South Boston Holidays

Book a Hotel + Flight or Car together to unlock savings

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

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Harbor and Boston Massacre Site, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

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

Gourmet restaurants interesting history and top sights from Copley Square to Newbury Street – discover Back Bay, a destination also famous for its 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

Travellers to Seaport District praise its captivating waterfront views. If you've got some more time to explore, be sure to stop by Boston Harbor and Liberty Wharf.

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

Historical sites, shopping and restaurants highlight some notable features of Beacon Hill. Make a stop by Acorn Street or Charles Street while you're visiting, and jump aboard the metro at Charles-MGH Station or Park St. Station to get around town.

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
4.954.055 ₫
6.662.851 ₫ total
30 Aug - 31 Aug
includes taxes & fees
Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
6.163.416 ₫
8.245.414 ₫ total
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
4.456.160 ₫
6.409.827 ₫ total
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (2,455 reviews)
"The property was woderful and the staff was very gracious and helpful - always greeted warmly and with a smile. From the Concierge to the room cleaners, the stay was made better by the people who work there."

Reviewed on 11 Aug 2026

The Westin Boston Seaport District
See all 1,494 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 holiday package cost?
We make it easy to travel somewhere new, with South Boston holiday packages starting from just . You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate getaway, why not add some tours and activities to your travel itinerary?
How do I get a cheap travel package to South Boston?
Browse and book everything in the one place with our South Boston holiday packages. You'll find bargains on flights, hotels, tours and more that'll keep your pocketbook happy and your adventurous spirit alive. And, with more than 550 airlines and 1null000null000 hotel options all over the world to select from, you'll have the flexibility to mix and match your own way.
Where should I stay in South Boston?
Visitors come from near and far to see Fenway Park and TD Garden in South Boston. Book a room close to these must-see attractions to make sightseeing a breeze.
What are the top hotels in South Boston?
Book a stay at Hyatt Place Boston/seaport District. It's one of the area's most sought-after properties. Another top option in South Boston is Omni Boston Hotel at the Seaport.
How far in advance should I book my South Boston holiday?
Your safest bet is to book early. Airlines typically release flights nearly 12 months prior to departure, and this is when you can pick up some of the lowest prices. Boss just told you to use up some holiday time in a few weeks? No need to worry. Expedia are never short on fantastic bargains to help you have the getaway of your dreams, at an affordable price.
What does an Expedia South Boston travel package include?
Flights, rental cars and hotels — you'll discover them all here. With Expedia, you can shape your South Boston travel package just the way you want. All you have to do is work out exactly what you need. Once you've made your booking, you can add extras like activities and experiences. The more you bundle, the bigger the savings!
What should I know before booking a South Boston travel package?
When you book your hotels, flights and car rentals together, you'll score awesome discounts. Whether you're planning a mountain getaway in a cabin or want to stay in an upscale city hotel, Expedia will make it happen for less.
Can I choose my airline with a South Boston Expedia holiday package?
Expedia offers access to more than 550 partner airlines globally, so you definitely can. Simply choose the airline you want and craft your ideal South Boston trip.
If I'm not able to travel, can I cancel my South Boston holiday package?
Because we understand life is full of surprises, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've booked your South Boston holiday package in the last 24 hours, you may be able to change or cancel it without penalty. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.

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.
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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)
You can study the exhibits at Boston Tea Party Ship, a museum with a storied past, during your holiday in Boston. Amble around this vibrant area's waterfront or attend a sporting event.
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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.
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A city skyline with modern buildings, a river, and a park with people.
Photo by Greater Boston Convention & Visitors Bureau

Castle Island

Commune with nature and explore the great outdoors at Castle Island during your travels in Boston. Amble around this vibrant area's waterfront or experience its fascinating museums.
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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)
You can study the exhibits at Institute of Contemporary Art, a museum with a storied past, during your holiday in Boston. Stroll along the waterfront or experience the acclaimed art galleries in this vibrant area.
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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.
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