Holbrook Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Holbrook Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Comfort Inn Rockland - Boston
Save 100% on your flight
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Rockland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Rockland Town Forest and Rockland Golf Course are located nearby.
Residence Inn by Marriott Boston Downtown / South End
South End
Save 100% on your flight
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
Raffles Boston
Back Bay
Save 100% on your flight
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
The Ritz-Carlton, Boston
Downtown Boston
Save 100% on your flight
per person
Oct 15 - Oct 20
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.
Hotel AKA Back Bay
Back Bay
Save 100% on your flight
per person
Oct 15 - Oct 20
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, room service, 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.
Maverick Suites at 40 Temple St
Beacon Hill
Save 100% on your flight
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this aparthotel in Boston. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Boston Common and TD Garden are located nearby.
Top Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
22.63 km from city center
Stay at this 4-star spa hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
citizenM Boston Back Bay
408 Newbury street, Boston, MA
23.4 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 ...
citizenM Boston North Station
80-120 Causeway Street, Boston, MA
24.8 km from city center
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
Harborside Inn Of Boston
185 State St, Boston, MA
24.07 km from city center
Stay at this 4-star hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our ...
Copley Square Hotel, a FOUND Hotel
47 Huntington Ave, Boston, MA
23.24 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 Revolution Hotel
40 Berkeley Street, Boston, MA
22.84 km from city center
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 ...
The Godfrey Hotel Boston
505 Washington Street, Boston, MA
23.63 km from city center
Stay at this 4-star boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the ...
Hyatt Regency Boston Harbor
101 Harborside Drive, Boston, MA
23.86 km from city center
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff ...
The Arcadian Hotel
1200 Beacon St, Brookline, MA
23.68 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 ...
Hyatt Regency Boston/Cambridge
575 Memorial Drive, Cambridge, MA
24.43 km from city center
Stay at this 4-star business-friendly hotel in Cambridge. Enjoy free WiFi, a 24-hour health club, and valet parking (surcharge). Our guests praise the restaurant ...
Encore Boston Harbor
1 Broadway, Everett, MA
28.14 km from city center
Stay at this 5-star luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Hilton Boston Park Plaza
50 Park Plaza, Boston, MA
23.36 km from city center
Book a stay at this historic hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
The Dagny Boston
89 Broad Street, Boston, MA
23.86 km from city center
Stay at this 4-star luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our ...
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.
Fri, Aug 8 - Fri, Aug 15
LAX
Los Angeles Intl.
BOS
Logan Intl.
$190 Roundtrip, found 5 days ago
$190
Roundtrip
found 5 days ago
Tue, Oct 7 - Thu, Oct 30
LAX
Los Angeles Intl.
BOS
Logan Intl.
$216 Roundtrip, found 3 days ago
$216
Roundtrip
found 3 days ago
Fri, Sep 12 - Tue, Sep 16
PDX
Portland Intl.
BOS
Logan Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Tue, Sep 16 - Mon, Sep 29
LAX
Los Angeles Intl.
BOS
Logan Intl.
$225 Roundtrip, found 2 days ago
$225
Roundtrip
found 2 days ago
Tue, Sep 9 - Sat, Sep 13
PDX
Portland Intl.
BOS
Logan Intl.
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
Best neighborhoods in Boston
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