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 Middlesex County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Boxer

The Boxer

4 out of 5
West End
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
8.6/10 Excellent! (1,236 reviews)
This hotel is super cute. Our room was pretty tiny but the proximity to the TD Garden is what makes this the real winner. If you are super sensitive to noise the water running through the pipes is quite loud. It never woke me up but it was annoying when we were relaxing in our room. As far as noise goes, we never heard anyone in the hallway.

Reviewed on Jul. 22, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
Everything was amazing, room was exactly like it’s shown in the photos. Will definitely recommend and return. Thank you

Reviewed on Jul. 26, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul. 14, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)
Friendly and professional service and care. Great location to walk to every site you need to get to. Staff especially Will and Howard (door men) always friendly and asked if you needed anything Thanks to the staff you made our first but not our last stay amazing

Reviewed on Jul. 25, 2025

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
per person
Sep 18 - Sep 21
found 22 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
9.4/10 Exceptional! (349 reviews)
This experience from checking in to the quality of the room and the incredible concierge service that helped us with restaurants in our entire experience was unbelievable! It was probably the best experience I had with a luxury hotel in any city I visited. We will definitely be coming back!

Reviewed on Jul. 20, 2025

Middlesex County Hotel Deals

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive, Cambridge, MA
The price is CA $185 per night from Aug 10 to Aug 11
CA $185
CA $247 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (2,031 reviews)
"Solid hotel in a fabulous location on the Charles River in Cambridge. I was disappointed that since my last visit (pre-pandemic), they’ve closed the swimming pool and changed the restaurant menu from elevated to average. I’m still happy to stay there, but it’s no longer my favorite."

Reviewed on Jul. 25, 2025

Hyatt Regency Boston/Cambridge
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 $421 per night from Aug 25 to Aug 26
CA $421
CA $470 total
Aug 25 - Aug 26
includes taxes & fees
9.6/10 Exceptional! (3,144 reviews)
"Super nice property. Loved the shuttle and boat transportation. The staff was incredible. The rooms are fantastic."

Reviewed on Jul. 25, 2025

Encore Boston Harbor
The Charles Hotel

The Charles Hotel

4 out of 5
One Bennett Street, Cambridge, MA
Fully refundableReserve now, pay when you stay
The price is CA $425 per night from Aug 27 to Aug 28
CA $425
CA $492 total
Aug 27 - Aug 28
includes taxes & fees
9.2/10 Wonderful! (1,014 reviews)
"Great Hotel, best in Cambridge"

Reviewed on Jul. 22, 2025

The Charles Hotel
See all 1,163 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.
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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 $935, 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.