Bayside Vacations from ￥258,608

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Bayside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The College Club of Boston

The College Club of Boston

3 out of 5
Back Bay
Price was ￥275,196, price is now ￥258,608 per person
￥258,608
per person
Jan 7 - Jan 11
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was ￥363,058, price is now ￥306,468 per person
￥306,468
per person
Jan 8 - Jan 11
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
Seaport District
Price was ￥290,415, price is now ￥268,645 per person
￥268,645
per person
Jan 8 - Jan 11
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (5,126 reviews)

Omni Boston Hotel at the Seaport Artist Tower Experience

Omni Boston Hotel at the Seaport Artist Tower Experience

4 out of 5
Seaport District
Price was ￥315,790, price is now ￥296,048 per person
￥296,048
per person
Jan 8 - Jan 11
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
No reviews
fallshotels.com and the Omni or wildly unhelpful with a problem with the app

Reviewed on Nov 8, 2026

The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Price was ￥280,877, price is now ￥264,734 per person
￥264,734
per person
Jan 8 - Jan 11
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (7,276 reviews)
We had a wonderful stay at this hotel! Everything was excellent, from the friendly and welcoming staff to the cleanliness and comfort of the rooms. The service was outstanding, and everyone made us feel welcome and well taken care of. The atmosphere was relaxing, and we truly enjoyed our experience. We would definitely recommend this hotel and look forward to coming back!

Reviewed on Nov 11, 2026

Where to stay in Bayside

Find the best Bayside areas and neighborhoods for the activities you enjoy most. Learn more about Bayside
Quincy Market with an American flag, historic buildings, and a clock tower in the background.

Downtown Boston

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

Bayside Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is ￥20,684 per night from Nov 26 to Nov 27
￥20,684
￥30,527 total
Nov 26 - Nov 27
includes taxes & fees
Omni Boston Hotel at the Seaport
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 ￥15,826 per night from Nov 24 to Nov 25
￥15,826
￥18,430 total
Nov 24 - Nov 25
includes taxes & fees
9/10 Wonderful! (3,027 reviews)
"Good stay for the three nights"

Reviewed on Nov 11, 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is ￥15,379 per night from Nov 22 to Nov 23
￥15,379
￥23,323 total
Nov 22 - Nov 23
includes taxes & fees
Seaport Hotel Boston
See all 3,971 properties in Bayside
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 Bayside vacation package cost?
Custom build your Bayside vacation package from as low as ￥258,608. Choose from any combination of flights, hotels and rental cars to craft the trip you've been dreaming about. Don't forget to add on some tours and experiences!
How do I get a cheap travel package to Bayside?
Bundle your hotels and flights with Expedia to save big bucks on your next exciting adventure. With more than 550 partner airlines and 1,000,000 hotels globally, your Bayside vacation package can be customized exactly to suit your budget. With all those extra dollars, why not add one or more exciting tours and activities? It's an easy way to unlock even more bargains. Your dream getaway to Bayside is closer than you thought!
Where should I stay in Bayside?
Stay where the action happens. Many travelers book hotels within easy reach of top sights, such as Nantasket Beach Reservation, Hull Lifesaving Museum and Fort Revere Park.
How far in advance should I book my Bayside vacation?
Reserving your flights early with Expedia means one less thing to have to worry about. Most carriers advertise prices up to 12 months prior to take off. Generally, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Bayside occasionally appear just a few weeks before departure.
What does an Expedia Bayside travel package include?
Flights, hotels and a shiny set of wheels for all your fun road trip adventures. Simply mix and match your favorite bundle and get access to incredible deals. Once you've made your booking, add on a couple of sightseeing tours and watch your savings grow. When it comes to creating your Bayside escape, the choice is all yours!
What should I know before booking a Bayside travel package?
You'll pick up impressive savings when you combine your hotels, flights and rental cars into a travel package. Not only that, booking everything in one place will make your trip planning easier. So why waste money or time? Whether you're organizing a fancy romantic getaway or a budget family adventure, have a look at our vacation packages today.
Can I choose my airline with a Bayside Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You can pick and choose your flights, hotels and more. We have more than 550 partner airlines all over the world, so you have lots of choice when creating your Bayside trip.
If I'm not able to travel, can I cancel my Bayside vacation package?
It's impossible to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Bayside vacation package. If you booked in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.

Things to do

Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

￥7,241
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥13,165
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

￥8,040
per adult
94% of travellers recommend
Go City: Boston Explorer Pass - Choose 2 to 5 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.