South Medford Vacation Packages

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Top Holiday Package Deals in South Medford

Price found within the past 48 hours. Click for updated prices.
The Cove At Yarmouth

The Cove At Yarmouth

3 out of 5
Price was CA $1,081, price is now CA $750 per person
CA $750
per person
May 8 - May 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (243 reviews)
Room was not easy to get to and it was 0 degrees out …1st they put me out in a building where the property was a sheet of ice so I asked to be moved to the main building since I was by myself. Fortunately, they moved me, but the room was confusing to get to. :-( The pool was closed for maintenance, and I was planning to swim. :-( The room was great, clean and a comfortable bed, so I would stay again, but I would request staying closer to the lobby next time.

Reviewed on Jan 31, 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $2,666, price is now CA $1,615 per person
CA $1,615
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.4/10 Exceptional! (536 reviews)
Outstanding venue and staff.

Reviewed on Feb 16, 2026

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Price was CA $1,737, price is now CA $1,194 per person
CA $1,194
per person
Apr 27 - May 1
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (3,386 reviews)
Gorgeous room with a view but the controller iPad can be a bit tricky to work and we couldn’t pair our phone to play music . Espresso coffee pods and extra bottles of water are a great touch. We ate at Mystique for my hubbys birthday and the food was fantastic. Overall a great stay here as always .

Reviewed on Feb 23, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $2,150, price is now CA $1,494 per person
CA $1,494
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Friendly staff, clean room

Reviewed on Feb 20, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,327, price is now CA $1,640 per person
CA $1,640
per person
May 16 - May 18
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 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 showing a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(193 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

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is CA $194 per night from Mar 1 to Mar 2
CA $194
CA $273 total
Mar 1 - Mar 2
includes taxes & fees
9.6/10 Exceptional! (4,005 reviews)
Yes spotless

Reviewed on Feb 18, 2026

Seaport Hotel Boston
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 CA $157 per night from Mar 1 to Mar 2
CA $157
CA $239 total
Mar 1 - Mar 2
includes taxes & fees
9/10 Wonderful! (4,499 reviews)
The rooms were very clean and the staff was very helpful with everything we needed

Reviewed on Feb 22, 2026

Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Mar 8 to Mar 9
CA $167
CA $251 total
Mar 8 - Mar 9
includes taxes & fees
8.2/10 Very Good! (3,131 reviews)
Richard at the Front Desk was wonderful. He started opur experiences with a woinderful greeting and then upgraded our room because it was my husbands birthday. Then gave him a $50 gift voucher as a birthday gift to spend at the hotel! Now, that's taking care of your clients. Thanks Richard!

Reviewed on Feb 21, 2026

Hilton Boston Park Plaza
See all 4,134 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 CA $750. 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

Fenway Park featuring a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(305 reviews)

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

Fenway Park
Gillette Stadium is also home to the New England Revolution, our pro soccer team. Tickets are easy to get and not crazy expensive. And there is always a section reserved for the hooligans, who keep the energy up for the whole stadium!

Gillette Stadium

4.5/5(27 reviews)

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music.

Gillette Stadium
Boston Common which includes flowers, a garden and landscape views

Boston Common

4.5/5(518 reviews)

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

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

CA $72
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $108
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Zac tells a story about the John Harvard statue

Harvard University Campus Guided Walking Tour

CA $31
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
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.