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.
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
Downtown Boston
Price was €1,392, price is now €1,183 per person
€1,183
per person
10 Jun - 14 Jun
found 13 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (6,507 reviews)
Great location, friendly staff and very clean

Reviewed on 10 May 2026

Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Price was €2,127, price is now €1,427 per person
€1,427
per person
10 Jun - 13 Jun
found 16 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.4/10 Very Good! (1,430 reviews)
The area is very good for walking and getting the sense of Boston. The rooms are clean and most importantly the staff is excellent.

Reviewed on 8 May 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was €1,725, price is now €1,225 per person
€1,225
per person
10 Jun - 14 Jun
found 13 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (1,451 reviews)
Staff very friendly. Night desk clerk, Mathew, was extremely helpful and engaging. Wasn’t happy about being talked into a pre-usage amenity charge. Still not sure what it was supposed to be used for. This was a $69+ charger. Also parking a block and half away was a $50 per day. Thought a bit high.

Reviewed on 7 May 2026

The Hotel Salem

The Hotel Salem

3 out of 5
Downtown Salem
Price was €2,018, price is now €1,593 per person
€1,593
per person
21 Jun - 27 Jun
found 2 hours ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
9.4/10 Exceptional! (1,008 reviews)
Great location in downtown historic Salem

Reviewed on 8 May 2026

Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Price was €2,797, price is now €2,339 per person
€2,339
per person
21 Jun - 27 Jun
found 2 hours ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
9/10 Wonderful! (1,990 reviews)
Great place to stay, nice common areas

Reviewed on 10 May 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 €388 per night from 22 May to 23 May
€388
22 May - 23 May
includes taxes & fees
9.6/10 Exceptional! (3,763 reviews)
Room and property were immaculate Having the casino there was added fun on days not wanting to go out on the town. Restaurants were great as dar as food quality and staffing. All in all a wonderful experience!

Reviewed on 10 May 2026

Encore Boston Harbor
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Fully refundable
The price is €167 per night from 25 May to 26 May
€167
25 May - 26 May
includes taxes & fees
9/10 Wonderful! (2,341 reviews)
Everything was very nice and staff was friendly. Easy check in. Beautiful views. But no comp’d breakfast which I thought was kinda bush league for a higher end place such as this.

Reviewed on 8 May 2026

Hyatt Regency Boston/Cambridge
The Royal Sonesta Boston

The Royal Sonesta Boston

4 out of 5
40 Edwin H. Land Boulevard Cambridge MA
Fully refundableReserve now, pay when you stay
The price is €221 per night from 25 May to 26 May
€221
25 May - 26 May
includes taxes & fees
8.6/10 Excellent! (1,742 reviews)
Great view, clean room, friendly staff.

Reviewed on 10 May 2026

The Royal Sonesta Boston
See all 1,307 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 €1,183, 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.