Bayside Holidays

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    Save up to AU$2,500 when you book a flight and hotel together*
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Your Bayside Holiday

Our Bayside holiday packages are an easy and handy way to plan and reserve your next break. Experience the magic of this unique neighbourhood without the burden of having to plan everything yourself. Some top nearby attractions to see during your trip to Bayside include Nantasket Beach Reservation, World’s End and Hull Lifesaving Museum. Expedia can help turn your dream Bayside holiday into reality, whatever your travel plans or budget.

Our guide on 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

This is Boston’s business district, now and back when the city was just starting.

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

Head to Back Bay for Victorian brownstone homes, hip coffee joints and a shopping district that rivals Manhattan’s 5th Avenue.

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

Once known as strong working-class neighbourhood, South Boston has turned into a haven for young professionals.

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

Take a walk through the charming streets, historic buildings and small-town atmosphere of Boston’s oldest and wealthiest suburbs.

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

The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Boston Harbor or New England Aquarium while you're visiting, and jump aboard the metro at Aquarium to get around town.

Our pick of the best Bayside Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
AU$355
20 Sept - 21 Sept
includes taxes & fees
Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
AU$209
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (2,875 reviews)
"This is my first time in Boston and I just needed to spend one night here and my flight was delayed and I was so tied. The staff was so friendly checked me in quickly and it was so nice to come into a clean room. The room is perfect for one or two people max so if you are looking to travel with your ..."

Reviewed on 28 Aug 2026

The Revolution Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
AU$406
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (4,809 reviews)
"Absolutely amazing hotel, 100% worth the money. Staff is helpful and extremely kind. Everything was clean and felt very upscale. I will 100% come back to this gorgeous hotel!"

Reviewed on 28 Aug 2026

Omni Boston Hotel at the Seaport
See all 4,067 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 holiday package cost?
Custom build your Bayside holiday package from as low as . 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 holiday 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 travellers 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 holiday?
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 favourite 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 organising a fancy romantic getaway or a budget family adventure, have a look at our holiday packages today.
Can I choose my airline with a Bayside Expedia holiday package?
Yes — that's one of the best things about an Expedia holiday 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 holiday package?
It's impossible to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Bayside holiday 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.

Activities

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

AU$75
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

AU$66
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

AU$66
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
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.