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.

Marlborough

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

Acton

Acton

Top Middlesex County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sesuit Harbor House

Sesuit Harbor House

CA $946
per person
Sep 10 - Sep 13
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (196 reviews)
Wonderful stay and would stay again

Reviewed on Aug 10, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
CA $2,525
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (475 reviews)
Overrated

Reviewed on Aug 10, 2026

The Mansion at Ocean Edge

The Mansion at Ocean Edge

CA $2,261
per person
Sep 10 - Sep 13
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very good! (1,000 reviews)
The amenities are nice, and the beach is beautiful. We had a Deluxe Double Queen room on the 1st floor of the East wing which was a nice size and had a spacious bathroom. The main disappointment with the room was that it faced the back with no view whatsoever. The beach and pool got very crowded by early afternoon. Although the mansion and grounds were beautiful, I wouldn't really consider this to be a "luxury" hotel.

Reviewed on Aug 8, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

Back Bay
CA $1,160
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (1,298 reviews)
Studio Allston Hotel

Studio Allston Hotel

Brighton
CA $1,244
per person
Sep 10 - Sep 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (1,306 reviews)
Clean room and one of the best continental breakfast offered in a hotel!

Reviewed on Aug 11, 2026

Middlesex County Hotel Deals

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
CA $180
CA $251 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (2,593 reviews)
"The room was very very clean the staff are all super nice and helpful, the only thing that made the stay bad was the fact that we had no ac we was sweating really bad and barley slept . We could barley even do our makeup without it sweating !"

Reviewed on Aug 11, 2026

Hyatt Regency Boston/Cambridge
Encore Boston Harbor

Encore Boston Harbor

1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
CA $360
CA $402 total
Aug 31 - Sep 1
includes taxes & fees
9.6/10 Exceptional! (4,049 reviews)
"I found out you can order a small fridge for your room. It cost $25 for the length of your stay not daily. So that was good. Still no microwave but at least we had cold drinks. Great experience."

Reviewed on Aug 11, 2026

Encore Boston Harbor
Hilton Garden Inn Tewksbury Andover

Hilton Garden Inn Tewksbury Andover

4 Highwood Drive Tewksbury MA
Fully refundableReserve now, pay when you stay
CA $135
CA $151 total
Aug 30 - Aug 31
includes taxes & fees
8.8/10 Excellent! (1,280 reviews)
"Clean facility and staff was friendly"

Reviewed on Aug 11, 2026

Hilton Garden Inn Tewksbury Andover
See all 1,289 properties in Middlesex County
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 does a Middlesex County vacation package cost?
Maybe less than you imagined — from as low as CA $946, 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 theater scene and fascinating museums in this vibrant area.
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A large building with a dome and columns, surrounded by well-maintained hedges and trees.

Massachusetts Institute of Technology

9.2/10 (1,465 reviews)
Immerse yourself in an atmosphere of academia at the architecturally rich, museum-filled campus of one of America’s most celebrated universities.
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A cityscape with a river, modern buildings, and a bridge.

Kendall Square

9.2/10 (492 reviews)
You can learn about the history of Cambridge when you stop by Kendall Square. Experience the fascinating museums or attend a sporting event in this vibrant area.
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A planter with white and purple flowers, a yellow giraffe statue, and a building with a red awning.
Photo by Ana Lei

Assembly Row

9.2/10 (414 reviews)
You can find the perfect gifts to bring home at Assembly Row during your visit to Somerville.
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A calm lake surrounded by dense forest with a clear blue sky.

Walden Pond

9.0/10 (141 reviews)
Just out of view of the city nearby lies an ecological haven, the beauty of which once inspired one of the nation’s great thinkers.
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Burlington Mall

8.6/10 (564 reviews)
You can do some window-shopping at Burlington Mall during your visit to Burlington. Amble around this vibrant area's riverfront or attend a sporting event.
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New England Sports Center

8.8/10 (204 reviews)
Catch an event at New England Sports Center during your trip to Marlborough. You can attend a sporting event while in the area.
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Tsongas Center at UMass Lowell

8.0/10 (99 reviews)
Enjoy a show at Tsongas Center at UMass Lowell, a storied theater in Lowell. You can attend a sporting event while in the area.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.