Plan a trip to see Medford Square

Price found within the past 48 hours. Click for updated prices.

The Whitney Hotel

Beacon Hill

CA $1,166

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Boston (BOS)

9.6/10 Exceptional! (443 reviews)

Was a great looking hotel. Comfy beds. Updates decor. Strange that there was no cooler/fridge in the room though.

Reviewed on Aug. 30, 2025

Raffles Boston

Back Bay

CA $1,627

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Boston (BOS)

9.6/10 Exceptional! (154 reviews)

Staff went above and beyond everyday! The dining options and location were amazing.

Reviewed on Sep. 2, 2025

Boston Harbor Hotel

North End

CA $2,543

per person

Oct 6 - Oct 10

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Boston (BOS)

9.8/10 Exceptional! (1,013 reviews)

Great harbor views! Room service was superb as well. Everyday we came back to an organized room and sometimes sweets, creams. The reception desk was also good in answering any questions. Excellent location. Would stay again.

Reviewed on Sep. 3, 2025

Tours & day trips

See all 242 activities

Boston Old Town Trolley Hop-on Hop-Off City Tour

Free cancellation available

Private & custom tours

See all 47 activities

North End Boston Mafia Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

See all 37 activities

Boston to Martha's Vineyard with Optional Island Tour

Free cancellation available

Attractions

See all 8 activities

Boston CityPASS®: Admission to Top 4 Attractions

Free cancellation available

Classes & workshops

See all 7 activities

Boston: Sunset Tall Ship Harbour Cruise

Free cancellation available

Popular places to visit

Mystic River Reservation

You can take time to visit Mystic River Reservation during your travels to Medford. Experience the fascinating museums or attend a sporting event in this vibrant area.

Middlesex Fells Reservation

You can take time to visit Middlesex Fells Reservation during your travels to Boston.

Royall House

After visiting Royall House, make a plan to see the other sights and activities in Medford. While in this family-friendly area, you can savor the top-notch restaurants.

Royall Park

After visiting Royall Park, make a plan to see the other sights and activities in Medford. Experience the fascinating museums or attend a sporting event in this vibrant area.

Old Ship Street Historic District

Find out about the history of Medford when you take a trip to Old Ship Street Historic District. While in this family-friendly area, you can savor the top-notch restaurants.