South Boston Holidays from £947

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Your South Boston Holiday

Lock in your holiday package to South Boston and get ready to enjoy its festivals and more. Whether you're looking for relaxation or adventure, you'll discover it in this sought-after neighbourhood. Begin your trip to South Boston by heading to nearby attractions such as Fenway Park, Boston Common and Faneuil Hall Marketplace. Stop dreaming and start doing. When you're ready to book your next holiday to South Boston, Expedia will help get you there.

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

Iris Hotel Boston

Coolidge Corner
Save 100% on your flight
£947
per person
28 Oct - 4 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (624 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
£1,537
per person
8 Nov - 14 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Arrived late and not many food options. Room service was delayed. But otherwise a beautiful place!

Reviewed on 19 Aug 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight
£1,368
per person
28 Oct - 4 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (262 reviews)
The Atlas Hotel

The Atlas Hotel

Allston
Save 100% on your flight
£1,494
per person
3 Oct - 10 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (254 reviews)
Raffles Boston

Raffles Boston

Back Bay
Save 100% on your flight
£2,250
per person
28 Oct - 4 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (294 reviews)
Bruno was the best butler of all time!

Reviewed on 21 Aug 2026

Where to stay in South Boston

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

Downtown Boston

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

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

Parisian boulevards and elegant brownstones conjure a truly romantic atmosphere, perfect for strolling and window shopping.

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

Join excited crowds enjoying harbor-side views, Revolutionary War-era landmarks, as well as superb restaurants and museums along this thriving waterfront.

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

Lose yourself in the charming streetscapes, historic buildings and village-like 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.

Top hotels in South Boston

Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
£186
6 Sept - 7 Sept
includes taxes & fees
9.6/10 Exceptional! (4,821 reviews)
"Every night was great! Love the location! We only had one complaint about the room not getting clean after hanging out all day. We were not sure what happened but we felt it was one off"

Reviewed on 21 Aug 2026

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
£217
30 Aug - 31 Aug
includes taxes & fees
Omni Boston Hotel at the Seaport
The Westin Boston Seaport District

The Westin Boston Seaport District

425 Summer St Boston MA
£172
7 Sept - 8 Sept
includes taxes & fees
The Westin Boston Seaport District
See all 1,483 properties in South Boston
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 South Boston travel package cost?
Our South Boston travel packages, which begin from just £947, are the best way to save money. Select your preferred hotels, flights and more to create a custom-built itinerary.
If I'm not able to travel, can I cancel my South Boston travel package?
You sure can, and we're here to help. You may be able to amend or cancel your South Boston travel package at no cost within 24 hours of booking. But you may incur a fee from your hotel, airline or car rental company for older bookings. If your circumstances unexpectedly change, look up our Customer Service Portal for more information.
How do I get a cheap travel package to South Boston?
If you love getting a great deal, combine your bookings into a South Boston travel package. Whether you're looking for hotels, flights, day tours or rental cars, you can book everything in one place. You'll have loads of choice at your fingertips too. Expedia has over 550 partner airlines and 1,000,000 hotel options worldwide to select from. Fly with who you prefer, find a room where you like and save a packet — now that's the perfect holiday!
Does Expedia offer Book Now, Pay Later South Boston holidays?
We certainly do. Expedia has partnered with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply choose the payment plan best suited to your needs during the checkout process and take the stress out of budgeting for your trip. Make sure you bundle your flights, car hire and hotel with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:
  • Pay monthly holidays: Klarna has convenient monthly payment plans that fit all budgets, so you can jet away on that well-deserved holiday sooner.
  • Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan from Klarna.
Where should I stay in South Boston?
Holiday makers come from near and far to see Fenway Park and TD Garden in South Boston. Book yourself a room close to these fantastic attractions and visit them at your leisure.
What are the top hotels in South Boston?
If it's your first time in South Boston, secure a room at Boston Park Plaza or Embassy Suites Boston Logan Airport. Both offer comfy beds and are top options with many savvy travellers.
How far in advance should I book my South Boston holiday?
It's tricky picking the perfect time for airfares, but we generally suggest the earlier, the better. Many international journeys on Expedia become available to compare up to 12 months in advance. If you're booking late, don't fret. Discounted prices occasionally appear just weeks before departure dates.
What does an Expedia South Boston travel package include?
Hotels, rental cars and flights, or any combination of the three — it's totally up to you. Whether you're visiting South Boston on a family road trip or adventuring solo, there's a package to suit your budget and style. Once you've made your booking, why not add on a couple of tours or activities?
What should I know before booking a South Boston travel package?
A package can be cheaper than separately booking all you need for your escape. For example, bundle your hotels, flights and rental cars and save big. Whatever your holiday goals are, there's sure to be a package that's right for you.
Can I choose my airline with a South Boston Expedia travel package?
With a travel package, the choice is in your hands. Whether you're eager to fly to South Boston in business or coach, simply choose from the available airline options. Expedia has access to over 550 airline partners across the world.

Stay near popular South Boston attractions

A modern architectural building with a large overhanging roof and a glass facade.

Boston Convention and Exhibition Center

8.8/10 (2,207 reviews)
During your trip, find out what's happening in Boston Convention and Exhibition Center, a top convention centre in Boston. Experience the acclaimed art galleries or attend a sporting event in this vibrant area.
See properties
The Boston Children's Museum with a waterfront view.
Photo by Vin Lane-Kieltyka

Boston Children's Museum

9.0/10 (269 reviews)
You can take time to visit Boston Children's Museum during your travels to Boston. Amble around this vibrant area's waterfront or attend a sporting event.
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A colorful boat named 'ELEANOR' docked at a pier with a red building in the background.

Boston Tea Party Ship

8.8/10 (505 reviews)
Come to this museum and the three historic ships in the Boston Harbor to relive the momentous events of the Boston Tea Party.
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A pavilion with a large white dome and blue accents, ticket sales area, and a sign for Rockland Trust Pavilion.

Leader Bank Pavilion

9.6/10 (8 reviews)
Get tickets for a show at Leader Bank Pavilion, a popular theatre in Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
See properties
A city skyline with modern buildings, a river, and a park with people.
Photo by Greater Boston Convention & Visitors Bureau

Castle Island

The ancient Fort Independence finds its home on this impressive harbor peninsula, a beautiful place to walk and relax along the waterfront.
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A modern waterfront building with glass facades and a wooden overhang, adjacent to a river and a bridge.

Institute of Contemporary Art

8.8/10 (15 reviews)
Between its striking modern building and its vast collections of contemporary art, this museum on Boston’s waterfront provides delights to enjoy at every turn.
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Harpoon Brewery

You can take time to visit Harpoon Brewery during your travels to Boston. Visit the shops and top-notch restaurants in this romantic area.
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Liberty Wharf

9.0/10 (34 reviews)
Explore the waterfront in Boston with a trip to Liberty Wharf. Experience the fascinating museums or attend a sporting event in this vibrant area.
See properties

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

£40
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

£35
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

£59
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
See all activities in Boston

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.