Middlesex County Vacations & Trips from $546

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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

An aerial view of a town with a central square, a church, and surrounding residential areas.

Marlborough

Marlborough
A river with a wooden bridge, surrounded by dense green foliage.

Lowell

Lowell
A residential area with a prominent church, residential houses, and a mix of autumn-colored trees.

Tewksbury

Tewksbury
A town with a prominent white church steeple, a snow-covered landscape, and a mix of residential and commercial buildings.

Chelmsford

Chelmsford
A waterfall, a stone building, and leafless trees.

Groton

Groton
An aerial view of a beach surrounded by autumn-colored trees.

Westford

Westford
A snowy town with a train station, a highway, and residential buildings.

Acton

Acton
A street lined with historic brick buildings, a clock tower, and blooming trees.

Hudson

Hudson
A lake surrounded by autumn-colored trees.

Hopkinton

Hopkinton

The Latest Middlesex County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

North End
Save 100% on your flight
$546
per person
Jan 2 - Jan 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (2,041 reviews)
Boston Lodge and Suites

Boston Lodge and Suites

Dorchester
Save 100% on your flight
$727
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
The apt was tidy. Enough to sleep 8. Bathrooms were clean and updated. Parking can be difficult to find. It's about an hour from Salem.

Reviewed on Oct 4, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
$863
per person
Jan 2 - Jan 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Great location. A bit pricey for the size room. Easy to get most places by walking .

Reviewed on Oct 4, 2026

Raffles Boston

Raffles Boston

Back Bay
Save 100% on your flight
$1,307
per person
Dec 16 - Dec 20
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (332 reviews)
Everthing was great.

Reviewed on Oct 6, 2026

The Langham, Boston

The Langham, Boston

Downtown Boston
Save 100% on your flight
$855
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
The staff were incredibly helpful & nice. The hotel was beautiful & great location

Reviewed on Oct 4, 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

Encore Boston Harbor

1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
$286 nightly
$320 total
Nov 4 - Nov 5
Total with taxes and fees
9.6/10 Exceptional! (4,241 reviews)
"Resort was very clean and well maintained. Parking was close and easily accessible.Room was spacious and well decorated with modern amenities and the large window gave a great view of the city. Power curtains, Alexa operated lights and TV, a tablet to conveniently control the room. Staff was attentive ..."

Reviewed on Oct 7, 2026

Encore Boston Harbor
Lakeside Inn

Lakeside Inn

595 North Ave Wakefield MA
Fully refundableReserve now, pay when you stay
$144 nightly
$161 total
Nov 1 - Nov 2
Total with taxes and fees
Lakeside Inn
The Royal Sonesta Boston

The Royal Sonesta Boston

40 Edwin H. Land Boulevard Cambridge MA
$241 nightly
$279 total
Oct 25 - Oct 26
Total with taxes and fees
The Royal Sonesta Boston
See all 1,216 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.

Stay near popular Middlesex County attractions

A historic town square with brick buildings, a red bus, and a Harvard sign.

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.
See properties
A large building with a dome and columns, surrounded by well-maintained hedges and trees.

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.
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A cityscape with a river, modern buildings, and a bridge.

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.
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A planter with white and purple flowers, a yellow giraffe statue, and a building with a red awning.
Photo by Ana Lei

Assembly Row

9.2/10 (414 reviews)
You can find the perfect gifts to bring home at Assembly Row during your visit to Somerville.
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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.
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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.
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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.
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Brandeis University

8.4/10 (194 reviews)
Explore the campus of Brandeis University, during your trip to Waltham. Stroll along the riverfront or experience the fascinating museums in this vibrant area.
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What to do in Middlesex County

Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

$37
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

$46
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
See all activities in Middlesex County
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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.