South Weymouth Vacations from $563

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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.
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
Plymouth Downtown Waterfront District
Save 100% on your flight
Price was $830, price is now $563 per person
$563
per person
May 21 - May 25
found 16 hours ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8.2/10 Very Good! (1,002 reviews)
The hotel is currently being renovated, it's clean, the staff was very kind, and the pool and hot tub are great!

Reviewed on Apr 8, 2026

The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Save 100% on your flight
Price was $1,213, price is now $772 per person
$772
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.2/10 Wonderful! (2,398 reviews)
Excellent breakfast

Reviewed on Apr 8, 2026

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
MIT
Save 100% on your flight
Price was $1,079, price is now $717 per person
$717
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9/10 Wonderful! (2,291 reviews)
Centrally located, clean facilities.

Reviewed on Apr 9, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was $943, price is now $635 per person
$635
per person
Jun 23 - Jun 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.6/10 Exceptional! (253 reviews)
Excellent experience- clean and very helpful staff

Reviewed on Mar 9, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,439, price is now $970 per person
$970
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
The rooms were very clean, beds were comfortable, staff friendly and great amenities (I wish the pool was open until 10 pm).

Reviewed on Apr 4, 2026

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Discover the most popular places to visit in South Weymouth

Fenway Park

Fenway Park

4.5/5(2,543 reviews)

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

Fenway Park
Harvard University

Harvard University

4.5/5(1,982 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
Boston Common

Boston Common

4.5/5(4,845 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

What to do in South Weymouth

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Zac tells a story about the John Harvard statue

Harvard University Campus Guided Walking Tour

$23
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

$56
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
See all activities in South Weymouth

South Weymouth Hotel Deals

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
$230 nightly
The price is $267 total per night from May 8 to May 9
$267 total
May 8 - May 9
Total with taxes and fees
9.2/10 Wonderful! (4,570 reviews)
Clean, good food, good service. Cannot complain!

Reviewed on Apr 9, 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
$181 nightly
The price is $210 total per night from Apr 12 to Apr 13
$210 total
Apr 12 - Apr 13
Total with taxes and fees
9.6/10 Exceptional! (4,153 reviews)
Internet good, staff ok

Reviewed on Apr 9, 2026

Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
$221 nightly
The price is $258 total per night from May 10 to May 11
$258 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (3,141 reviews)
Excellent location, easy access to Boston’s main attractions.

Reviewed on Apr 9, 2026

Hilton Boston Park Plaza
See all 3,871 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

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Frequently asked questions

How much does a South Weymouth vacation package cost?
You can pick up a vacation package to this destination from $563 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.

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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.