Flights To Middlesex County - Cheap Flights Starting at CA $129

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Hudson historic town center aerial view including Unitarian Church Marlborough and Town Hall on Main Street in town of Hudson, Massachusetts MA, USA.

Marlborough

Flights
Marlborough

How Much Does it Cost To Fly To Middlesex County?

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

Sat, Sep 26 - Wed, Oct 14
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
CA $352 Roundtrip, found 5 days ago
CA $352
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Sep 26 from Southwest Florida Intl. to Manchester-Boston Regional, returning Wed, Oct 14, priced at CA $352 found 5 days ago
Tue, Jul 7 - Tue, Jul 7
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $376 Roundtrip, found 2 hours ago
CA $376
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Jul 7 from Pearson Intl. to Logan Intl., returning Tue, Jul 7, priced at CA $376 found 2 hours ago
Thu, Jul 9 - Tue, Jul 14
RSW
Southwest Florida Intl.
BOS
Logan Intl.
CA $376 Roundtrip, found 1 day ago
CA $376
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Jul 9 from Southwest Florida Intl. to Logan Intl., returning Tue, Jul 14, priced at CA $376 found 1 day ago
Tue, Jun 16 - Wed, Jul 15
RSW
Southwest Florida Intl.
PVD
T.F. Green
CA $378 Roundtrip, found 4 days ago
CA $378
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Tue, Jun 16 from Southwest Florida Intl. to T.F. Green, returning Wed, Jul 15, priced at CA $378 found 4 days ago
Tue, Jun 30 - Sat, Jul 4
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $384 Roundtrip, found 2 hours ago
CA $384
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Jun 30 from Pearson Intl. to Logan Intl., returning Sat, Jul 4, priced at CA $384 found 2 hours ago
Mon, Jul 20 - Mon, Aug 3
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $390 Roundtrip, found 2 days ago
CA $390
Roundtrip
found 2 days ago
Select Air Canada flight, departing Mon, Jul 20 from Pearson Intl. to Logan Intl., returning Mon, Aug 3, priced at CA $390 found 2 days ago
Sat, Jul 25 - Sun, Aug 16
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $390 Roundtrip, found 1 day ago
CA $390
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Sat, Jul 25 from Pearson Intl. to Logan Intl., returning Sun, Aug 16, priced at CA $390 found 1 day ago
Tue, Jun 30 - Sun, Jul 5
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $393 Roundtrip, found 2 hours ago
CA $393
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Tue, Jun 30 from Pearson Intl. to Logan Intl., returning Sun, Jul 5, priced at CA $393 found 2 hours ago
Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites
3.5-star property

By the Sea Guests Bed & Breakfast & Suites

Aug 3 - Aug 9

6 night stay

Halifax (YHZ) to Boston (BOS)

Air Canada • Non-stop roundtrip • Coach
Price was CA $2,492, price is now CA $1,530 per person
CA $1,530
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Jul 16 - Jul 20

4 night stay

Halifax (YHZ) to Boston (BOS)

Air Canada • Roundtrip • Coach
Price was CA $3,128, price is now CA $1,795 per person
CA $1,795
per person
found 1 day ago
Nantucket Inn
3.5-star property

Nantucket Inn

Aug 3 - Aug 9

6 night stay

Halifax (YHZ) to Boston (BOS)

Air Canada • Non-stop roundtrip • Coach
Price was CA $5,433, price is now CA $3,175 per person
CA $3,175
per person
found 1 day ago
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Travelers ❤️ These Middlesex County 🏨

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Book a stay at this luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
Opens in a new windowEncore Boston Harbor
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
9/10 Wonderful! (2,324 reviews)
"Really great stay. Front desk was wonderfully helpful. Comfy and clean rooms. Great cafe and brunch was delish. Only reason for 4stars and not 5 is the hotel is a bit dated and worn. But I will definitely return!"

Reviewed on May 22, 2026

Opens in a new windowHyatt Regency Boston/Cambridge
The Royal Sonesta Boston

The Royal Sonesta Boston

4 out of 5
40 Edwin H. Land Boulevard Cambridge MA
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
8.6/10 Excellent! (1,762 reviews)
"Beautiful lobby. Room was great. Only complaint is the ice machine on my floor was not working."

Reviewed on May 22, 2026

Opens in a new windowThe Royal Sonesta Boston
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La Quinta Inn & Suites by Wyndham Boston Somerville

La Quinta Inn & Suites by Wyndham Boston Somerville

3 out of 5
23 Cummings St Somerville MA
Book a stay at this business-friendly hotel in Somerville. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
7.6/10 Good! (3,342 reviews)
"Keep a good services"

Reviewed on May 22, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Boston Somerville
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.

Frequently asked questions

How much is the cheapest flight to Middlesex County?
In the last seven days, the cheapest roundtrip flight to Middlesex County cost CA $352 on our site. Check out our incredible deals, book your tickets and start planning for your next exciting getaway. This price was available on Travelocity for flights to Middlesex County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Middlesex County?
With 15 airlines flying in and out of Middlesex County, finding your ideal flight should be a snap. If your destination is Marlborough, go for the popular carrier, Delta Air Lines. It operates about 3,059 services to this wonderful city a month.
What is the cheapest month to fly to Middlesex County?
If you're thinking of booking a vacation in Middlesex County, September is the cheapest period to take to the skies. This is according to Travelocity's direct return flight demand between January and December last year. Pick your travel dates and secure your seat today.
How can I check my flight status to Middlesex County?
Whether you'd like to check the status of your flight to Middlesex County or make some changes, you'll find all the details you need on our handy portal, Trips. Click on "Trips" at the top of our homepage, then sign in or open a new account. Another great way to manage and view your booking is with the Travelocity app. Get alerts about gate changes or flight delays and easily share updates with any friends or family flying with you.
How do I find the best deals on flights to Middlesex County?
It's better to book ahead, and if possible, avoid traveling during vacation periods. Another smart way to save is by clicking the "Flexible dates" box at the top of the page after searching for your flights. This will reveal ticket prices for surrounding days. In the last seven days, the lowest price for a return flight to Middlesex County was CA $352. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Middlesex County with Travelocity?
If you're looking for cheap flights to Middlesex County, you'll come across some enticing deals with Travelocity. From cheap family flights on low-cost airlines to flexible airfares, we've got it all. Experience a stress-free trip with our 24/7 Virtual Agent online chat, Price Match Guarantee and free cancellations with most hotels and activities. Start planning your schedule and prepare to jet off to this exciting destination.
How much is a flight to Middlesex County on average?
Roundtrip flights to Middlesex County were priced between CA $352 and CA $393 in the last seven days. If you see a plane fare you like, act quickly. Cheap deals don't last long! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.