Middlesex County Vacations & Trips

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Top destinations in Middlesex County

Modest gravestone of Jack Kerouac ❤️
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Lowell

Lowell

Middlesex County Hotel Deals

Hyatt Regency Boston/Cambridge
Hyatt Regency Boston/Cambridge
4 out of 5
575 Memorial Drive, Cambridge, MA
Fully refundableReserve now, pay when you stay
The price is ₩176,563 per night from Jul 3 to Jul 4
₩176,563
₩236,221 total
Jul 3 - Jul 4
includes taxes & fees
8.8/10 Excellent! (1,916 reviews)
"Location"

Reviewed on Jun 24, 2025

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 ₩325,148 per night from Jun 29 to Jun 30
₩325,148
₩363,191 total
Jun 29 - Jun 30
includes taxes & fees
9.6/10 Exceptional! (3,023 reviews)
"Lives up to 5 stars"

Reviewed on Jun 24, 2025

Encore Boston Harbor
Embassy Suites by Hilton Boston Waltham
Embassy Suites by Hilton Boston Waltham
3.5 out of 5
550 Winter Street, Waltham, MA
Fully refundableReserve now, pay when you stay
The price is ₩172,353 per night from Jun 30 to Jul 1
₩172,353
₩192,508 total
Jun 30 - Jul 1
includes taxes & fees
7.8/10 Good! (2,007 reviews)
"Very friendly and helpful staff and comfortable room. However, the first room we were assigned had a strong cigarette smell. The front desk shifted our room and the new room was fine. There was a youth hockey team staying there and their adults were very poor chaperones. The teenage boys were loudly ..."

Reviewed on Jun 22, 2025

Embassy Suites by Hilton Boston Waltham
See all 1,161 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 , 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.