Main South Vacation Packages for 2026

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Top Hotel Deals

Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
10 Fortune Blvd Milford MA
27.51 km from Main South
Book a stay at this business-friendly hotel in Milford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr Westborough MA
20.81 km from Main South
Book a stay at this business-friendly hotel in Westborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
25.98 km from Main South
Book a stay at this business-friendly hotel in Southbridge. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Hilton Garden Inn Worcester

Hilton Garden Inn Worcester

3 out of 5
35 Major Taylor Boulevard Worcester MA
2.52 km from Main South
Book a stay at this business-friendly hotel in Worcester. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

3 out of 5
75 Felton St Marlborough MA
22.4 km from Main South
Book a stay at this business-friendly hotel in Marlborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
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. ...
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 out of 5
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 ...
Best Western Royal Plaza Hotel & Trade Center

Best Western Royal Plaza Hotel & Trade Center

3 out of 5
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 ...
Comfort Inn Auburn - Worcester

Comfort Inn Auburn - Worcester

2.5 out of 5
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 ...
Red Roof Inn Boston - Southborough/ Worcester

Red Roof Inn Boston - Southborough/ Worcester

2 out of 5
367 Turnpike Rd Southborough MA
21.81 km from Main South
Stay at this hotel in Southborough. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough

3.5 out of 5
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 ...
DoubleTree by Hilton Boston - Milford

DoubleTree by Hilton Boston - Milford

4 out of 5
11 Beaver Street Milford MA
29.52 km from Main South
Stay at this hotel in Milford. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Vietnam ...
Hyatt Place Marlborough/Apex Center

Hyatt Place Marlborough/Apex Center

3 out of 5
169 Apex Drive Marlborough MA
21.08 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 ...
AC Hotel by Marriott Worcester

AC Hotel by Marriott Worcester

3.5 out of 5
125 Front St Worcester MA
2.09 km from Main South
Book a stay at this business-friendly hotel in Worcester. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Extended Stay America Suites Boston Westborough Computer Dr

Extended Stay America Suites Boston Westborough Computer Dr

2.5 out of 5
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. ...
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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.

Delta
Thu, Jan 1 - Thu, Jan 8
PDX
Portland Intl.
BOS
Logan Intl.
$278 Roundtrip, found 20 hours ago
$278
Roundtrip
found 20 hours ago
Select Delta flight, departing Thu, Jan 1 from Portland Intl. to Logan Intl., returning Thu, Jan 8, priced at $278 found 20 hours ago
United
Fri, Jun 26 - Wed, Jul 8
PDX
Portland Intl.
BOS
Logan Intl.
$295 Roundtrip, found 2 days ago
$295
Roundtrip
found 2 days ago
Select United flight, departing Fri, Jun 26 from Portland Intl. to Logan Intl., returning Wed, Jul 8, priced at $295 found 2 days ago
Alaska Airlines
Fri, May 15 - Mon, Jun 1
PDX
Portland Intl.
BOS
Logan Intl.
$322 Roundtrip, found 2 days ago
$322
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, May 15 from Portland Intl. to Logan Intl., returning Mon, Jun 1, priced at $322 found 2 days ago
JetBlue Airways
Fri, May 15 - Mon, Jun 1
PDX
Portland Intl.
BOS
Logan Intl.
$327 Roundtrip, found 2 days ago
$327
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, May 15 from Portland Intl. to Logan Intl., returning Mon, Jun 1, priced at $327 found 2 days ago
Hawaiian Airlines
Wed, Dec 31 - Mon, Jan 5
PDX
Portland Intl.
BOS
Logan Intl.
$337 Roundtrip, found 20 hours ago
$337
Roundtrip
found 20 hours ago
Select Hawaiian Airlines flight, departing Wed, Dec 31 from Portland Intl. to Logan Intl., returning Mon, Jan 5, priced at $337 found 20 hours ago