Main South Vacations from $371
Book a Hotel + Flight or Car together to unlock savings
The Latest Main South Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Fairfield Inn & Suites by Marriott Plymouth
Save 100% on your flight
Price was $612, price is now $396 per person
$396
per person
Nov 12 - Nov 17
found 15 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
8.8/10 Excellent! (474 reviews)
Clean and comfortable. Very easy to park.
Reviewed on Aug 5, 2025
Hotel 1620 Plymouth Harbor
Plymouth Downtown Waterfront District
Save 100% on your flight
Price was $659, price is now $439 per person
$439
per person
Oct 26 - Oct 30
just found
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.2/10 Very Good! (1,014 reviews)
We had a great time, second time visiting this summer!!
Reviewed on Aug 27, 2025
Raffles Boston
Back Bay
Save 100% on your flight
Price was $2,405, price is now $1,667 per person
$1,667
per person
Nov 9 - Nov 13
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (154 reviews)
I could not fault this hotel in any way. After long days out sightseeing and shopping it was great to get back and relax. This was our first time in Boston so we’re not sure which area was best to stay in. However the hotel’s location in Back Bay was excellent.
Reviewed on Aug 28, 2025
Where to stay in Main South
Find the best Main South areas and neighborhoods for the activities you enjoy most. Learn more about Main South
Worcester Central Business District
3 out of top 10 points of interest in this area
4/5(116 area reviews)
The second-largest city in Massachusetts is a lively hub of culture, with museums, theaters and galleries to explore between shopping and dining.
Main South Hotel Deals
Courtyard by Marriott Boston Marlborough
75 Felton St, Marlborough, MA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $151 total per night from Sep 7 to Sep 8
$151 total
Sep 7 - Sep 8
Total with taxes and fees
Publick House Historic Inn and Country Motor Lodge
277 Main Street (RT 131), Sturbridge, MA
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from Sep 7 to Sep 8
$111 total
Sep 7 - Sep 8
Total with taxes and fees
DoubleTree by Hilton Hotel Boston - Westborough
5400 Computer Dr, Westborough, MA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $136 total per night from Sep 14 to Sep 15
$136 total
Sep 14 - Sep 15
Total with taxes and fees
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.
Discover the most popular places to visit in Main South
Union Station
Worcester’s picturesque transportation hub is also a popular tourist attraction with majestic architecture and a long history to learn about.
Worcester Art Museum
You can spend an afternoon studying the exhibits at Worcester Art Museum in Worcester. You can attend a sporting event while in the area.
The Hanover Theatre for the Performing Arts
Enjoy a dazzling musical or a dramatic play at this historic Worcester theater that attracts the biggest stars of the stage.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.