South Boston Holidays

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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.
  • Standard Room, 1 Queen Bed | Premium bedding, in-room safe, iron/ironing board, free WiFi
    Aug 3 - Aug 9

    Hotel Ivy Boston Common + Flight

    Bay Village
    6 nights
    2.5 star property
    8.4/10 - Very good (1,455 reviews)
    "For the money, can non go wrong with this choice"
    Reviewed May 23, 2026
    Return • Edinburgh (EDI) - Boston (BOS)
    EDI - BOS • Direct BOS - EDI • Direct
    £2,120
    £1,364
    per traveller
    found 23 hours ago
    Hotel Ivy Boston Common
  • Suite, Multiple Beds (John Adams Presidential Suite) | Frette Italian sheets, premium bedding, pillow-top beds, minibar
    Aug 3 - Aug 9

    Boston Harbor Hotel + Flight

    North End
    6 nights
    5.0 star property
    9.8/10 - Exceptional (1,001 reviews)
    "This was 10/10 with everything top tier"
    Reviewed May 20, 2026
    Return • Edinburgh (EDI) - Boston (BOS)
    EDI - BOS • Direct BOS - EDI • Direct
    £3,244
    £1,861
    per traveller
    found 23 hours ago
    Boston Harbor Hotel
  • Breakfast meal
    Jul 28 - Aug 7

    By the Sea Guests Bed & Breakfast & Suites + Flight

    Dennis Port
    10 nights
    3.5 star property
    9.2/10 - Wonderful (185 reviews)
    "."
    Reviewed October 16, 2025
    Return • Glasgow (GLA) - Boston (BOS)
    GLA - BOS • 2 stops BOS - GLA • 2 stops
    Save 100% on your flight
    £2,610
    £1,778
    per traveller
    found 2 days ago
    By the Sea Guests Bed & Breakfast & Suites
  • Property entrance
    Jul 28 - Aug 7

    Sea Crest Beach Resort + Flight

    North Falmouth
    10 nights
    3.5 star property
    8.0/10 - Very good (280 reviews)
    "The hotel has an excellent location . They were understaffed. We arrived at 6:00 PM and check in was at 4:00 PM. We were told that they were still cleaning our room . The room was finally ready at 8:00 PM. W e had to change our dinner plans due to this. The staff did not seem to care much , they made it sound like it was out of their hands. There were other people like us that had to wait for their room to be clean. "
    Reviewed May 19, 2026
    Return • Glasgow (GLA) - Boston (BOS)
    GLA - BOS • 2 stops BOS - GLA • 2 stops
    Save 100% on your flight
    £3,997
    £2,807
    per traveller
    found 2 days ago
    Sea Crest Beach Resort
  • Lobby
    Aug 3 - Aug 9

    Fairmont Copley Plaza, Boston + Flight

    Back Bay
    6 nights
    4.5 star property
    9.0/10 - Wonderful (1,241 reviews)
    "Gorgeous hotel in a fabulous location. Highly recommend!"
    Reviewed May 19, 2026
    Return • Edinburgh (EDI) - Boston (BOS)
    EDI - BOS • Direct BOS - EDI • Direct
    £2,250
    £1,616
    per traveller
    found 23 hours ago
    Fairmont Copley Plaza, Boston

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

Downtown Boston

4.5/5(95 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

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is £174 per night from 25 May to 26 May
£174
25 May - 26 May
includes taxes & fees
9.6/10 Exceptional! (4,359 reviews)
"Great hotel"

Reviewed on 23 May 2026

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
The price is £186 per night from 29 May to 30 May
£186
29 May - 30 May
includes taxes & fees
9.2/10 Wonderful! (4,651 reviews)
"Only stayed one night at the Omni, but enjoyed my stay. The sports club restaurant was good, a little pricey though. Loved the shampoo, conditioner and soap.."

Reviewed on 22 May 2026

Omni Boston Hotel at the Seaport
YOTEL Boston

YOTEL Boston

4 out of 5
65 Seaport Blvd Boston MA
The price is £203 per night from 25 May to 26 May
£203
25 May - 26 May
includes taxes & fees
8.6/10 Excellent! (2,526 reviews)
"The rooms are small and the bathroom is not private. There is a curtain separating the bathroom area to the rest of the room."

Reviewed on 22 May 2026

YOTEL Boston
See all 1,497 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 , 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

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

Harpoon Brewery

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

Harpoon Brewery

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

£42
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Go City: Boston All-Inclusive Pass with 45+ Attractions

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

£58
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

£40
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
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.