South Weymouth Vacations from $337

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your South Weymouth Vacation

Come and experience this amazing city for yourself with a South Weymouth vacation package. Consider spending a few days in the neighborhood of Dorchester, which is great for nature and dining, and your time here will be nothing short of unforgettable. Fill your free time with tours of South Shore Plaza, Rockland Ice Rink and F1 Boston, some of the top attractions you should see during a trip to South Weymouth. Check out Expedia's extensive range of travel options and book your ideal vacation to South Weymouth today.

The Latest South Weymouth vacation packages

Price found within the past 48 hours. Click for updated prices.
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Fenway–Kenmore
Save 100% on your flight
Price was $527, price is now $337 per person
$337
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (2,013 reviews)
We enjoyed our stay. Would stay again

Reviewed on Nov 24, 2025

Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner South Side
Save 100% on your flight
Price was $1,189, price is now $667 per person
$667
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (460 reviews)
The entire experience at The Iris hotel was excellent form the Valet parking, the room, the bar & the restaurant. I would stay there anytime I'm in Brookline

Reviewed on Nov 22, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,135, price is now $646 per person
$646
per person
Feb 13 - Feb 16
found 12 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Clean room, staff is nice and helpful

Reviewed on Nov 29, 2025

Premier Suites - Bay Village

Premier Suites - Bay Village

2 out of 5
Bay Village
Save 100% on your flight
Price was $743, price is now $461 per person
$461
per person
Feb 3 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Boston (BOS)
6.2/10 (245 reviews)
Great central location, but very over priced for what you get. Felt like I was going to fall through the floor. Super old building and nothing works that well. Internet on tv didn't work. Bath plug/stopper didn't work. Electric hotplate didn't work. Don't bring a large suitcase as the stairs are very narrow and steep and I had to lug it up to the 4th floor.

Reviewed on Nov 10, 2025

The Merchant

The Merchant

3 out of 5
Downtown Salem
Save 100% on your flight
Price was $1,125, price is now $740 per person
$740
per person
Dec 30 - Jan 3
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (375 reviews)
Incredible hospitality. One of our favorite hotel experiences in a while.

Reviewed on Nov 28, 2025

Don't see what you're looking for?
See all available trips from Columbus to South Weymouth
View all trips

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

Discover the most popular places to visit in South Weymouth

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(2,499 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

4.5/5(4,786 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(1,966 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University

What to do in South Weymouth

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$79
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Hear the legendary true stories of Revolutionary Bostonians like Paul Revere, Midnight Rider at the Old North Church

Boston: Freedom Trail History Small Group Walking Tour

$35
per adult
100% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

$54
per adult
86% of travellers recommend
Boston Harbor Sunset Cruise
See all activities in South Weymouth

South Weymouth Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $176 total per night from Dec 15 to Dec 16
$176 total
Dec 15 - Dec 16
Total with taxes and fees
9.6/10 Exceptional! (3,738 reviews)
The food is very good. I have simple tastes and appreciated that the food was not over-processed but was simple yet extremely flavorful.

Reviewed on Nov 25, 2025

Seaport Hotel Boston
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street Boston MA
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $130 total per night from Dec 15 to Dec 16
$130 total
Dec 15 - Dec 16
Total with taxes and fees
9.2/10 Wonderful! (4,107 reviews)
Rooms were clean, staff was friendly

Reviewed on Nov 25, 2025

citizenM Boston North Station
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
$174 nightly
The price is $203 total per night from Dec 18 to Dec 19
$203 total
Dec 18 - Dec 19
Total with taxes and fees
9/10 Wonderful! (4,246 reviews)
Room ready when we arrived at 8:30am Small but suffices Noise from outside is easily heard

Reviewed on Nov 25, 2025

Omni Boston Hotel at the Seaport
See all 3,677 properties in South Weymouth
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.

Find the Best South Weymouth Vacation Packages

South Weymouth Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
John F. Kennedy Presidential Library and Museum, Franklin Park Zoo and Legacy Place

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a South Weymouth vacation package cost?
You can pick up a vacation package to this destination from $337 on Expedia. However, how much your vacation to South Weymouth costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to South Weymouth?
November, December and January are great times to look for cheap South Weymouth vacation packages. Traveling in less busy periods means you can usually find reduced prices on flights and hotels.
How many days is enough for South Weymouth?
With a well-organized itinerary, you can easily visit the most popular South Weymouth sights in a few days. But if you want to discover hidden gems or go on day tours, think about booking your South Weymouth vacation for longer.
How to find the best South Weymouth package deals?
Use Expedia's handy filters to find some of the best South Weymouth package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for South Weymouth package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a South Weymouth vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored South Weymouth vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to South Weymouth?
If you have your South Weymouth vacation dates finalized, book as early as you can to snap up some outstanding deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later South Weymouth vacation packages?
Your South Weymouth trip should be an escape from your daily routine, not a reason for money worries. So to allow you that extra flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.