South Weymouth Vacations from $608

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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.
Brewster Green Resort

Brewster Green Resort

3.5 out of 5
Price was $813, price is now $608 per person
$608
per person
Jan 22 - Jan 25
found 11 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
9.4/10 Exceptional! (152 reviews)

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $1,651, price is now $979 per person
$979
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was $1,308, price is now $974 per person
$974
per person
Jan 11 - Jan 14
found 24 hours ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
Coffee machine in our room did not work and unfortunately our room located near the stair exit was not the most quiet. Other than that, was a very nice hotel with lovely staff.

Reviewed on Nov 7, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was $2,175, price is now $1,629 per person
$1,629
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
10/10 Exceptional! (11 reviews)
We had a great experience staying in the crab house. The cottage was well maintained and had everything we needed to enjoy our stay. The staff was friendly, helpful, and genuinely care. Ken was fantastic, you can really tell he cares about ensuring guests have a great experience. 10/10 experience, would recommend this spot to anyone looking for a great stay on the cape.

Reviewed on Jul 27, 2026

Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

3 out of 5
North Brookline
Price was $858, price is now $648 per person
$648
per person
Dec 10 - Dec 14
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
8/10 Very Good! (13 reviews)

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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
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

$46
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

$37
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
$174 nightly
The price is $203 total per night from Nov 22 to Nov 23
$203 total
Nov 22 - Nov 23
Total with taxes and fees
Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$113 nightly
The price is $131 total per night from Nov 23 to Nov 24
$131 total
Nov 23 - Nov 24
Total with taxes and fees
9/10 Wonderful! (3,022 reviews)
"Clean stay in a great location"

Reviewed on Nov 7, 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $192 total per night from Nov 23 to Nov 24
$192 total
Nov 23 - Nov 24
Total with taxes and fees
Seaport Hotel Boston
See all 3,716 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 $608 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.