Holliston Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Holliston Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Porter Square Hotel
Porter Square
Price was $1,060, price is now $761 per person
$761
per person
Nov 23 - Nov 29
found 1 hour 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.
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,581, price is now $867 per person
$867
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this 4-star luxury hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was $1,609, price is now $1,024 per person
$1,024
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,393, price is now $1,602 per person
$1,602
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this 5-star 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.
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 12 hours 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.
Raffles Boston
Back Bay
Save 100% on your flight
Price was $2,319, price is now $1,662 per person
$1,662
per person
Jan 3 - Jan 8
found 1 day 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.
Top Hotel Deals
citizenM Boston Back Bay
408 Newbury street, Boston, MA
32.45 km from city center
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square ...
Copley Square Hotel, a FOUND Hotel
47 Huntington Ave, Boston, MA
33.16 km from city center
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the restaurant and the ...
The Westin Copley Place, Boston, a Marriott Hotel
10 Huntington Ave, Boston, MA
33.26 km from city center
Stay at this 4-star eco-certified hotel in Boston. Enjoy 4 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
The Arcadian Hotel
1200 Beacon St, Brookline, MA
30.36 km from city center
Stay at this 3.5-star hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff ...
Boston Marriott Copley Place
110 Huntington Ave, Boston, MA
33.04 km from city center
Stay at this 4-star business-friendly hotel in Boston. Enjoy 3 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Sheraton Boston, a Marriott Hotel
39 Dalton St, Boston, MA
32.63 km from city center
Book a stay at this eco-certified hotel in Boston. Enjoy a 24-hour fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the ...
Hyatt Place Boston/Braintree
50 Forbes Road, Braintree, MA
31.92 km from city center
Stay at this 3.5-star business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Midtown Hotel
220 Huntington Avenue, Boston, MA
32.53 km from city center
Stay at this hotel in Boston. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Copley Square and Fenway Park are located ...
The Lenox Hotel Boston
61 Exeter Street, Boston, MA
33.17 km from city center
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
Hampton Inn & Suites Boston Crosstown Center
811 Massachusetts Ave, Boston, MA
32.63 km from city center
Stay at this 3-star hotel in Boston. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
Embassy Suites by Hilton Boston Waltham
550 Winter Street, Waltham, MA
26.55 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 ...
The Charles Hotel
One Bennett Street, Cambridge, MA
31.87 km from city center
Stay at this 4-star luxury hotel in Cambridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
Ramada by Wyndham Boston
800 Morrissey Blvd, Boston, MA
32.68 km from city center
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and an outdoor pool. 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