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Winthrop

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Winthrop Flights as Low as $111

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Cheap Flights to Winthrop

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

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

Frequently Asked Questions About flights to Winthrop

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

What is the cheapest month to fly to Winthrop?

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

How many airlines fly to Winthrop?

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 Winthrop.

What airport is best to fly into Winthrop?

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

How much are flights to Winthrop?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winthrop on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $111, 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 Winthrop?

The trick to saving a stack of cash on your flight to Winthrop? 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 $111 right now, why wait?

Winthrop Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$101

Last Minute Hotel Deals in Winthrop

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Stay at this 4-star spa hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (3,707 reviews)
"It was great"

Reviewed on Jul 23, 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square ...
9.2/10 Wonderful! (1,492 reviews)
"It’s was in convenient area!"

Reviewed on Jul 24, 2025

citizenM Boston Back Bay
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
9.2/10 Wonderful! (3,572 reviews)
"It was an amazing experience especially for my first time in boston, however, my fiancee was walked into by an employee while he was in a stall using the bathroom. His stall door was wide open and she just started cleaning it like he wasnt there. Other than that amazing workers, very kind and ..."

Reviewed on Jul 22, 2025

citizenM Boston North Station
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our ...
9/10 Wonderful! (5,380 reviews)
"I wish they’d offer coffee in the morning. But that wasn’t a deal breaker for us. Great staff!!"

Reviewed on Jul 23, 2025

Harborside Inn Of Boston
Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel

4 out of 5
47 Huntington Ave, Boston, MA
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the restaurant and the ...
8.4/10 Very Good! (3,778 reviews)
"Thank you to the staff at Copley Square- you made are stay in Boston comfortable and enjoyable."

Reviewed on Jul 22, 2025

Copley Square Hotel, a FOUND Hotel
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street, Boston, MA
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (2,095 reviews)
"I appreciate the communal living concept of this hotel. The staff was friendly and helpful. The location of this hotel is walkable and convenient."

Reviewed on Jul 23, 2025

The Revolution Hotel
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
505 Washington Street, Boston, MA
Stay at this 4-star boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the ...
9.4/10 Exceptional! (4,205 reviews)
"Gre"

Reviewed on Jul 23, 2025

The Godfrey Hotel Boston
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff ...
9/10 Wonderful! (1,530 reviews)
"I wished the hotel had a swimming pool"

Reviewed on Jul 21, 2025

Hyatt Regency Boston Harbor
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.