
Exclusive Old Ship Street Historic District Vacation Deals

Old Ship Street Historic District vacation package deals
Price found within the past 48 hours. Click for updated prices.

The McKernan Inn
Price was $732, price is now $510 per person
$510
per person
Mar 20 - Mar 24
found 5 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This inn features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a picnic area, and luggage storage are also on offer.

Boston Harbor Hotel
North End
Save 100% on your flight
Price was $1,807, price is now $1,150 per person
$1,150
per person
Feb 19 - Feb 23
found 19 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.

The Hotel Portsmouth
Downtown
Save 100% on your flight
Price was $843, price is now $574 per person
$574
per person
Feb 26 - Mar 4
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 4 onsite conference rooms. A snack bar/deli and concierge services are also provided.

AC Hotel by Marriott Portsmouth
North End
Save 100% on your flight
Price was $840, price is now $599 per person
$599
per person
Feb 26 - Mar 4
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A restaurant, a 24-hour front desk, and dry cleaning are also provided.

The Whitney Hotel
Beacon Hill
Price was $682, price is now $514 per person
$514
per person
Mar 7 - Mar 9
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a garden, and a lobby fireplace are also offered.

The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $911, price is now $688 per person
$688
per person
Jan 29 - Feb 1
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.
Frequently asked questions
Top Old Ship Street Historic District hotel deals

Hyatt Place Boston/Medford
116 Riverside Ave Medford MA
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $123 total per night
$123 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and an area shuttle.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Old Ship Street Historic District
View all propertiesLowest 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.

