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Sterling

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Sterling Flights as Low as $92

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

Spirit Airlines
Tue, Dec 9 - Wed, Dec 10
MCO
Orlando Intl.
BOS
Logan Intl.
$92 Roundtrip, found 2 days ago
$92
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Dec 9 from Orlando Intl. to Logan Intl., returning Wed, Dec 10, priced at $92 found 2 days ago
Frontier Airlines
Mon, Sep 15 - Sat, Sep 20
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$95 Roundtrip, found 21 hours ago
$95
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Mon, Sep 15 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Sat, Sep 20, priced at $95 found 21 hours ago
Frontier Airlines
Sun, Sep 14 - Sat, Sep 20
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$100 Roundtrip, found 9 hours ago
$100
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Sun, Sep 14 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Sat, Sep 20, priced at $100 found 9 hours ago
Spirit Airlines
Sun, Aug 31 - Tue, Sep 2
MCO
Orlando Intl.
BOS
Logan Intl.
$101 Roundtrip, found 4 days ago
$101
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sun, Aug 31 from Orlando Intl. to Logan Intl., returning Tue, Sep 2, priced at $101 found 4 days ago
Breeze Airways
Sat, Aug 30 - Sat, Aug 30
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$103 Roundtrip, found 5 days ago
$103
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Aug 30 from Orlando Intl. to Portsmouth Intl., returning Sat, Aug 30, priced at $103 found 5 days ago
Frontier Airlines
Fri, Oct 24 - Mon, Nov 3
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$103 Roundtrip, found 2 days ago
$103
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Oct 24 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Mon, Nov 3, priced at $103 found 2 days ago
Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 1 hour ago
$107
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $107 found 1 hour ago
Spirit Airlines
Wed, Sep 10 - Fri, Sep 12
MCO
Orlando Intl.
BOS
Logan Intl.
$108 Roundtrip, found 5 days ago
$108
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Sep 10 from Orlando Intl. to Logan Intl., returning Fri, Sep 12, priced at $108 found 5 days ago
Spirit Airlines
Fri, Sep 12 - Mon, Sep 15
CMH
John Glenn Columbus Intl.
BOS
Logan Intl.
$112 Roundtrip, found 18 hours ago
$112
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Fri, Sep 12 from John Glenn Columbus Intl. to Logan Intl., returning Mon, Sep 15, priced at $112 found 18 hours ago
JetBlue Airways
Wed, Sep 3 - Sat, Sep 13
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$137 Roundtrip, found 19 hours ago
$137
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Wed, Sep 3 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Sat, Sep 13, priced at $137 found 19 hours ago
American Airlines
Sat, Sep 6 - Tue, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$161 Roundtrip, found 4 hours ago
$161
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, Sep 6 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Tue, Sep 9, priced at $161 found 4 hours ago
United
Wed, Sep 3 - Tue, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$170 Roundtrip, found 6 days ago
$170
Roundtrip
found 6 days ago
Select United flight, departing Wed, Sep 3 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Tue, Sep 9, priced at $170 found 6 days ago
Delta
Tue, Sep 30 - Sat, Oct 4
CMH
John Glenn Columbus Intl.
BOS
Logan Intl.
$191 Roundtrip, found 15 hours ago
$191
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Sep 30 from John Glenn Columbus Intl. to Logan Intl., returning Sat, Oct 4, priced at $191 found 15 hours ago
American Airlines
Mon, Aug 25 - Tue, Aug 26
MCO
Orlando Intl.
ORH
Worcester Regional
$287 Roundtrip, found 5 days ago
$287
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Aug 25 from Orlando Intl. to Worcester Regional, returning Tue, Aug 26, priced at $287 found 5 days ago
American Airlines
Tue, Jan 13 - Tue, Jan 20
ABI
Abilene Regional
BOS
Logan Intl.
$306 Roundtrip, found 16 hours ago
$306
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, Jan 13 from Abilene Regional to Logan Intl., returning Tue, Jan 20, priced at $306 found 16 hours ago
Delta
Sun, Aug 24 - Fri, Sep 5
ATL
Hartsfield-Jackson Atlanta Intl.
ORH
Worcester Regional
$313 Roundtrip, found 1 day ago
$313
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Aug 24 from Hartsfield-Jackson Atlanta Intl. to Worcester Regional, returning Fri, Sep 5, priced at $313 found 1 day ago

