Southborough Vacations

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Southborough Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Anchorage Inn & Suites - Portsmouth

Anchorage Inn & Suites - Portsmouth

$535
per person
Oct 21 - Oct 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Market Square and Water Country are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
$1,997
per person
Oct 22 - Oct 26
found 24 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
Wow. Just wow. What a stay. Fantastic hotel well looked after. Amazing staff so friendly and welcoming. Great location. A fabulous stay couldn’t recommend more.

Reviewed on Sep 2, 2026

The Boxboro Regency

The Boxboro Regency

Save 100% on your flight
$555
per person
Oct 21 - Oct 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Book a stay at this business-friendly hotel in Boxborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Harvard Town Beach and Thurston's Beach are located nearby.
Ashworth by the Sea

Ashworth by the Sea

Hampton Beach
Save 100% on your flight
$722
per person
Oct 21 - Oct 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Book a stay at this beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hampton Beach and Hampton Beach Casino are located nearby.
Iris Hotel Boston

Iris Hotel Boston

Coolidge Corner
Save 100% on your flight
$1,300
per person
Oct 21 - Oct 27
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Book a stay at this business-friendly hotel in Brookline. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Fenway Park and Harvard Square are located nearby.
Lovely stay!

Reviewed on Sep 3, 2026

enVision Hotel & Conference Center Mansfield-Foxboro

enVision Hotel & Conference Center Mansfield-Foxboro

$619
per person
Oct 22 - Oct 26
found 24 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
Book a stay at this business-friendly hotel in Mansfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gillette Stadium and Xfinity Center are located nearby.
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Top Hotel Deals

Bedford Plaza Hotel - Boston

Bedford Plaza Hotel - Boston

340 Great Road Bedford MA
29.5 km from city center
Stay at this hotel in Bedford. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Burlington Mall and Minute Man National Historical ...
The Inn on Arsenal

The Inn on Arsenal

100 N Beacon St Watertown MA
29.19 km from city center
Stay at this hotel in Watertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Courtyard by Marriott Boston Billerica/Bedford

Courtyard by Marriott Boston Billerica/Bedford

270 Concord Rd Billerica MA
32.53 km from city center
Book a stay at this business-friendly hotel in Billerica. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
The Westin Waltham-Boston

The Westin Waltham-Boston

70 Third Avenue Waltham MA
23.91 km from city center
Book a stay at this business-friendly hotel in Waltham. Enjoy breakfast (surcharge), room service, and a health club. Our guests praise the helpful staff and ...
Boston Marriott Newton

Boston Marriott Newton

2345 Commonwealth Avenue Newton MA
22.34 km from city center
Book a stay at this business-friendly hotel in Newton. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful staff and ...
Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

320 Washington Street Newton MA
28.32 km from city center
Book a stay at this business-friendly hotel in Newton. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
Sonesta Select Boston Milford

Sonesta Select Boston Milford

10 Fortune Blvd Milford MA
15.92 km from city center
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 ...
Sheraton Boston Needham Hotel

Sheraton Boston Needham Hotel

100 Cabot St Needham MA
25.08 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 ...
Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

75 Felton St Marlborough MA
6.13 km from city center
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 ...
Charles River Inn

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 Boston Hotel

The Boston Hotel

40 Mt Hood Road Boston MA
31.61 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 ...
Aloft by Marriott Lexington

Aloft by Marriott Lexington

727 Marrett Road - A Lexington MA
26.67 km from city center
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston

25 Bond Street Watertown MA
30.62 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 ...
Studio Allston Hotel

Studio Allston Hotel

1234 Soldiers Field Rd Boston MA
32.55 km from city center
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Extended Stay America Suites Boston Westborough Computer Dr

Extended Stay America Suites Boston Westborough Computer Dr

1800 Computer Dr Westborough MA
4.92 km from city center
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.

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