South Boston Holidays from £591

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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.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
per person
2 Sept - 4 Sept
found 1 hour ago
Return flight included
London (LON) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
6 Sept - 11 Sept
found 20 hours ago
Return direct flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (118 reviews)
Beautiful interior design

Reviewed on 3 Jul 2025

Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
per person
24 Sept - 30 Sept
found 18 hours ago
Return direct flight included
London (LHR) to Boston (BOS)
7/10 Good! (145 reviews)
Amazing location right by the water, quiet building and clean. But the furniture is really uncomfortable, particularly the couch which is the only seating, it’s a pull out bed so the entire sofa sinks in low. The bed isn’t solid and easily slides off the frame just by sitting on it. We also had a delivery order stolen from the front desk area.

Reviewed on 25 Jun 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
per person
24 Sept - 30 Sept
found 18 hours ago
Return direct flight included
London (LHR) to Boston (BOS)
8/10 Very Good! (562 reviews)
Very clean and nice! I love that Boston is rennovating building space for airport use - very needed.

Reviewed on 10 Jun 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
2 Aug - 5 Aug
found 14 hours ago
Return flight included
London (LHR) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Delighted with our decision to join friends from DC staying at the Boston Harbor Hotel. We loved the beauty of the property and the Boston harbor views from our room.

Reviewed on 3 Jul 2025

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
Downtown Boston which includes a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(94 area reviews)

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.

Find hotels in Downtown Boston

Top hotels in South Boston

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is £200 per night from 5 Jul to 6 Jul
£200
5 Jul - 6 Jul
includes taxes & fees
9/10 Wonderful! (3,626 reviews)
"We really enjoyed our stay at the Omni. They were accommodating with everything, even allowing us to check-in hours earlier than expected. It is a bit of a walk to get to the waterfront but we didn’t mind! The rooftop pool and hot tub area were really nice with a bar right beside. The artist rooms ..."

Reviewed on 1 Jul 2025

Omni Boston Hotel at the Seaport
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 £223 per night from 25 Jul to 26 Jul
£223
25 Jul - 26 Jul
includes taxes & fees
9.6/10 Exceptional! (2,996 reviews)
"Staying at the seaport hotel was a great location. It was within walking distance to shopping and sight seeing. Parking was very convenient and accessible. I highly recommend staying there."

Reviewed on 30 Jun 2025

Seaport Hotel Boston
The Westin Boston Seaport District
The Westin Boston Seaport District
4 out of 5
425 Summer St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is £148 per night from 20 Jul to 21 Jul
£148
20 Jul - 21 Jul
includes taxes & fees
9/10 Wonderful! (1,998 reviews)
"Attended a convention next door. Very convenient but needs some updating. There is a Starbucks in the lobby which is great because the coffee setup in the room was poor. Complimentary toiletries were pretty non existent other than the bulk shower gel, shampoo & conditioner. I always thought Westins ..."

Reviewed on 30 Jun 2025

The Westin Boston Seaport District
See all 1,318 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a South Boston travel package cost?
Our South Boston travel packages, which begin from just £591, 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.

Popular places to visit

Boston Tea Party Ship showing a bay or harbour and boating

Boston Tea Party Ship

4/5(50 reviews)

Come to this museum and the three historic ships in the Boston Harbor to relive the momentous events of the Boston Tea Party.

Boston Tea Party Ship
Castle Island

Castle Island

The ancient Fort Independence finds its home on this impressive harbor peninsula, a beautiful place to walk and relax along the waterfront.

Castle Island
Seaport World Trade Center

Seaport World Trade Center

4.5/5(5 reviews)

Seaport World Trade Center is just one of the places to see in Boston, so why not enjoy the other things to explore during your travels? Stroll along the waterfront or attend a sporting event in this vibrant area.

Seaport World Trade Center

Things to do

Spirit of Boston cruise ship at night

Spirit of Boston Signature Dinner Cruise

£149
per adult
Spirit of Boston Signature Dinner Cruise
Spa-Quality On Demand Massage - Boston

Spa-Quality On Demand Massage - Boston

£106
per adult
Spa-Quality On Demand Massage - Boston
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

£35
per adult
78% 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. Flight-inclusive packages are ATOL protected.