Dorchester Vacations from ￥167,394

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The Latest Dorchester Vacation Packages

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

YOTEL Boston

4 out of 5
Seaport District
Price was ￥215,243, price is now ￥167,394 per person
￥167,394
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.6/10 Excellent! (2,224 reviews)
Its a beautiful place. But the rooms are very tiny but modern and clean.

Reviewed on Oct 11, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was ￥436,022, price is now ￥276,536 per person
￥276,536
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
I wish the water was hotter, had to ask to have room cleaned after 1st day as housekeeping did not come. Very responsive though when inquiries made.

Reviewed on Oct 7, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was ￥392,444, price is now ￥279,545 per person
￥279,545
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (457 reviews)
The service of the room was shockingly poor. The first night our room was not serviced until almost 5PM. The second night after asking for the room to be cleaned, they left the remains of room service food in the room, with the trash cans also full. We had to ask if we needed to clear the trash ourselves. Any other hotel, I would not have been surprised. But a hotel at this caliber? I was disappointed to say the least.

Reviewed on Oct 12, 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Price was ￥349,820, price is now ￥269,412 per person
￥269,412
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (3,250 reviews)
Beautiful decor. Lots of ammenities. Friendly staff.

Reviewed on Oct 11, 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Price was ￥262,421, price is now ￥204,352 per person
￥204,352
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8/10 Very Good! (598 reviews)
Needed repairs. Showers needed place for accessories.

Reviewed on Oct 7, 2025

Where to stay in Dorchester

Find the best Dorchester areas and neighborhoods for the activities you enjoy most. Learn more about Dorchester
Downtown Boston which includes night scenes and a city as well as a small group of people

Downtown Boston

4.5/5(2,415 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotels in Downtown Boston

Dorchester Hotel Deals

Ramada by Wyndham Boston

Ramada by Wyndham Boston

2.5 out of 5
800 Morrissey Blvd, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥14,393 per night from Nov 9 to Nov 10
￥14,393
￥16,760 total
Nov 9 - Nov 10
includes taxes & fees
6.6/10 (1,471 reviews)
"The staff is so friendly and helpful. The room was clean and the breakfast was very good with a nice selection."

Reviewed on Oct 7, 2025

Ramada by Wyndham Boston
DoubleTree by Hilton Hotel Boston Bayside

DoubleTree by Hilton Hotel Boston Bayside

4 out of 5
240 Mount Vernon Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥19,721 per night from Nov 9 to Nov 10
￥19,721
￥22,964 total
Nov 9 - Nov 10
includes taxes & fees
8.4/10 Very Good! (1,398 reviews)
"I was extremely disappointed that this hotel did not offer airport pick up as was advertised!!!"

Reviewed on Oct 7, 2025

DoubleTree by Hilton Hotel Boston Bayside
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥18,944 per night from Nov 9 to Nov 10
￥18,944
￥22,060 total
Nov 9 - Nov 10
includes taxes & fees
8.8/10 Excellent! (2,159 reviews)
"The staff were incredibly helpful! Accommodation, although slightly unuasal, not having a en-suite bathroom in the room, it was easy, safe, convenient having it down the hall. This arrangement made the cost about half of a compreable room elsewhere and the condition and decor of the rooms and hotel ..."

Reviewed on Oct 9, 2025

The Revolution Hotel
See all 3,907 properties in Dorchester
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 Dorchester vacation package cost?
Maybe less than you might think — from only ￥167,394, actually! By combining flights, hotels and car rentals into your own custom-built travel package, your Dorchester escape is just clicks away.
How do I get a cheap travel package to Dorchester?
Our Dorchester vacation packages promise plenty of savings for the savvy explorer. For the best deals, simply bundle your flights, hotels and extras (including tours) into an affordable package. But great bargains are only the start of your next amazing adventure. When you book with Expedia, and you'll have over 550 airlines and 1,000,000 hotels globally to choose from. No matter your style or budget, there's a package that's perfect for you.
Where should I stay in Dorchester?
Vacationers come from all over the world to see Fenway Park and TD Garden in Dorchester. Stay within a stone's throw of these must-see attractions to make sightseeing easy.
What are the top hotels in Dorchester?
Lg Suite For Up To 6 Ppl/1 Floor and Home2 Suites by Hilton Boston South Bay are among the most well-known hotels in Dorchester. Why not take a look at the facilities and rates at each and then make up your mind?
How far in advance should I book my Dorchester vacation?
While not all air carriers advertise ticket prices early, you can normally look up international fares on Expedia up to 12 months in advance. This is the time when you'll bag some incredible deals. If you're booking late, you may still be in luck. Sometimes the cheapest prices become available a few weeks before departure.
What does an Expedia Dorchester travel package include?
You can select from any combination of rental cars, hotels and flights. Once you've made your booking, you can add some experiences and activities. Want to pick your fare class? That's also easy to do. The choice is yours when it comes to creating your ideal Dorchester escape.
What should I know before booking a Dorchester travel package?
Locking in all the parts of your vacation together is an excellent way to save. Bundle your car rentals, airfares and hotels into a convenient package. But it's not just hotels. Expedia features all sorts of properties, including vacation rentals such as beachfront villas and serviced residences. You've got choices galore!
Can I choose my airline with a Dorchester Expedia vacation package?
You can, and with over 550 airlines to select from throughout the world, you have loads of choice. Search the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Dorchester vacation package?
Your situation can change unexpectedly, so yes. You may be able to cancel or amend your Dorchester vacation package at no cost within 24 hours of booking. For bookings older than that, you can still make the necessary changes, but your car rental company, hotel or airline may charge a fee. Need more information? Check out our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

Things to do

The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

￥4,980
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
Hear the legendary true stories of Revolutionary Bostonians like Paul Revere, Midnight Rider at the Old North Church

Boston: Freedom Trail History Small Group Walking Tour

￥7,223
per adult
100% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥11,572
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.