Main South Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Main South Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Boston North Shore
Save 100% on your flight
Price was $863, price is now $636 per person
$636
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star golf hotel in Danvers. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Water Park of New England and Glen Magna Farms are located nearby.
The Newbury Boston
Back Bay
Price was $2,896, price is now $1,538 per person
$1,538
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
The Ritz-Carlton, Boston
Downtown Boston
Save 100% on your flight
Price was $2,148, price is now $1,462 per person
$1,462
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a health club. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.
Raffles Boston
Back Bay
Save 100% on your flight
Price was $3,117, price is now $2,152 per person
$2,152
per person
Oct 28 - Nov 2
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Allston
Save 100% on your flight
Price was $1,170, price is now $830 per person
$830
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
The Revolution Hotel
South End
Save 100% on your flight
Price was $1,178, price is now $861 per person
$861
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Top Hotel Deals
Motel 6 Framingham, MA - Boston West
1668 Worcester Rd, Framingham, MA
28.27 km from Main South
Stay at this motel in Framingham. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
DoubleTree by Hilton Hotel Boston - Westborough
5400 Computer Dr, Westborough, MA
20.81 km from Main South
Stay at this 4-star business-friendly hotel in Westborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Courtyard by Marriott Boston Marlborough
75 Felton St, Marlborough, MA
22.4 km from Main South
Stay at this 3-star business-friendly hotel in Marlborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Best Western Royal Plaza Hotel & Trade Center
181 Boston Post Rd W, Marlborough, MA
21.41 km from Main South
Book a stay at this business-friendly hotel in Marlborough. Enjoy free breakfast, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
Publick House Historic Inn and Country Motor Lodge
277 Main Street (RT 131), Sturbridge, MA
26.67 km from Main South
Book a stay at this spa resort in Sturbridge. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the clean ...
Wellsworth Hotel
14 Mechanic St, Southbridge, MA
25.98 km from Main South
Stay at this 3-star business-friendly hotel in Southbridge. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Extended Stay America Suites Boston Westborough Computer Dr
1800 Computer Dr, Westborough, MA
20.19 km from Main South
Book a stay at this business-friendly hotel in Westborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Sonesta Select Boston Milford
10 Fortune Blvd, Milford, MA
27.51 km from Main South
Stay at this 3-star business-friendly hotel in Milford. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
Comfort Inn Auburn - Worcester
426 Southbridge St, Auburn, MA
5.72 km from Main South
Book a stay at this business-friendly hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
AVIA Residences on Research - Extended Stay
25 Connector Road, Westborough, MA
19.6 km from Main South
Stay at this 3-star business-friendly hotel in Westborough. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Hilton Garden Inn Boston/Marlborough
170 Forest St, Marlborough, MA
21.93 km from Main South
Stay at this 3-star business-friendly hotel in Marlborough. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful staff ...
Embassy Suites by Hilton Boston Marlborough
123 Boston Post Rd W, Marlborough, MA
21.57 km from Main South
Book a stay at this business-friendly hotel in Marlborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton Inn Boston/Marlborough
277 Boston Post Rd West, Marlborough, MA
20.89 km from Main South
Stay at this hotel in Marlborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Oct 28 - Fri, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$215 Roundtrip, found 5 days ago
$215
Roundtrip
found 5 days ago
Fri, Oct 31 - Wed, Nov 12
LAX
Los Angeles Intl.
BOS
Logan Intl.
$217 Roundtrip, found 12 hours ago
$217
Roundtrip
found 12 hours ago
Tue, Nov 11 - Wed, Nov 12
LAX
Los Angeles Intl.
BOS
Logan Intl.
$222 Roundtrip, found 5 days ago
$222
Roundtrip
found 5 days ago
Tue, Oct 28 - Fri, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$222 Roundtrip, found 5 days ago
$222
Roundtrip
found 5 days ago
Fri, Oct 31 - Wed, Nov 12
LAX
Los Angeles Intl.
BOS
Logan Intl.
$222 Roundtrip, found 12 hours ago
$222
Roundtrip
found 12 hours ago