South Medford Vacations from ￥244,360

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The Latest South Medford Vacation Packages

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

The Charles Hotel

4 out of 5
West Cambridge
Price was ￥312,206, price is now ￥244,360 per person
￥244,360
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Our room had a shower that was designed fir shorter people. Im 5'9" and had to duck and lean iver to shampoo. Its a simple fix. Sometimes you just say to yourself. WHAT??

Reviewed on Jan 13, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was ￥505,890, price is now ￥346,271 per person
￥346,271
per person
Mar 26 - Mar 30
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Beautiful and great service

Reviewed on Jan 15, 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was ￥365,114, price is now ￥284,828 per person
￥284,828
per person
Mar 26 - Mar 30
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Our second stay there, love it

Reviewed on Dec 25, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was ￥417,554, price is now ￥338,475 per person
￥338,475
per person
Mar 26 - Mar 30
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.4/10 Exceptional! (536 reviews)
Staff was friendly and flexible ! Rooms were spacious and beautiful, the housekeeping was not as clean or organized or detailed as other places I’ve been to but still good

Reviewed on Jan 4, 2026

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Price was ￥343,896, price is now ￥281,940 per person
￥281,940
per person
Mar 26 - Mar 30
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
8.6/10 Excellent! (2,315 reviews)
Very clean hotel. Good food just a lil expensive.

Reviewed on Jan 14, 2026

Where to stay in South Medford

Find the best South Medford areas and neighborhoods for the activities you enjoy most. Learn more about South Medford
Downtown Boston which includes night scenes and a city as well as a small group of people

Downtown Boston

4.5/5(2,415 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotels in Downtown Boston

South Medford Hotel Deals

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is ￥16,970 per night from Jan 18 to Jan 19
￥16,970
￥19,763 total
Jan 18 - Jan 19
includes taxes & fees
9.2/10 Wonderful! (6,144 reviews)
The staff was so nice and the check-in was easy. It was a nicely decorated boutique hotel that I would definitely stay in again. It was close to absolutely everything; the Freedom Trail, North End, Harbor, Boston Common, and there was a subway station immediately outside of the hotel. The only downside ...

Reviewed on Jan 14, 2026

Harborside Inn Of Boston
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
The price is ￥18,651 per night from Jan 18 to Jan 19
￥18,651
￥26,474 total
Jan 18 - Jan 19
includes taxes & fees
8.4/10 Very Good! (1,251 reviews)
Check in was great. I'm tall, so I struggle with looking down at name tags. It feels awkward, especially if someone presents as female, I am a male. My check in attendant was helpful, kind, and knowledgeable. I appreciate them, but I didn't catch their name. Maybe at check there could be a nameplate? ...

Reviewed on Jan 12, 2026

Hilton Boston Back Bay
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is ￥19,363 per night from Feb 2 to Feb 3
￥19,363
￥29,006 total
Feb 2 - Feb 3
includes taxes & fees
9/10 Wonderful! (4,379 reviews)
Clean and nice staffs. Convenience to restaurants near seaport. Close to Chinatown

Reviewed on Jan 12, 2026

Omni Boston Hotel at the Seaport
See all 3,929 properties in South Medford
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.

Frequently asked questions

How much does a South Medford vacation package cost?
Get ready to book, because a getaway to South Medford starts from an affordable ￥244,360. When you bundle your flights, hotels and more into a travel package, you'll score the biggest bargains.
How do I get a cheap travel package to South Medford?
If you love getting an amazing deal, combine your bookings into a South Medford vacation package. Whether you're looking for flights, hotels, activities or rental cars, you can browse and book everything in one place. You'll have loads of choice at your fingertips too. Expedia has over 550 air carriers and 1,000,000 properties around the globe to take your pick of. Fly with who you want, stay anywhere you like and save your hard-earned money — now that's the perfect vacation!
Where should I stay in South Medford?
Close to the action. Many visitors like to book hotels around popular sights, like Mystic River Reservation, Medford Square and Old Ship Street Historic District.
How far in advance should I book my South Medford vacation?
Reward yourself with the biggest variety at the lowest prices by booking your adventure to South Medford nice and early. Airlines tend to advertise tickets anywhere up to a year in advance, so reserve your spot as soon as you can. Having said that, Expedia is dedicated to providing you with the best deals around, so it's always a good time to book your dream vacation!
What does an Expedia South Medford travel package include?
With Expedia, you can select any combination of car rentals, flights and hotels to build your ideal South Medford travel package. Once you've made your booking, you can add on fun stuff like sightseeing tours and activities. Don't forget — the more you bundle, the more you'll save!
What should I know before booking a South Medford travel package?
You'll save plenty with an Expedia travel package. Combine your airfares, rental cars and hotels and pick up great discounts. You're not limited to hotels, though. We've got beachside condos, cabins in the mountains and even houseboats and castles!
Can I choose my airline with a South Medford Expedia vacation package?
You can, and with over 550 airlines to select from worldwide, you have loads of choice. Browse the available options and find out which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my South Medford vacation package?
It's difficult to predict what the future holds, so it's comforting to know that you can cancel or change your South Medford vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to find out more.

Discover the most popular places to visit in South Medford

Nighttime baseball game at Fenway Park showcasing a vibrant atmosphere in Boston, Massachusetts

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Boston Common showcases lush greenery and city skyline under a clear blue sky during a sunny day

Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common
Historic architecture of Harvard University in Cambridge, Massachusetts under clear blue skies

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University

Things to do

Step into a festive winter oasis at Stratus bar this holiday season! Adorned with glittering icicles, sparkling lights, and festive winter elements, this experience is a must must-visit.

View Boston Observation Deck Admission Tickets

￥5,323
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Hear the legendary true stories of Revolutionary Bostonians like Paul Revere, Midnight Rider at the Old North Church

Boston: Freedom Trail History Small Group Walking Tour

￥5,496
per adult
100% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥12,369
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.