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Answer the call of adventure with a customized vacation package to Middlesex County. Wherever your travels take you and whatever your plans are, get ready to discover a destination that'll make you truly feel alive. A trip to Middlesex County wouldn't be complete without experiencing some of its most renowned cities, starting with Marlborough. Two of the most popular attractions here include Apex Entertainment Centre and Tower Hill Botanic Garden. Tewksbury should also be on the itineraries of all Middlesex County travellers. Visitors to this destination love Burlington Mall and Veterans Memorial Park. When it's time to stop dreaming and start discovering, Expedia will help turn your Middlesex County vacation into reality.
Price found within the past 48 hours. Click for updated prices.
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Dec 20 - Dec 23
Dorchester
3 nights
8.4/10 - Very good (194 reviews)
"The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The..."
Reviewed October 17, 2026
Roundtrip • Toronto (YTO) - Boston (BOS)
YTZ - BOS • Nonstop BOS - YTZ • 1 stop
CA $668
per traveller
found 1 day ago
Jan 31 - Feb 3
North End
3 nights
9.8/10 - Exceptional (1,001 reviews)
Roundtrip • Toronto (YTO) - Boston (BOS)
YYZ - BOS • Nonstop BOS - YTZ • Nonstop
CA $1,148
per traveller
found 1 day ago
Jan 31 - Feb 3
Downtown Boston
3 nights
9.6/10 - Exceptional (1,001 reviews)
Roundtrip • Toronto (YTO) - Boston (BOS)
YYZ - BOS • Nonstop BOS - YTZ • Nonstop
CA $1,038
per traveller
found 1 day ago
Jan 31 - Feb 3
Back Bay
3 nights
9.4/10 - Exceptional (749 reviews)
Roundtrip • Toronto (YTO) - Boston (BOS)
YYZ - BOS • Nonstop BOS - YTZ • Nonstop
CA $1,309
per traveller
found 1 day ago
Jan 31 - Feb 3
West End
3 nights
8.8/10 - Excellent (1,635 reviews)
Roundtrip • Toronto (YTO) - Boston (BOS)
YYZ - BOS • Nonstop BOS - YTZ • Nonstop
CA $694
per traveller
found 1 day ago
Rating: 9.0/10 (3,936 reviews)
With a visit to Harvard Square, a favorite shopping spot in Cambridge, you can search for that perfect souvenir. Experience the fascinating museums and acclaimed art scene in this vibrant area.
Rating: 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.
Rating: 9.2/10 (414 reviews)
You can find the perfect gifts to bring home at Assembly Row during your visit to Somerville.
Rating: 9.2/10 (492 reviews)
You can learn about the history of Cambridge when you stop by Kendall Square. Experience the acclaimed art scene or attend a sporting event in this vibrant area.
Rating: 8.6/10 (564 reviews)
You can do some window-shopping at Burlington Mall during your visit to Burlington. Amble around this vibrant area's riverfront or attend a sporting event.
Rating: 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.
Rating: 7.6/10 (40 reviews)
Enjoy a show at Lowell Memorial Auditorium, a storied theater in Lowell. You can attend a sporting event while in the area.
Rating: 8.0/10 (99 reviews)
Enjoy a show at Tsongas Center at UMass Lowell, a storied theater in Lowell. You can attend a sporting event while in the area.
CA $69
per adult
90% of travellers recommend
CA $57
per adult
98% of travellers recommend
CA $119
per adult
92% of travellers recommend
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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.
See all properties in Middlesex County
Maybe less than you imagined — from as low as CA $668, in fact! By bundling hotels, flights and car rentals into your own customized vacation package, your trip to Middlesex County is just a few clicks away.
Secure flights that fit your schedule, add a hotel room to your booking and watch how much you save with a Middlesex County vacation 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.
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.
Take a look at Hampton Inn Boston/Natick and Encore Boston Harbor. They're top picks for many travelers to Cambridge. If Somerville is on your itinerary, Four Points by Sheraton Boston Newton and Hilton Boston/Woburn are top-notch options.
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.
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.
Bundling your bookings into a Middlesex County vacation package is the most convenient way to organize 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?
Yes — that's one of the best things about an Expedia vacation 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.
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.