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Sterling

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Sterling Flights as Low as $66

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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 March, 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 $66, 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 $66 right now, why wait?

Sterling Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$80

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 hotel in Sterling. Enjoy free WiFi, free parking, and room service. Popular attractions Mary Had a Little Lamb Statue and Davis' Farmland & Mega ...
8.6/10 Excellent! (148 reviews)
The staff was very accommodating and friendly. Quaint place to stay.

Reviewed on Jan 16, 2026

Chocksett Inn and Restaurant
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
Book a stay at this family-friendly resort in Fitchburg. Enjoy 4 indoor pools, free water park access, and room service. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,001 reviews)
Good

Reviewed on Jan 15, 2026

Great Wolf Lodge Boston / Fitchburg, MA
Red Roof Inn Boston - Southborough/ Worcester

Red Roof Inn Boston - Southborough/ Worcester

2 out of 5
367 Turnpike Rd Southborough MA
Stay at this hotel in Southborough. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7/10 Good! (1,005 reviews)
Yes, specially Maria

Reviewed on Jan 3, 2026

Red Roof Inn Boston - Southborough/ Worcester
The Verve Hotel Boston Natick, Tapestry Collection by Hilton

The Verve Hotel Boston Natick, Tapestry Collection by Hilton

3.5 out of 5
1360 Worcester St Natick MA
Book a stay at this business-friendly hotel in Natick. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,003 reviews)
Great!

Reviewed on Jan 14, 2026

The Verve Hotel Boston Natick, Tapestry Collection by Hilton
Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough

3.5 out of 5
123 Boston Post Rd W Marlborough MA
Book a stay at this business-friendly hotel in Marlborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,004 reviews)
Very clean, quiet environment Pleasant staff and food was great! But when I texted for additional towels and get a reply back I never did actually receive them

Reviewed on Jan 17, 2026

Embassy Suites by Hilton Boston Marlborough
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
Book a stay at this 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! (1,002 reviews)
Well-kept hotel with a great restaurant.

Reviewed on Jan 13, 2026

The Colonial Hotel
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr Westborough MA
Book a stay at this business-friendly hotel in Westborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,001 reviews)
Nice

Reviewed on Jan 13, 2026

DoubleTree by Hilton Hotel Boston - Westborough
Extended Stay America Suites Boston Westborough Computer Dr

Extended Stay America Suites Boston Westborough Computer Dr

2.5 out of 5
1800 Computer Dr Westborough MA
Book a stay at this business-friendly hotel in Westborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.6/10 (1,002 reviews)
Great service!

Reviewed on Jan 12, 2026

Extended Stay America Suites Boston Westborough Computer Dr
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.