay
New York (NYC) to Oakland (OAK)
Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,385, price is now $998 per person
$998
per person
found 4 hours ago
50$/night facility fee is charged for every night I stayed there. This was not clear to me at the time of booking.
Overall a good hotel.
Reviewed on May 25, 2024
5.0-star property
Solage, Auberge Collection
9.6/10 Exceptional! (720 reviews)
Jul 21 - Jul 25
4 night stay
New York (NYC) to Oakland (OAK)
Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $3,170, price is now $2,384 per person
$2,384
per person
found 4 hours 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
4.5-star property
Harvest Inn
9.6/10 Exceptional! (1,005 reviews)
Jul 21 - Jul 25
4 night stay
New York (NYC) to Oakland (OAK)
Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $2,000, price is now $1,632 per person
$1,632
per person
found 4 hours ago
The absolute best in Napa Valley. Look nowhere else.
Reviewed on Mar 3, 2026
Windsor first class flight packages
Price found within the past 48 hours. Click for updated prices.
5.0-star property
Solage, Auberge Collection
9.6/10 Exceptional! (720 reviews)
Jul 22 - Jul 25
3 night stay
New York (NYC) to Oakland (OAK)
Alaska Airlines • Non-stop roundtrip • FirstClass
Price was $3,363, price is now $2,745 per person
$2,745
per person
found 4 hours 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
More About Flying To Windsor from New York
Route Information for Flights from New York to Windsor
Origin Airport IATA Code | NYC |
|---|---|
Destination Airport IATA Code | OAK |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
New York to Windsor
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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.