
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.

Port Inn and Suites Portsmouth, Ascend Hotel Collection
Save 100% on your flight
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Portsmouth. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Market Square and Water Country are located nearby.

Boston Harbor Hotel
North End
Save 100% on your flight
per person
Sep 28 - Oct 3
found 15 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 10 - Sep 14
found 2 hours ago
Roundtrip non-stop flight included
Houston (HOU) 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 Wylie Inn and Conference Center at Endicott College
Save 100% on your flight
per person
Sep 28 - Oct 3
found 2 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 15 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.

The Westin Boston Seaport District
Seaport District
Save 100% on your flight
per person
Sep 28 - Oct 3
found 15 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Boston. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. 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.
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