Bayside Vacations from ¥213,329

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The Latest Bayside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

Coolidge Corner
¥213,329
per person
Nov 4 - Nov 10
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.4/10 Very Good! (310 reviews)
No person to help if issues arise… only multiple emails from an anonymous source that seemed to be scripted and did not resolve all issues. Noisy and barely got any sleep. The only positive was that it was very clean.

Reviewed on Sep 10, 2026

Raffles Boston

Raffles Boston

Back Bay
¥334,835
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Boston (BOS)
9.6/10 Exceptional! (312 reviews)
Hotel 1868

Hotel 1868

Agassiz
¥249,189
per person
Nov 4 - Nov 10
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (1,010 reviews)
Great hotel - very clean, good water pressure and cute room

Reviewed on Sep 13, 2026

Bricco Suites

Bricco Suites

North End
¥214,496
per person
Nov 9 - Nov 13
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9/10 Wonderful! (999 reviews)
Bricco Suites was a wonderful place to stay! The location is centrally located and about 2 blocks from the subway making it very easy to explore. We loved the nearby authentic Italian food and found that Quattro had the best pizza - similar to pizza we have had in Florence and Rome!! YUM! The bed was comfortable and we slept well the five days we were there. AC worked great and was appreciated after long, hot days of exploring! The room was clean and well appointed with 2 night stands, a fridge, dresser, bench, chair, sink, coffee pot, utensils, ice bucket, and a desk. We had room 304 which was up one flight of stairs. The stairs are narrow and winding, so keep that in mind if you have physical limitations. We enjoyed our stay and would absolutely stay there again! I have two recommendations: 1) A small shelf in the bathroom by the sink since the counter space was limited. Definitely not a deal breaker though as I had a hanging toiletry bag. 2) A TV with the ability to stream. Winding down at night it would be nice to have streaming as an option, we made do and enjoyed some SVU and Friends reruns.

Reviewed on Sep 13, 2026

The Whitney Hotel

The Whitney Hotel

Beacon Hill
¥295,418
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Boston (BOS)
9.6/10 Exceptional! (611 reviews)

Where to stay in Bayside

Find the best Bayside areas and neighborhoods for the activities you enjoy most. Learn more about Bayside
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

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.

A historic building with ornate architecture, a staircase, and a tree in front.

Back Bay

1 out of top 10 points of interest in this area

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

A city skyline with modern high-rise buildings, a historic bridge, and a river with boats.

Seaport District

1 out of top 10 points of interest in this area

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

A street lamp with a lit bulb, surrounded by trees and a brick building.

Beacon Hill

1 out of top 10 points of interest in this area

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

A bustling riverside area with a prominent building featuring a large arched entrance, a dock with a boat, and a crowd of people.

North End

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

Bayside Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
¥39,589
¥52,363 total
Sep 20 - Sep 21
includes taxes & fees
9.2/10 Wonderful! (4,821 reviews)
"We have never stayed in a studio room before. It was very clean, and our view was amazing. Kinda tight for my wife and myself, with our luggage, no closet or clothes rack, and no stand for your suitcase. The bed was hard as a rock."

Reviewed on Sep 14, 2026

Omni Boston Hotel at the Seaport
Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
¥41,321
¥53,358 total
Sep 20 - Sep 21
includes taxes & fees
Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
¥30,856
¥35,933 total
Sep 21 - Sep 22
includes taxes & fees
The Revolution Hotel
See all 4,044 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 ¥213,329. 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

Boston Red Sox Baseball Game at Fenway Park

Boston Red Sox Baseball Game at Fenway Park

¥10,781
per adult
Boston Red Sox Baseball Game at Fenway Park
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

¥7,396
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

¥13,448
per adult
92% 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.