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Middletown

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Middletown Flights as Low as $137

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Alaska Airlines
Mon, Sep 15 - Mon, Sep 22
LAX
Los Angeles Intl.
STS
Sonoma County
$137 Roundtrip, found 2 hours ago
$137
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Mon, Sep 15 from Los Angeles Intl. to Sonoma County, returning Mon, Sep 22, priced at $137 found 2 hours ago
Alaska Airlines
Mon, Sep 15 - Tue, Sep 23
SNA
John Wayne
STS
Sonoma County
$137 Roundtrip, found 12 hours ago
$137
Roundtrip
found 12 hours ago
Select Alaska Airlines flight, departing Mon, Sep 15 from John Wayne to Sonoma County, returning Tue, Sep 23, priced at $137 found 12 hours ago
Alaska Airlines
Wed, Sep 10 - Tue, Sep 23
SAN
San Diego Intl.
STS
Sonoma County
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Sep 10 from San Diego Intl. to Sonoma County, returning Tue, Sep 23, priced at $139 found 1 day ago
Hawaiian Airlines
Wed, Aug 20 - Wed, Sep 3
SNA
John Wayne
STS
Sonoma County
$139 Roundtrip, found 19 hours ago
$139
Roundtrip
found 19 hours ago
Select Hawaiian Airlines flight, departing Wed, Aug 20 from John Wayne to Sonoma County, returning Wed, Sep 3, priced at $139 found 19 hours ago
Bargain Flight
Fri, Sep 12 - Sat, Sep 13
LAX
Los Angeles Intl.
STS
Sonoma County
$152 Roundtrip, found 3 days ago
$152
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Fri, Sep 12 from Los Angeles Intl. to Sonoma County, returning Sat, Sep 13, priced at $152 found 3 days ago
Hawaiian Airlines
Tue, Sep 9 - Fri, Sep 19
LAX
Los Angeles Intl.
STS
Sonoma County
$152 Roundtrip, found 5 days ago
$152
Roundtrip
found 5 days ago
Select Hawaiian Airlines flight, departing Tue, Sep 9 from Los Angeles Intl. to Sonoma County, returning Fri, Sep 19, priced at $152 found 5 days ago
Bargain Flight
Sat, Aug 23 - Fri, Sep 5
SNA
John Wayne
STS
Sonoma County
$157 Roundtrip, found 8 hours ago
$157
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Sat, Aug 23 from John Wayne to Sonoma County, returning Fri, Sep 5, priced at $157 found 8 hours ago
Alaska Airlines
Mon, Sep 15 - Tue, Sep 23
SNA
John Wayne
STS
Sonoma County
$157 Roundtrip, found 12 hours ago
$157
Roundtrip
found 12 hours ago
Select Alaska Airlines flight, departing Mon, Sep 15 from John Wayne to Sonoma County, returning Tue, Sep 23, priced at $157 found 12 hours ago
American Airlines
Wed, Nov 5 - Tue, Nov 18
CLD
McClellan-Palomar
STS
Sonoma County
$159 Roundtrip, found 3 days ago
$159
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Nov 5 from McClellan-Palomar to Sonoma County, returning Tue, Nov 18, priced at $159 found 3 days ago
Alaska Airlines
Wed, Aug 20 - Tue, Sep 2
SNA
John Wayne
STS
Sonoma County
$159 Roundtrip, found 19 hours ago
$159
Roundtrip
found 19 hours ago
Select Alaska Airlines flight, departing Wed, Aug 20 from John Wayne to Sonoma County, returning Tue, Sep 2, priced at $159 found 19 hours ago
American Airlines
Sat, Aug 23 - Wed, Sep 3
SNA
John Wayne
STS
Sonoma County
$161 Roundtrip, found 19 hours ago
$161
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sat, Aug 23 from John Wayne to Sonoma County, returning Wed, Sep 3, priced at $161 found 19 hours ago
Bargain Flight
Fri, Sep 12 - Fri, Sep 19
LAX
Los Angeles Intl.
STS
Sonoma County
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Fri, Sep 12 from Los Angeles Intl. to Sonoma County, returning Fri, Sep 19, priced at $167 found 3 days ago
Alaska Airlines
Fri, Sep 12 - Fri, Sep 19
LAX
Los Angeles Intl.
STS
Sonoma County
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Fri, Sep 12 from Los Angeles Intl. to Sonoma County, returning Fri, Sep 19, priced at $167 found 3 days ago
Bargain Flight
Tue, Aug 26 - Tue, Aug 26
SNA
John Wayne
STS
Sonoma County
$171 Roundtrip, found 4 days ago
$171
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Tue, Aug 26 from John Wayne to Sonoma County, returning Tue, Aug 26, priced at $171 found 4 days ago
Bargain Flight
Wed, Sep 24 - Tue, Sep 30
EWR
Newark Liberty Intl. Airport
STS
Sonoma County
$360 Roundtrip, found 1 day ago
$360
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, Sep 24 from Newark Liberty Intl. Airport to Sonoma County, returning Tue, Sep 30, priced at $360 found 1 day ago
Hawaiian Airlines
Tue, Oct 7 - Sat, Oct 11
JFK
John F. Kennedy Intl.
STS
Sonoma County
$367 Roundtrip, found 21 hours ago
$367
Roundtrip
found 21 hours ago
Select Hawaiian Airlines flight, departing Tue, Oct 7 from John F. Kennedy Intl. to Sonoma County, returning Sat, Oct 11, priced at $367 found 21 hours ago

