Middlesex County Vacations & Trips from ￥307,059

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The Latest Middlesex County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was ￥369,210, price is now ￥307,059 per person
￥307,059
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.2/10 Wonderful! (2,268 reviews)
Easy check in, courteous staff, clean rm and great view. Prudential mall across Huntington Ave..

Reviewed on Feb 2, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was ￥547,796, price is now ￥413,422 per person
￥413,422
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was ￥527,027, price is now ￥420,738 per person
￥420,738
per person
Mar 26 - Mar 30
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
Attention to guest needs.

Reviewed on Feb 8, 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was ￥404,910, price is now ￥332,256 per person
￥332,256
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Excellent property conveniently located in Beacon Hill. Rooms are a tad on the small side but well appointed and clean.

Reviewed on Feb 7, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was ￥427,246, price is now ￥355,727 per person
￥355,727
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you

Reviewed on Feb 3, 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 ￥30,315 per night from Mar 2 to Mar 3
￥30,315
￥33,862 total
Mar 2 - Mar 3
includes taxes & fees
9.6/10 Exceptional! (3,551 reviews)
Great rooms.

Reviewed on Feb 6, 2026

Encore Boston Harbor
La Quinta Inn & Suites by Wyndham Boston Somerville

La Quinta Inn & Suites by Wyndham Boston Somerville

3 out of 5
23 Cummings St Somerville MA
Fully refundableReserve now, pay when you stay
The price is ￥12,593 per night from Feb 22 to Feb 23
￥12,593
￥14,068 total
Feb 22 - Feb 23
includes taxes & fees
7.4/10 Good! (3,170 reviews)
Room was clean but can tell there good be some improvements like one of the towel racks was hanging off from a loose nail & the couch had stains. Staff was nice and helpful but beware of a $75 deposit for the room you wont get it back right away if you use a debit card!!!

Reviewed on Feb 3, 2026

La Quinta Inn & Suites by Wyndham Boston Somerville
Courtyard by Marriott Boston-Cambridge

Courtyard by Marriott Boston-Cambridge

3.5 out of 5
777 Memorial Dr Cambridge MA
Fully refundableReserve now, pay when you stay
The price is ￥14,052 per night from Feb 17 to Feb 18
￥14,052
￥21,324 total
Feb 17 - Feb 18
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
This was an unexpected stay, and I was able to book a room, and be in my room in about 40 minutes. The staff was extremely helpful, and so kind.

Reviewed on Feb 4, 2026

Courtyard by Marriott Boston-Cambridge
See all 1,285 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.

Frequently asked questions

How much does a Middlesex County vacation package cost?
Maybe less than you imagined — from as low as ￥307,059, 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.