Middlesex County Vacation Packages

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Your Middlesex County Vacation

Answer the call of adventure with a customized vacation package to Middlesex County. Wherever your travels take you and whatever your plans are, get ready to discover a destination that'll make you truly feel alive. A trip to Middlesex County wouldn't be complete without experiencing some of its most renowned cities, starting with Marlborough. Two of the most popular attractions here include Apex Entertainment Centre and Tower Hill Botanic Garden. Tewksbury should also be on the itineraries of all Middlesex County travellers. Visitors to this destination love Burlington Mall and Veterans Memorial Park. When it's time to stop dreaming and start discovering, Expedia will help turn your Middlesex County vacation into reality.

Top vacation destinations in Middlesex County

An aerial view of a town with a central square, a church, and surrounding residential areas.
FlightsFlightsHotelsHotels

Marlborough

Marlborough
A snowy town with a train station, a highway, and residential buildings.
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Acton

Acton

Top Middlesex County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $1,472, price is now CA $995 per person
CA $995
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

The Charles Hotel

The Charles Hotel

5 out of 5
West Cambridge
Price was CA $2,028, price is now CA $1,328 per person
CA $1,328
per person
Aug 12 - Aug 16
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (1,002 reviews)
Great experience but check in was delayed for a while and ended up in a different room category but hotel is beautiful and centrally located.

Reviewed on Jul 5, 2026

The Preserve Sporting Club & Resort

The Preserve Sporting Club & Resort

4 out of 5
Price was CA $8,304, price is now CA $5,445 per person
CA $5,445
per person
Aug 11 - Aug 17
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
8.8/10 Excellent! (9 reviews)
The resort itself stood out so beautiful!

Reviewed on Jan 6, 2026

Ashworth by the Sea

Ashworth by the Sea

3 out of 5
Hampton Beach
Price was CA $2,553, price is now CA $1,721 per person
CA $1,721
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
8.2/10 Very good! (1,338 reviews)
Staff was pleasant. Pool was enclosed so very, very hot and a funky smell. Had retractable roof but no one knew how to use.

Reviewed on Jul 6, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $3,611, price is now CA $2,537 per person
CA $2,537
per person
Sep 17 - Sep 20
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

Middlesex County Hotel Deals

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
The price is CA $226 per night from Aug 2 to Aug 3
CA $226
CA $305 total
Aug 2 - Aug 3
includes taxes & fees
9/10 Wonderful! (2,414 reviews)
"Everyone was amazing I wish I could remember the young lady that helped me from the front desk ! She was amazing"

Reviewed on Jul 6, 2026

Hyatt Regency Boston/Cambridge
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
The price is CA $325 per night from Aug 3 to Aug 4
CA $325
CA $363 total
Aug 3 - Aug 4
includes taxes & fees
9.6/10 Exceptional! (3,924 reviews)
"Amazing experience"

Reviewed on Jul 6, 2026

Encore Boston Harbor
The Charles Hotel

The Charles Hotel

5 out of 5
One Bennett Street Cambridge MA
Fully refundableReserve now, pay when you stay
The price is CA $442 per night from Jul 28 to Jul 29
CA $442
CA $513 total
Jul 28 - Jul 29
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
"Great experience but check in was delayed for a while and ended up in a different room category but hotel is beautiful and centrally located."

Reviewed on Jul 5, 2026

The Charles Hotel
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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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Frequently asked questions

How much does a Middlesex County vacation package cost?
Maybe less than you imagined — from as low as CA $995, in fact! By bundling hotels, flights and car rentals into your own customized vacation package, your trip to Middlesex County is just a few clicks away.
How do I get a cheap travel package to Middlesex County?
Secure flights that fit your schedule, add a hotel room to your booking and watch how much you save with a Middlesex County vacation package. It's as easy as that! From hotels and flights to activities and rental cars, Expedia is your gateway to cheap travel. And with over 550 airlines and 1,000,000 properties around the globe to select from, you'll never be short of choice.
Where should I stay in Middlesex County?
Cambridge is an excellent city to visit. It draws in many wanderers who come to see its top sights, such as Harvard Square and Harvard University.
What are the top hotels in Middlesex County?
Take a look at Hampton Inn Boston/Natick and Encore Boston Harbor. They're top picks for many travelers to Cambridge. If Somerville is on your itinerary, Four Points by Sheraton Boston Newton and Hilton Boston/Woburn are top-notch options.
How far in advance should I book my Middlesex County vacation?
Reserving your flight early with Expedia means one less thing to have to worry about. Most carriers advertise prices up to 12 months prior to take off. This is usually the cheapest time to book. If circumstances have left you booking late, last-minute deals to Middlesex County occasionally appear in the weeks leading up to departure.
What does an Expedia Middlesex County travel package include?
Packages include flights, hotels and rental cars, but you can mix and match them to create your dream Middlesex County getaway. You can also add on a few activities and experiences once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll score deals you won't find anywhere else.
What should I know before booking a Middlesex County travel package?
Bundling your bookings into a Middlesex County vacation package is the most convenient way to organize your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Middlesex County Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You get to decide. We have access to more than 550 airline partners worldwide, so you have options galore when creating your Middlesex County adventure.
If I'm not able to travel, can I cancel my Middlesex County vacation package?
It's good to know that you can cancel your Middlesex County booking if your travel plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

Stay near popular Middlesex County attractions

A nighttime street scene with a historic building, street lamps, and a church spire.

Harvard Square

9.0/10 (3,936 reviews)
With a visit to Harvard Square, a favorite shopping spot in Cambridge, you can search for that perfect souvenir. Experience the acclaimed art scene and fascinating museums in this vibrant area.
See properties

What to do in Middlesex County

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $73
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
History and Hauntings of Salem Guided Walking Tour

History and Hauntings of Salem Guided Walking Tour

CA $50
per adult
98% of travellers recommend
History and Hauntings of Salem Guided Walking Tour
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $47
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Middlesex County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.