Medford Vacation Packages

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Your Medford Vacation

From its highlights to its hidden gems, this city is best explored with a Medford vacation package. Find somewhere to stay in Downtown Boston, which is good for nightlife, shopping and bars and pubs. Any trip to Medford needs a well-designed itinerary. Fill yours with major attractions such as Fenway Park, Boston Common and Boston Museum of Fine Arts. Whatever your travel plans or the size of your budget, putting together a tailored Medford vacation is easy with Expedia.

Top Medford Vacation Deals

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

The Boxer

4 out of 5
West End
Save 100% on your flight
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (1,236 reviews)
great location close to td garden but showed up and hour and a half past check in and my room wasnt ready also had a staff member up front who was really rude. the actual room was nice once we got in.

Reviewed on Jul. 15, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
Location is perfect. A lots of places to see within walking distance and good restaurants nearby too. The service is great. Friendly and professional staff. The room is clear and spacious. The gym is very big with all the equipments and have personal training rooms too. We stayed 5 nights and were very lucky to get room on 16th floor with a balcony!

Reviewed on Jul. 14, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul. 14, 2025

Omni Parker House

Omni Parker House

4 out of 5
Downtown Boston
Save 100% on your flight
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (2,836 reviews)
Beautiful historic property well located. The room with two queen (?) beds, was small and cramped for three adults. No room to sit and relax, and therefore overpriced!

Reviewed on Jul. 15, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (413 reviews)
The room was large, clean and quiet. There are plenty of restaurants within walking distance. The bed was comfortable. Overall, a great place to stay and close to MGH which is a key reason for booking.

Reviewed on Jul. 12, 2025

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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 $393 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (3,687 reviews)
"Great customer service , great restaurant Coquette , staff was very helpful and friendly. Would stay there again."

Reviewed on Jul. 14, 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 $252 per night from Jul 20 to Jul 21
CA $252
CA $294 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (1,427 reviews)
"Epic"

Reviewed on Jul. 14, 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 20 to Jul 21
CA $283
CA $329 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (5,322 reviews)
"This is THE place to stay in Boston, the area is close to everything, the staff at the front desk and the restaurant Joia were beyond efficient and friendly, and although they didn't offer room service, they were more than accommodating to provide water, etc. for the room on the way up to to the ..."

Reviewed on Jul. 13, 2025

Harborside Inn Of Boston
See all 3,776 properties in 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

Discover the most popular places to visit in 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

What to do in Medford

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 Medford

Frequently asked questions

How much does a Medford vacation package cost?
Offering great value package deals from CA $830 on Expedia, you'll be surprised at how little a vacation to Medford costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Medford?
You can generally find reduced prices and better availability in December, January and February. Check out our cheap Medford vacation packages and you could get some great off-season discounts.
How many days is enough for Medford?
Medford vacations come in many shapes and sizes, but to really get a feel for this destination, we'd suggest 3 days is about right. In this timeframe, you can fit in top sights like Boston Common and Copley Square and track down some hidden gems. Don't skip cool neighbourhoods such as D Street - West Broadway and Seaport District either. If you're smart with your time, you can even schedule a day trip from Medford too.
Is it worth booking a vacation package to Medford?
It's easy to see why a Medford vacation is on the must-do list of many travellers. Major attractions like Tufts University are just the beginning of what you can explore here.
How to find the best Medford package deals?
Use Expedia's handy filters to find some of the best Medford package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Medford package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Medford vacation as a package?
You can enjoy significant savings on your Medford break by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Medford?
If you've got your Medford travel dates locked in, book as early as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Medford?

  1. Choose your travel dates: What you plan to do in Medford and your favourite season can help you decide when to travel.
  2. Plan your budget wisely: On top of the cost of your stay, you should factor in other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Medford.
  3. Decide how long to go away for: Now that you know more about Medford, you can figure out the right length of your break. Create a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Medford vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.