Search Cheap Flights to
Sterling

Name: Red Roof Inn Boston - Southborough/ Worcester
Rating: 7

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Sterling Flights as Low as $107

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

All deals

One way

Roundtrip

Wed, Oct 22 - Wed, Oct 22

MCO

Orlando Intl.

PSM

Portsmouth Intl.

$107

Roundtrip

found 1 day ago

Tue, Jul 1 - Tue, Jul 8

ATL

Hartsfield-Jackson Atlanta Intl.

BOS

Logan Intl.

$111

Roundtrip

found 1 day ago

Wed, Oct 22 - Wed, Oct 22

MCO

Orlando Intl.

PSM

Portsmouth Intl.

$117

Roundtrip

found 1 day ago

Thu, Jun 26 - Tue, Jul 1

ATL

Hartsfield-Jackson Atlanta Intl.

BOS

Logan Intl.

$118

Roundtrip

found 3 days ago

Tue, Jul 1 - Tue, Jul 8

ATL

Hartsfield-Jackson Atlanta Intl.

BOS

Logan Intl.

$120

Roundtrip

found 1 day ago

Mon, Jun 30 - Tue, Jul 8

ATL

Hartsfield-Jackson Atlanta Intl.

BOS

Logan Intl.

$121

Roundtrip

found 15 hours ago

Mon, Sep 15 - Sat, Sep 20

MCO

Orlando Intl.

BOS

Logan Intl.

$130

Roundtrip

found 17 hours ago

Tue, Sep 23 - Sat, Sep 27

ATL

Hartsfield-Jackson Atlanta Intl.

BOS

Logan Intl.

$167

Roundtrip

found 8 hours ago

Tue, Sep 23 - Sat, Oct 4

ATL

Hartsfield-Jackson Atlanta Intl.

BOS

Logan Intl.

$167

Roundtrip

found 8 hours ago

Wed, Oct 15 - Tue, Oct 21

ATL

Hartsfield-Jackson Atlanta Intl.

BOS

Logan Intl.

$182

Roundtrip

found 17 hours ago

Fri, Jul 18 - Sat, Jul 19

MCO

Orlando Intl.

BOS

Logan Intl.

$185

Roundtrip

found 1 day ago

Wed, Oct 15 - Tue, Oct 21

ATL

Hartsfield-Jackson Atlanta Intl.

BOS

Logan Intl.

$187

Roundtrip

found 17 hours ago

Fri, Jun 20 - Tue, Jun 24

MCO

Orlando Intl.

ORH

Worcester Regional

$241

Roundtrip

found 5 days ago

Wed, Jul 9 - Wed, Jul 23

MBJ

Sir Donald Sangster Intl.

BOS

Logan Intl.

$281

Roundtrip

found 3 days ago

Tue, Jun 17 - Mon, Jun 23

MBJ

Sir Donald Sangster Intl.

BOS

Logan Intl.

$434

Roundtrip

found 10 hours ago

Mon, Jun 16 - Sat, Jun 21

MBJ

Sir Donald Sangster Intl.

BOS

Logan Intl.

$519

Roundtrip

found 13 hours 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 October, 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 $107, 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 $107 right now, why wait?

Sterling Flight Information
Destination airport	Portsmouth Intl.
Destination airport IATA code	PSM
Roundtrip price	$106

Last Minute Hotel Deals in Sterling

Chocksett Inn and Restaurant

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! (129 reviews)

"Great atmosphere. Spacious room. Colonial setting"

Reviewed on Jun 10, 2025

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Motel 6 Framingham, MA - Boston West

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 (1,003 reviews)

"Very helpful and accommodating! Kind and professional staff."

Reviewed on Jun 8, 2025

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DoubleTree by Hilton Hotel Boston - Westborough

5400 Computer Dr, Westborough, MA

Stay at this 4-star business-friendly hotel in Westborough. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...

8.4/10 Very Good! (1,005 reviews)

"It was great!"

Reviewed on Jun 9, 2025

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Courtyard by Marriott Boston Marlborough

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)

"."

Reviewed on Jun 11, 2025

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Best Western Royal Plaza Hotel & Trade Center

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 ...

7.6/10 Good! (1,002 reviews)

"Very nice kept hotel"

Reviewed on Jun 9, 2025

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Embassy Suites by Hilton Boston Marlborough

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! (1,002 reviews)

"rooms were roomy and private . The breakfast was perfect"

Reviewed on Jun 11, 2025

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Great Wolf Lodge Boston / Fitchburg, MA

150 Great Wolf Dr, Fitchburg, MA

Stay at this 3.5-star 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! (1,000 reviews)

"Employees were very friendly. As clean as it could be for a water park. Loved my stay at a wolf den where it was close to mostly everything and no elevator needed. Had pizza at hungry as a wolf in the arcade and grabbed a candy apple afterwards there in the candy/ ice cream store. Will recommend ..."

Reviewed on Jun 10, 2025

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Red Roof Inn Boston - Southborough/ Worcester

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! (1,001 reviews)

"Basic inexpensive hotel. Good for budget minded travelers."

Reviewed on May 24, 2025

Get rates

See all 351 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.

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