Middlesex County Vacations & Trips from ￥379,476
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The Latest Middlesex County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Middlesex County Hotel Deals
Encore Boston Harbor
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
￥55,603
￥62,109 total
Aug 30 - Aug 31
includes taxes & fees
9.6/10 Exceptional! (4,052 reviews)
"We enjoyed how spacious and beautiful the hotel was♥️"
Reviewed on Aug 16, 2026
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
￥24,112
￥32,718 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (2,581 reviews)
"Great hotel! Clean and nice coffee shop in lobby"
Reviewed on Aug 16, 2026
Hilton Garden Inn Tewksbury Andover
4 Highwood Drive Tewksbury MA
Fully refundableReserve now, pay when you stay
￥14,325
￥16,001 total
Sep 6 - Sep 7
includes taxes & fees
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 ￥379,476, 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
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.
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.
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.
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.
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.
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.
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.
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.
What to do in Middlesex County
Boston: Scenic Harbor Cruise (Dog-Friendly)
￥5,092
per adult
100% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
￥13,407
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
￥7,374
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