Cheap Flights to Middletown

Fall in love at first flight with your vacation to Middletown 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 Middletown on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Middletown

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Middletown 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 STS airport.

What is the cheapest month to fly to Middletown?

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 Middletown are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Middletown?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 11 to choose from for your flight to Middletown.

What airport is best to fly into Middletown?

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

How much are flights to Middletown?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Middletown on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $137, 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 Middletown?

The trick to saving a stack of cash on your flight to Middletown? 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 $137 right now, why wait?

Middletown Flight Information
Destination airport
Sonoma County
Destination airport IATA code
STS
Roundtrip price
$137

Last Minute Hotel Deals in Middletown

Hotel La Rose
Hotel La Rose
3.5 out of 5
308 Wilson Street, Santa Rosa, CA
Stay at this 3.5-star historic hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
9/10 Wonderful! (1,190 reviews)
Great stay in Santa Rosa on July 4
"Pablo is very friendly and helpful. We stayed in a corner room, which is more private and quiet. Hotel La Rose is a historical hotel, and close to the Railroad Square and a collection of restaurants and shops. Grossman’s Noshery & Bar is part of the hotel, which serves delicious food in generous ..."

Reviewed on Jul 8, 2025

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Hotel La Rose
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! (1,034 reviews)
"Nice rooms great staff"

Reviewed on Jul 9, 2025

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Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
4 out of 5
2777 4th St, Santa Rosa, CA
Stay at this 4-star spa hotel in Santa Rosa. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.2/10 Very Good! (1,005 reviews)
Room had not been cleaned
"I made a last-minute reservation at this wonderful hotel. However when I got to my room I realized they don’t offer room service, and the room had not been cleaned. However I was staying just one night before going to the airport for a last-minute trip so could not be picky. I’m guess I’m glad I ..."

Reviewed on Jul 11, 2025

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Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
Holiday Inn Windsor Wine Country by IHG
Holiday Inn Windsor Wine Country by IHG
3 out of 5
8755 Old Redwood Hwy, Windsor, CA
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 ...
9/10 Wonderful! (1,008 reviews)
"Great front desk. Quiet and clean hotel."

Reviewed on Jul 10, 2025

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Holiday Inn Windsor Wine Country by IHG
Hyatt Regency Sonoma Wine Country
Hyatt Regency Sonoma Wine Country
4 out of 5
170 Railroad Street, Santa Rosa, CA
Stay at this 4-star hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (1,011 reviews)
Relaxing comfortable stay
"Top notch. Everything was the best. Didn’t have a wine glass in the room but that was easy to get at the lobby bar. Thank you for everything. Will return when visiting again."

Reviewed on Jul 11, 2025

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Hyatt Regency Sonoma Wine Country
Solage, Auberge Resorts Collection
Solage, Auberge Resorts Collection
5 out of 5
755 Silverado Trl, Calistoga, CA
Stay at this 5-star luxury hotel in Calistoga. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (654 reviews)
"Never disappoints and we are the pickiest of the picky!"

Reviewed on Jun 29, 2025

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Solage, Auberge Resorts Collection
La Quinta Inn & Suites Santa Rosa Sonoma
La Quinta Inn & Suites Santa Rosa Sonoma
3 out of 5
111 Commercial Court, Santa Rosa, CA
Stay at this 3-star business-friendly hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,010 reviews)
"Clean & convenient location!"

Reviewed on Jul 7, 2025

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La Quinta Inn & Suites Santa Rosa Sonoma
The Sandman Santa Rosa Sonoma, Ascend Hotel Collection
The Sandman Santa Rosa Sonoma, Ascend Hotel Collection
3 out of 5
3421 Cleveland Ave, Santa Rosa, CA
Stay at this 3-star business-friendly hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the bar in our reviews. ...
8.2/10 Very Good! (2,025 reviews)
Always great!
"I stayed the Sandman 2 to 3 times a month and it's always great no problems and when you do have a problem they solve it immediately."

Reviewed on Jul 12, 2025

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The Sandman Santa Rosa Sonoma, Ascend Hotel Collection
See all 1,445 properties in Middletown
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.