Middlesex County Holidays

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Top destinations in Middlesex County

An aerial view of a beach surrounded by autumn-colored trees.
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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.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Price was €1,491, price is now €1,215 per person
€1,215
per person
30 Jul - 4 Aug
found 1 day ago
Return flight included
Shannon (SNN) to Boston (BOS)
9/10 Wonderful! (2,694 reviews)
Great experience here, parking can add up, but with the discount the hotel gets you its much cheaper than it would be. Great walking distance from a variety of things to do.

Reviewed on 23 Jun 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Price was €3,793, price is now €2,439 per person
€2,439
per person
29 Jul - 4 Aug
found 3 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (428 reviews)
The valet was fast and professional, the room was clean, the staff are very helpful. I would definitely stay again!

Reviewed on 25 May 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Price was €1,849, price is now €1,324 per person
€1,324
per person
29 Jul - 4 Aug
found 3 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (5,092 reviews)
Close to restaurants Walkable to many Boston attractions

Reviewed on 23 Jun 2026

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was €1,811, price is now €1,347 per person
€1,347
per person
29 Jul - 4 Aug
found 3 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (1,288 reviews)
The best features of the hotel are the location, staff, and minimalist styling. The somewhat annoying feature is that the bars' patios are located alongside the main entrance and seem to be very busy every day after work hours. On the days we were there it was pretty loud and boisterous every time we entered and exited the hotel in the early evenings. The truly bad features were the very very loud AC unit that would kick in every twenty minutes or so and the lumpy, too soft mattresses.

Reviewed on 24 Jun 2026

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was €1,686, price is now €1,545 per person
€1,545
per person
30 Jul - 4 Aug
found 1 day ago
Return flight included
Shannon (SNN) to Boston (BOS)
9.4/10 Exceptional! (1,001 reviews)
had a delicious muffin and coffee. Parking was safe and convenient.

Reviewed on 22 Jun 2026

Top hotels in Middlesex County

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 €181 per night from 19 Jul to 20 Jul
€181
19 Jul - 20 Jul
includes taxes & fees
9/10 Wonderful! (2,384 reviews)
"My Favorite Boston Hotel. Affordability w 5 star services. Balcony rooms are my go to : )"

Reviewed on 24 Jun 2026

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 €268 per night from 26 Jul to 27 Jul
€268
26 Jul - 27 Jul
includes taxes & fees
9.6/10 Exceptional! (3,864 reviews)
"Beautiful hotel"

Reviewed on 25 Jun 2026

Encore Boston Harbor
Hilton Garden Inn Tewksbury Andover

Hilton Garden Inn Tewksbury Andover

3 out of 5
4 Highwood Drive Tewksbury MA
Fully refundableReserve now, pay when you stay
The price is €107 per night from 19 Jul to 20 Jul
€107
19 Jul - 20 Jul
includes taxes & fees
8.8/10 Excellent! (1,094 reviews)
"Good location and parking"

Reviewed on 23 Jun 2026

Hilton Garden Inn Tewksbury Andover
See all 1,283 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 €1,215, 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.