Middlesex County Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Middlesex County
Price found within the past 48 hours. Click for updated prices.
Four Seasons Hotel Boston
Bay Village
€2,891
per person
23 Oct - 29 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (475 reviews)
It was our first visit to Boston. So glad we stayed at the Four Seasons on Boylston. It’s centrally located to all the attractions that were on our list. The city view trolley is located across the street from the hotel. Easy hop on and off. Staff were amazing - friendly and professional. We will definitely stay here again when we come back to Boston.
Reviewed on 6 Aug 2026
The Godfrey Hotel Boston
Downtown Boston
€1,448
per person
3 Oct - 8 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (5,158 reviews)
Great hotel. Busy area but great location to walk all of Boston from Back Bay to Waterfront. Entire staff from check in to valet to housekeeping friendly and helpdul
Reviewed on 8 Aug 2026
Top hotels in Middlesex County
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
€153
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (2,579 reviews)
"No AC for entire stay and they refuse to refund us."
Reviewed on 9 Aug 2026
Encore Boston Harbor
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
€236
30 Aug - 31 Aug
includes taxes & fees
9.6/10 Exceptional! (4,042 reviews)
"Breakfast in the room Is a must"
Reviewed on 9 Aug 2026
Hilton Garden Inn Tewksbury Andover
4 Highwood Drive Tewksbury MA
Fully refundableReserve now, pay when you stay
€94
23 Aug - 24 Aug
includes taxes & fees
8.8/10 Excellent! (1,265 reviews)
"The room was nice, with all what I need but the bed was very uncomfor"
Reviewed on 8 Aug 2026
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 €1,066, 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.
Stay near popular Middlesex County attractions
Harvard Square
9.0/10 (3,936 reviews)
With a visit to Harvard Square, a favourite shopping spot in Cambridge, you can browse for souvenirs. Experience the acclaimed art galleries and fascinating museums in this vibrant area.
Massachusetts Institute of Technology
9.2/10 (1,465 reviews)
Immerse yourself in an atmosphere of academia at the architecturally rich, museum-filled campus of one of America’s most celebrated universities.
Kendall Square
9.2/10 (492 reviews)
You can learn about the history of Cambridge with a trip to Kendall Square. Experience the fascinating museums or attend a sporting event in this vibrant area.
Photo by Ana Lei
Assembly Row
9.2/10 (414 reviews)
You can search for that perfect souvenir at Assembly Row during your visit to Somerville.
Walden Pond
9.0/10 (141 reviews)
Just out of view of the city nearby lies an ecological haven, the beauty of which once inspired one of the nation’s great thinkers.
New England Sports Center
8.8/10 (204 reviews)
Catch an event at New England Sports Center during your trip to Marlborough. You can attend a sporting event while in the area.
Burlington Mall
8.6/10 (564 reviews)
You can search for that perfect souvenir at Burlington Mall during your trip to Burlington. Amble around this vibrant area's riverfront or attend a sporting event.
Lowell Memorial Auditorium
7.6/10 (40 reviews)
Enjoy a performance at Lowell Memorial Auditorium, a popular theatre in Lowell. You can attend a sporting event while in the area.
What to do in Middlesex County
Boston Old Town Trolley Hop-on Hop-Off City Tour
€45
per adult
90% of travellers recommend
Boston: Scenic Harbor Cruise (Dog-Friendly)
€28
per adult
100% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
€69
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
