Middlesex County Holidays

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Top destinations in Middlesex County

Brown's River Covered Bridge, Westford, Vermont, USA
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Westford

Westford
Aerial view of Chelmsford, Massachusetts in winter
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Chelmsford

Chelmsford

Our pick of the best Middlesex County Hotel Deals

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
The price is NZ$475 per night from 5 Apr to 6 Apr
NZ$475
5 Apr - 6 Apr
includes taxes & fees
9.6/10 Exceptional! (3,603 reviews)
I will definitely be going back I had a great time staff very friendly and the entire resort was very clean. I give this resort a 10.!

Reviewed on 23 Mar 2026

Encore Boston Harbor
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 NZ$328 per night from 30 Mar to 31 Mar
NZ$328
30 Mar - 31 Mar
includes taxes & fees
9/10 Wonderful! (2,284 reviews)
The key card feature in the elevators is not activated, so people who don't stay at the hotel can get to any floor, which is a big safefy concern. The room is clean but the shower is too small. The front desk staff are not very friendly. The waiters at Paperback Tavern treat guests very differently, ...

Reviewed on 27 Mar 2026

Hyatt Regency Boston/Cambridge
Courtyard by Marriott Boston-Cambridge

Courtyard by Marriott Boston-Cambridge

3.5 out of 5
777 Memorial Dr Cambridge MA
Fully refundableReserve now, pay when you stay
The price is NZ$352 per night from 30 Mar to 31 Mar
NZ$352
30 Mar - 31 Mar
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
Great place to stay nearby MIT buildings

Reviewed on 26 Mar 2026

Courtyard by Marriott Boston-Cambridge
See all 1,291 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 holiday package cost?
Maybe less than you imagined — from as low as , in fact! By bundling hotels, flights and car rentals into your own customized holiday 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 holiday 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 Harbour. They're top picks for many travellers 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 holiday?
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 holiday package is the most convenient way to organise 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 holiday package?
Yes — that's one of the best things about an Expedia holiday 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 holiday 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.