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 South Acton, Massachusetts in winter
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Acton

Acton

Top Flight + Hotel Deals in Middlesex County

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

3 out of 5
Price was €1,363, price is now €1,167 per person
€1,167
per person
14 Jun - 21 Jun
found 1 day ago
Return flight included
Shannon (SNN) to Providence (PVD)
8.4/10 Very Good! (1,468 reviews)
The whole property was immaculate clean. My room as well. The breakfast was well laid out and plenty although some in our group wished for waffles. The breakfast room was clean, sanitized and bright which was a nice morning surprise. I would recommend staying here.

Reviewed on 25 Mar 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €2,103, price is now €1,618 per person
€1,618
per person
28 May - 30 May
found 1 day ago
Return direct flight included
Istanbul (IST) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great, however the pool itself was not heated, it was cold and no one really stayed in it for that reason. Thankfully there was a hot tub.

Reviewed on 23 Mar 2026

Cambridge Common House

Cambridge Common House

3.5 out of 5
West Cambridge
Price was €3,130, price is now €2,502 per person
€2,502
per person
14 Jun - 21 Jun
found 1 day ago
Return flight included
Shannon (SNN) to Boston (BOS)
No reviews
Hampton Inn Boston Bedford Burlington

Hampton Inn Boston Bedford Burlington

2.5 out of 5
Price was €2,171, price is now €1,879 per person
€1,879
per person
14 Jun - 21 Jun
found 1 day ago
Return flight included
Shannon (SNN) to Boston (BOS)
9.2/10 Wonderful! (1,004 reviews)
The staff were amazing. The property was well maintained and the breakfast had a good variety each day.

Reviewed on 22 Mar 2026

The Taber Inne & Suites

The Taber Inne & Suites

2 out of 5
Price was €1,441, price is now €1,256 per person
€1,256
per person
14 Jun - 21 Jun
found 1 day ago
Return flight included
Shannon (SNN) to Providence (PVD)
9.6/10 Exceptional! (1,001 reviews)
My husband swam several times and thought the pool was wonderful!

Reviewed on 25 Mar 2026

Top hotels in Middlesex County

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
The price is €260 per night from 5 Apr to 6 Apr
€260
5 Apr - 6 Apr
includes taxes & fees
9.6/10 Exceptional! (3,601 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 €164 per night from 30 Mar to 31 Mar
€164
30 Mar - 31 Mar
includes taxes & fees
9/10 Wonderful! (2,282 reviews)
Rooms were clean. The staff was great. The food and staff at the restaurant was spot on.

Reviewed on 26 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 €158 per night from 29 Mar to 30 Mar
€158
29 Mar - 30 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 1,295 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 €1,167, 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.