
Main South Vacation Packages
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Top Holiday Package Deals in Main South
Price found within the past 48 hours. Click for updated prices.

The Langham, Boston
Downtown Boston
Price was CA $1,847, price is now CA $1,207 per person
CA $1,207
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Great location within walking distance to many of Boston’s best spots including Faneuil Market, North End “little Italy,” and more! The hotel staff were welcoming and kind during our visit, and our room was well kept. No complaints.
Reviewed on Mar 14, 2026

Boston Harbor Hotel
North End
Price was CA $2,953, price is now CA $1,748 per person
CA $1,748
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Excellent hotel- restaurants, room service, all of the staff, spacious room with view, bathroom amenities. Great location. Able to take a leisurely walk along the water, and close to many restaurants and theatre district. Also easy to catch a taxi or uber. Wonderful setting with water and city view. Will definitely return!
Reviewed on Mar 14, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston
Price was CA $2,449, price is now CA $1,561 per person
CA $1,561
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (252 reviews)
Excellent experience- clean and very helpful staff
Reviewed on Mar 9, 2026

The Whitney Hotel
Beacon Hill
Price was CA $4,356, price is now CA $2,854 per person
CA $2,854
per person
Jun 2 - Jun 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
9.6/10 Exceptional! (526 reviews)
Fantastic location, close to Mass Gen. Restaurant on property was also very good.
Reviewed on Mar 19, 2026

Raffles Boston
Back Bay
Price was CA $3,922, price is now CA $2,621 per person
CA $2,621
per person
Jun 15 - Jun 18
just found
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (238 reviews)
I went to raffles Boston for fiancés birthday and I called a week ahead to get the room decorated for her special day and when I showed up the room was not decorated, I then called and said they didn’t decorate the room like I asked so they asked if they could come up during dinner and decorate so I agreed. When we returned from dinner the room was “decorated”, the sign was hanging off the ceiling and decorations taped poorly and just looked awful. Very disappointed considering this is a expensive 5 start hotel
Reviewed on Mar 12, 2026
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
4 out of top 10 points of interest in this area
4.5/5(3 area reviews)
If you're spending some time in Worcester Central Business District, DCU Center and Mechanics Hall are top sights worth seeing.
Main South Hotel Deals

Embassy Suites by Hilton Boston Marlborough
123 Boston Post Rd W Marlborough MA
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Apr 9 to Apr 10
CA $168
CA $187 total
Apr 9 - Apr 10
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
Amazing
Reviewed on Mar 20, 2026

Wellsworth Hotel
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Mar 22 to Mar 23
CA $147
CA $164 total
Mar 22 - Mar 23
includes taxes & fees
9.2/10 Wonderful! (1,448 reviews)
Checked in with my wife the ac unit did not work it was about 80 degrees in our room and smelled like wet laundry asked to be moved to another room and staff sent a repair person to our room instead and he was there for about 30 min and didn’t get to fix the ac unit “this was at about 10pm after ...
Reviewed on Mar 19, 2026

Motel 6 Framingham, MA - Boston West
1668 Worcester Rd Framingham MA
Fully refundableReserve now, pay when you stay
The price is CA $93 per night from Mar 23 to Mar 24
CA $93
CA $101 total
Mar 23 - Mar 24
includes taxes & fees
7/10 Good! (1,171 reviews)
Literally disgusting. My roomed smelled like cigarettes and mango vape. Stains all over our sheets. I would pay the extra 30 and stay somewhere else.
Reviewed on Mar 19, 2026
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

Regatta Point Park
Explore the great outdoors at Regatta Point Park, a lovely green space in Worcester. Attend a sporting event in this family-friendly area.
DCU Center
Catch an event at DCU Center during your trip to Worcester. Attend a sporting event in this family-friendly area.
Things to do

1-Hour Axe Throwing in Worcester
CA $38
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.








