Milton Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
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Milton Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Lakeside Inn
Save 100% on your flight
per person
Sep 28 - Oct 3
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews.
Boston Harbor Hotel
North End
Save 100% on your flight
per person
Sep 28 - Oct 3
found 19 hours ago
Roundtrip flight included
Chicago (ORD) 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 Boston Harbor are located nearby.
Raffles Boston
Back Bay
Save 100% on your flight
per person
Sep 28 - Oct 3
found 19 hours 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.
DoubleTree by Hilton Boston North Shore
Save 100% on your flight
per person
Sep 28 - Oct 3
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star golf hotel in Danvers. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Water Park of New England and Glen Magna Farms are located nearby.
The Wylie Inn and Conference Center at Endicott College
Save 100% on your flight
per person
Sep 28 - Oct 3
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3.5-star beach hotel in Beverly. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Salem Witch Museum and Salem Willows Beach are located nearby.
Homewood Suites by Hilton Boston Seaport District
Seaport District
Save 100% on your flight
per person
Sep 28 - Oct 3
found 19 hours 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 fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.
Top Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
11.04 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
11.1 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
11.03 km from city center
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the ...
Harborside Inn Of Boston
185 State St, Boston, MA
12.27 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 ...
citizenM Boston North Station
80-120 Causeway Street, Boston, MA
12.84 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 ...
Hyatt Regency Boston/Cambridge
575 Memorial Drive, Cambridge, MA
12.05 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 ...
The Revolution Hotel
40 Berkeley Street, Boston, MA
10.72 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
11.67 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 ...
The Arcadian Hotel
1200 Beacon St, Brookline, MA
11.28 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 ...
Encore Boston Harbor
1 Broadway, Everett, MA
16.17 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
11.27 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
12.05 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 ...
Hyatt Regency Boston Harbor
101 Harborside Drive, Boston, MA
12.62 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 ...
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, Aug 6 - Fri, Aug 15
LAX
Los Angeles Intl.
BOS
Logan Intl.
$203 Roundtrip, found 1 day ago
$203
Roundtrip
found 1 day ago
Wed, Aug 6 - Wed, Aug 13
PDX
Portland Intl.
BOS
Logan Intl.
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Wed, Aug 6 - Wed, Aug 13
PDX
Portland Intl.
BOS
Logan Intl.
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Wed, Aug 6 - Wed, Aug 13
PDX
Portland Intl.
BOS
Logan Intl.
$227 Roundtrip, found 2 days ago
$227
Roundtrip
found 2 days ago
Wed, Aug 6 - Wed, Aug 13
PDX
Portland Intl.
BOS
Logan Intl.
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
Best neighborhoods in Boston
Best points of interest in Boston
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