Middlesex County Vacation Packages

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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 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.

Top vacation destinations in Middlesex County

Hudson historic town center aerial view including Unitarian Church Marlborough and Town Hall on Main Street in town of Hudson, Massachusetts MA, USA.
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Marlborough

Marlborough
Aerial view of South Acton, Massachusetts in winter
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Acton

Acton

Top Middlesex County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Meco Hotel - Hostel

Meco Hotel - Hostel

2 out of 5
West End
Price was CA $1,717, price is now CA $1,097 per person
CA $1,097
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (414 reviews)
Great access very cheep. Was not expecting that much for a reasonable price, but was surprised when they had a 24h autolock, well furnished and clean bunkers, and most importantly, well mannerred room mates. Also had a small snack stand, free coffee in the morning which made me very happy. would love to stay here again!

Reviewed on May 18, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,758, price is now CA $1,568 per person
CA $1,568
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
This was 10/10 with everything top tier

Reviewed on May 20, 2026

Block Island Beach House

Block Island Beach House

3.5 out of 5
Price was CA $3,221, price is now CA $1,952 per person
CA $1,952
per person
Aug 13 - Aug 18
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Providence (PVD)
8.4/10 Very Good! (381 reviews)
Room was nice, but did lack a few amenities: hand soap, trash bins, conditioner.

Reviewed on May 20, 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Price was CA $3,750, price is now CA $2,298 per person
CA $2,298
per person
Aug 2 - Aug 7
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (684 reviews)
Staff was amazing and helpful

Reviewed on May 21, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $2,420, price is now CA $1,496 per person
CA $1,496
per person
Jun 28 - Jul 2
found 5 hours ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (256 reviews)
Splendid bed and breakfast

Reviewed on Apr 29, 2026

Middlesex County Hotel Deals

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
The price is CA $392 per night from May 25 to May 26
CA $392
CA $438 total
May 25 - May 26
includes taxes & fees
9.6/10 Exceptional! (3,767 reviews)
"Beautiful property and everything you could need is at your fingertips!"

Reviewed on May 21, 2026

Encore Boston Harbor
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from May 25 to May 26
CA $197
CA $261 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (2,321 reviews)
"I had a great time while staying in Boston. Hope to see you again. Thanks!"

Reviewed on May 19, 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 CA $232 per night from May 25 to May 26
CA $232
CA $311 total
May 25 - May 26
includes taxes & fees
8.6/10 Excellent! (1,759 reviews)
"Super clean room, very friendly staff, didn’t try the breakfast, but we got a Starbucks coffee in the hotel and it wasn’t bad. Second time I stayed here and I will probably be back!"

Reviewed on May 19, 2026

The Royal Sonesta Boston
See all 1,297 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
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Frequently asked questions

How much does a Middlesex County vacation package cost?
Maybe less than you imagined — from as low as CA $1,097, 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.
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 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.
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 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.
How far in advance should I book my Middlesex County vacation?
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 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?
Can I choose my airline with a Middlesex County Expedia vacation package?
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.
If I'm not able to travel, can I cancel my Middlesex County vacation 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.