Middlesex County Vacations & Trips from $591
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Your Middlesex County Vacation
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 Center and Tower Hill Botanic Garden. Tewksbury should also be on the itineraries of all Middlesex County travelers. 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.
Top destinations in Middlesex County
Marlborough
Lowell
Tewksbury
Chelmsford
Acton
Westford
Groton
Hudson
Hopkinton
The Latest Middlesex County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
$715
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
8.4/10 Very Good! (190 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 apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.
Reviewed on Oct 17, 2026
Four Seasons Hotel Boston
Bay Village
$1,271
per person
Dec 26 - Dec 29
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
For the most high end hotel in Boston, lacked updated amenities that other newer hotels have. Rooms were severely dated.
Reviewed on Oct 20, 2026
Find the Best Middlesex County Vacation Packages
Middlesex County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Veterans Memorial Park, Hopkinton State Park and Ashland State Park |
Middlesex County Hotel Deals
Encore Boston Harbor
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
$227 nightly
$254 total
Nov 23 - Nov 24
Total with taxes and fees
9.6/10 Exceptional! (4,266 reviews)
"They charge me $50 extra to check in two hours early"
Reviewed on Oct 23, 2026
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
$160 nightly
$186 total
Nov 15 - Nov 16
Total with taxes and fees
The Royal Sonesta Boston
40 Edwin H. Land Boulevard Cambridge MA
Fully refundableReserve now, pay when you stay
$145 nightly
$168 total
Nov 22 - Nov 23
Total with taxes and fees
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.
Stay near popular Middlesex County attractions
Harvard Square
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.
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.
Assembly Row
9.2/10 (414 reviews)
You can find the perfect gifts to bring home at Assembly Row during your visit to Somerville.
Kendall Square
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.
Burlington Mall
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.
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.
Lowell Memorial Auditorium
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.
Tsongas Center at UMass Lowell
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.
What to do in Middlesex County
City Cruises Boston: Historic Sightseeing Cruise
$37
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Museum of Ice Cream Boston Admission Ticket
$44
per adult
80% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.