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

Downtown Boston

4.5/5(95 area reviews)

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.

Find hotels in Downtown Boston

Top hotels in South Boston

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is 4.062.091 ₫ per night from 5 Apr to 6 Apr
4.062.091 ₫
5.803.890 ₫ total
5 Apr - 6 Apr
includes taxes & fees
9.2/10 Wonderful! (4,543 reviews)
PERFECT

Reviewed on 24 Mar 2026

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 3.769.683 ₫ per night from 5 Apr to 6 Apr
3.769.683 ₫
5.288.621 ₫ total
5 Apr - 6 Apr
includes taxes & fees
9.6/10 Exceptional! (4,094 reviews)
Clean, beautiful room

Reviewed on 25 Mar 2026

Seaport Hotel Boston
YOTEL Boston

YOTEL Boston

4 out of 5
65 Seaport Blvd Boston MA
Fully refundableReserve now, pay when you stay
The price is 3.562.250 ₫ per night from 29 Mar to 30 Mar
3.562.250 ₫
5.528.874 ₫ total
29 Mar - 30 Mar
includes taxes & fees
8.6/10 Excellent! (2,460 reviews)
Clean room. Friendly staff

Reviewed on 25 Mar 2026

YOTEL Boston
See all 1,514 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.

Popular places to visit

Boston Skyline from the Convention Center

Boston Convention and Exhibition Center

4/5(22 reviews)

Learn about the events happening in Boston Convention and Exhibition Center during your trip to Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.

Boston Convention and Exhibition Center
Boston_BlackFalconCruiseTerminal_6182961_01

Flynn Cruiseport Boston

4.5/5(7 reviews)

Explore the waterfront in Boston with a trip to Flynn Cruiseport Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.

Flynn Cruiseport Boston
Boston Children\'s Museum featuring a bay or harbor

Boston Children's Museum

5/5(1 review)

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.

Boston Children's Museum