Middleton Vacations from ￥218,767

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to ￥45,448 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Middleton Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
per person
Jul 23 - Jul 26
found 10 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (2,990 reviews)
Staff was nice. Easy access from self parking to hotel and casino.

Reviewed on Jun 22, 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
per person
Jul 23 - Jul 26
found 10 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9/10 Wonderful! (1,901 reviews)
Property was beautiful great location great staff overall we enjoyed our stay!

Reviewed on Jun 21, 2025

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.6/10 Excellent! (1,595 reviews)
Beautiful view. Good location

Reviewed on Jun 16, 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8/10 Very Good! (562 reviews)
Very clean and nice! I love that Boston is rennovating building space for airport use - very needed.

Reviewed on Jun 10, 2025

Omni Parker House

Omni Parker House

4 out of 5
Downtown Boston
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (2,840 reviews)
The exterior and interior of the building was beautiful! The staff was always helpful and friendly!! 10 min ride to the airport.

Reviewed on Jun 22, 2025

Find the Best Middleton Vacation Packages

Middleton Hotel Deals

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥27,932 per night from Jul 19 to Jul 20
￥27,932
￥38,482 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (3,590 reviews)
"Nice location—great staff—rooms large —great value"

Reviewed on Jun 23, 2025

Omni Boston Hotel at the Seaport
Hilton Boston Back Bay
Hilton Boston Back Bay
4 out of 5
40 Dalton St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥29,927 per night from Jul 6 to Jul 7
￥29,927
￥39,233 total
Jul 6 - Jul 7
includes taxes & fees
8.4/10 Very Good! (1,119 reviews)
"Pleasant and attentive employees from the front desk to the restaurant, bar and cleaning staff. They were able to retrieve my phone charger (as I had left it in the room) 4 hours after check out. Kindly held our bags prior to departure. Great location and view from our room. I would definitely recommend ..."

Reviewed on Jun 22, 2025

Hilton Boston Back Bay
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥20,919 per night from Jun 29 to Jun 30
￥20,919
￥24,361 total
Jun 29 - Jun 30
includes taxes & fees
9.2/10 Wonderful! (1,282 reviews)
"I'd stay here again."

Reviewed on Jun 21, 2025

citizenM Boston Back Bay
See all 4,048 properties in Middleton
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 Middleton vacation package cost?
You'll find cheap prices from ￥218,767 on Expedia for your Middleton escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Middleton costs.
What are the cheapest months to go to Middleton?
If you'd like to book a cheap Middleton vacation package, consider traveling in January, February and November. You're likely to find better rates on hotels and flights during these months --- ideal for a budget-friendly getaway.
How many days is enough for Middleton?
The ideal duration of your Middleton vacation depends on what you'd like to see. Usually, a few days to a week will give you enough time to check out all the leading attractions and discover some hidden gems along the way.
How to find the best Middleton package deals?
Bagging a cheap Middleton package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Middleton package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Middleton vacation as a package?
You can enjoy significant savings on your next Middleton escape by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Middleton?
If you have your Middleton travel dates finalized, book as early as you can to score some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Middleton?

  1. Pick your travel dates: What you want to do in Middleton and your preferred season will help you decide when to go.
  2. Budget wisely: As well as the cost of your accommodations, you'll need to consider other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Middleton.
  3. Work out your trip length: Consider how much time you want to spend exploring Middleton. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Middleton vacation package that brings all your bookings together.

Discover the most popular places to visit in Middleton

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(2,499 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(1,966 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

4.5/5(4,786 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

What to do in Middleton

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥11,423
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

￥10,147
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

￥3,871
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Middleton
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.