Southborough Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Southborough Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel
South End
Price was $881, price is now $699 per person
$699
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
The Ritz-Carlton, Boston
Downtown Boston
Save 100% on your flight
Price was $2,048, price is now $1,381 per person
$1,381
per person
Nov 23 - Nov 29
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 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.
Porter Square Hotel
Porter Square
Price was $1,060, price is now $761 per person
$761
per person
Nov 23 - Nov 29
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Cambridge. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harvard Square and Encore Boston Harbor are located nearby.
Revere Hotel Boston Common
Bay Village
Price was $1,065, price is now $814 per person
$814
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the bar in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
The Bostonian Boston
Government Center
Price was $961, price is now $751 per person
$751
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, room service, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
Hotel Commonwealth
Fenway–Kenmore
Price was $1,079, price is now $849 per person
$849
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fenway Park and Copley Square are located nearby.
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Red Roof Inn Boston - Southborough/ Worcester
367 Turnpike Rd, Southborough, MA
3.41 km from city center
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 Waltham
550 Winter Street, Waltham, MA
23.49 km from city center
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast ...
Bedford Plaza Hotel - Boston
340 Great Road, Bedford, MA
29.5 km from city center
Stay at this 3-star hotel in Bedford. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Burlington Mall and Lexington Battle Green are ...
Best Western Plus Waltham Boston
380 Winter Street, Waltham, MA
24.18 km from city center
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
The Boston Hotel
40 Mt Hood Road, Boston, MA
31.6 km from city center
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
Inn at Historic Concord
740 Elm St, Concord, MA
20.97 km from city center
Stay at this 3-star hotel in Concord. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Discovery Museums and Minute Man National Historic ...
Charles River Inn
1800 Soldiers Fld Rd, Boston, MA
30.86 km from city center
Stay at this hotel in Boston. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Harvard Square and Fenway Park are located ...
The Westin Waltham-Boston
70 Third Avenue, Waltham, MA
23.87 km from city center
Stay at this 4-star business-friendly hotel in Waltham. Enjoy breakfast (surcharge), room service, and a health club. Our guests praise the helpful staff and ...
Hampton Inn & Suites Boston/Waltham
135 2nd Ave, Waltham, MA
23.35 km from city center
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn & Suites Watertown Boston
25 Bond Street, Watertown, MA
30.61 km from city center
Book a stay at this business-friendly hotel in Watertown. Enjoy free breakfast, a fitness center, and parking (surcharge). Our guests praise the breakfast and ...
Sheraton Boston Needham Hotel
100 Cabot St, Needham, MA
25.1 km from city center
Book a stay at this business-friendly hotel in Needham. Enjoy breakfast (surcharge), a fitness center, and parking (surcharge). Our guests praise the helpful ...
DoubleTree by Hilton Hotel Boston - Westborough
5400 Computer Dr, Westborough, MA
4.36 km from city center
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 ...
Studio Allston Hotel
1234 Soldiers Field Rd, Boston, MA
32.55 km from city center
Stay at this 3.5-star eco-certified hotel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
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.
Wed, Sep 2 - Tue, Sep 8
PDX
Portland Intl.
BOS
Logan Intl.
$183 Roundtrip, found 6 days ago
$183
Roundtrip
found 6 days ago
Wed, Sep 2 - Tue, Sep 8
PDX
Portland Intl.
BOS
Logan Intl.
$253 Roundtrip, found 6 days ago
$253
Roundtrip
found 6 days ago
Wed, Sep 2 - Tue, Sep 8
PDX
Portland Intl.
BOS
Logan Intl.
$258 Roundtrip, found 6 days ago
$258
Roundtrip
found 6 days ago
Wed, Sep 2 - Tue, Sep 8
PDX
Portland Intl.
BOS
Logan Intl.
$268 Roundtrip, found 6 days ago
$268
Roundtrip
found 6 days ago