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.
Lakeside Inn

Lakeside Inn

2 out of 5
per person
Sep 22 - Sep 27
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7.4/10 Good! (2,188 reviews)
Pleasantly surprised. A little older but staff made up for that. staff was excellent very attentive.

Reviewed on Jul. 21, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I would rate this property quite high. Elegant and clean with extremely friendly staff. Great location and simply a lovely ambiance.

Reviewed on Jul. 21, 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 2
found 8 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (3,076 reviews)
Apart from the front desk and housekeeping staff none of the team members greeting you when you past including management. I did not receive the resort credit upon check in also. Parking in wonderful and the resort itself is beautiful. Signage from the parking to reception could be a little better as the property if entered from garage for the first time could be a challenge to find reception as it is a littel tucked away as you attention is grabbed by the large ferris wheel and beautifcul decor in the main lobby.

Reviewed on Jul. 21, 2025

The Boxer

The Boxer

4 out of 5
West End
Save 100% on your flight
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
8.6/10 Excellent! (1,236 reviews)
Staff are attentive and respectful. Clean and bed is comfortable. Overall we are satisfied what we paid.

Reviewed on Jul. 21, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
per person
Aug 28 - Aug 31
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (1,007 reviews)
The Charles is my favorite hotel. Quiet, classy, Harvardian

Reviewed on Jul. 21, 2025

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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $290 per night from Aug 10 to Aug 11
CA $290
CA $394 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (3,692 reviews)
"This is the third time staying at this hotel and each time we have been impressed with the service and friendliness of the staff."

Reviewed on Jul. 21, 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $239 per night from Jul 27 to Jul 28
CA $239
CA $278 total
Jul 27 - Jul 28
includes taxes & fees
9.2/10 Wonderful! (1,468 reviews)
"The vibe was amazing"

Reviewed on Jul. 20, 2025

citizenM Boston Back Bay
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St, Boston, MA
The price is CA $283 per night from Jul 27 to Jul 28
CA $283
CA $329 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (5,350 reviews)
"Great location across from the wharf. Short walk to Quincy market. Subway entrance right outside the door with easy access to the airport."

Reviewed on Jul. 19, 2025

Harborside Inn Of Boston
See all 3,712 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 $633. 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
Harvard University which includes a city and heritage architecture

Harvard University

4.5/5(279 reviews)

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

Harvard University
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 CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $108
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

CA $96
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

CA $46
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
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.