Cheap Flights to Sterling

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

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

Frequently Asked Questions About flights to Sterling

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

What is the cheapest month to fly to Sterling?

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 Sterling are in December, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Sterling?

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 Sterling.

What airport is best to fly into Sterling?

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

How much are flights to Sterling?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Sterling on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $92, 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 Sterling?

The trick to saving a stack of cash on your flight to Sterling? 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 $92 right now, why wait?

Sterling Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$92

Last Minute Hotel Deals in Sterling

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

3.5 out of 5
59 Laurelwood Road, Sterling, MA
Stay at this 3.5-star hotel in Sterling. Enjoy free WiFi, free parking, and room service. Popular attractions Mary Had a Little Lamb Statue and Davis' Farmland ...
8.6/10 Excellent! (133 reviews)
Short Stay
"Everything went smoothly, but for the noisy air conditioning system and the very noisy toilet!!! Other than that nice, clean, no disturbances at all."

Reviewed on Jun 25, 2025

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Chocksett Inn and Restaurant
Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

3 out of 5
75 Felton St, Marlborough, MA
Stay at this 3-star business-friendly hotel in Marlborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,000 reviews)
"Wish we’d known pool was out of order prior to arriving."

Reviewed on Aug 13, 2025

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Courtyard by Marriott Boston Marlborough
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr, Westborough, MA
Stay at this 4-star business-friendly hotel in Westborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,003 reviews)
"I liked that the property had a restaurant & a bar."

Reviewed on Aug 12, 2025

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DoubleTree by Hilton Hotel Boston - Westborough
Courtyard by Marriott Boston Natick

Courtyard by Marriott Boston Natick

3 out of 5
342 Speen St, Natick, MA
Stay at this 3-star business-friendly hotel in Natick. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,004 reviews)
"Close to Boston"

Reviewed on Aug 14, 2025

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Courtyard by Marriott Boston Natick
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
Stay at this 3-star business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (1,000 reviews)
"Stayed here years ago. The rooms haven't changed much. The rooms are pretty standard, but the lobby, staff and food are all better than most hotels. Maybe a little old school, but I love the look of the hotel. The bed was really comfortable. The event banquet food has always been wonderful. They ..."

Reviewed on Aug 12, 2025

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The Colonial Hotel
Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd, Framingham, MA
Stay at this motel in Framingham. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.6/10 (1,002 reviews)
"Good place."

Reviewed on Aug 11, 2025

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Motel 6 Framingham, MA - Boston West
AVIA Residences on Research - Extended Stay

AVIA Residences on Research - Extended Stay

3 out of 5
25 Connector Road, Westborough, MA
Stay at this 3-star business-friendly hotel in Westborough. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (628 reviews)
"It was easy to extend my stay. Staff was so helpful. I love that the room had a kitchen."

Reviewed on Aug 13, 2025

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AVIA Residences on Research - Extended Stay
Best Western Royal Plaza Hotel & Trade Center

Best Western Royal Plaza Hotel & Trade Center

3 out of 5
181 Boston Post Rd W, Marlborough, MA
Book a stay at this business-friendly hotel in Marlborough. Enjoy free breakfast, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,002 reviews)
Boothbay trip
"ÿgʻ cheťupkķkkck i pppóoo⁹for m"

Reviewed on Aug 14, 2025

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Best Western Royal Plaza Hotel & Trade Center
See all 360 properties in Sterling
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.