A city skyline with modern buildings, a river, and a park with people.
Photo by Greater Boston Convention & Visitors Bureau
Open Photo by Greater Boston Convention & Visitors Bureau

City Point Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest City Point Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 19 - Dec 23

    Boston Lodge and Suites + Flight

    Dorchester
    4 nights
    4.0 star property
    8.4/10 - Very good (194 reviews)
    "The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The..."
    Reviewed October 17, 2026
    Roundtrip • Toronto (YTO) - Boston (BOS)
    YTZ - BOS • 1 stop BOS - YTZ • Nonstop
    CA $1,932
    CA $943
    per traveller
    found 1 day ago
    Boston Lodge and Suites
  • Jan 16 - Jan 19

    Boston Harbor Hotel + Flight

    North End
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,005 reviews)
    Roundtrip • Toronto (YTO) - Boston (BOS)
    YTZ - BOS • 1 stop BOS - YTZ • Nonstop
    CA $2,173
    CA $1,283
    per traveller
    found 1 day ago
    Boston Harbor Hotel
  • Jan 29 - Feb 1

    Four Seasons Hotel Boston + Flight

    Bay Village
    3 nights
    5.0 star property
    9.4/10 - Exceptional (493 reviews)
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $2,476
    CA $1,664
    per traveller
    found 1 day ago
    Four Seasons Hotel Boston
  • Jan 16 - Jan 19

    The Langham, Boston + Flight

    Downtown Boston
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,009 reviews)
    Roundtrip • Toronto (YTO) - Boston (BOS)
    YTZ - BOS • 1 stop BOS - YTZ • Nonstop
    CA $1,604
    CA $1,113
    per traveller
    found 1 day ago
    The Langham, Boston
  • Jan 30 - Feb 2

    The Newbury Boston + Flight

    Back Bay
    3 nights
    5.0 star property
    9.4/10 - Exceptional (746 reviews)
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $1,939
    CA $1,382
    per traveller
    found 1 day ago
    The Newbury Boston

Where to stay in City Point

Find the best City Point areas and neighborhoods for the activities you enjoy most.

Downtown Boston

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.

Back Bay

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

Seaport District

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

Beacon Hill

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

North End

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

Discover the most popular places to visit in City Point

Frequently Asked Questions

How much does a City Point vacation package cost?

The most affordable City Point package is CA $943, so your dream vacation can become a reality — without burning a hole in your pocket. Combine flights, hotels, car rentals and more to tailor a package suited to your travel style.

How do I get a cheap travel package to City Point?

Bundle your bookings with Expedia to save on your next getaway. With over 550 airlines and 1,000,000 hotels around the globe, your City Point vacation package can be tailored exactly to suit your budget. With all that extra cash, why not add one or two fun tours and activities? It's an easy way to unlock even more savings. That dream vacation to City Point is much closer than you thought!

Where should I stay in City Point?

A journey to City Point has to include Fenway Park and TD Garden. Stay close by for easy access to these impressive tourist attractions.

What are the top hotels in City Point?

If it's comfort and convenience you're looking for, it's hard to beat Duplex In Southie, Walk To Bars. Spend your evenings kicking back here and your days discovering City Point's best sights.

How far in advance should I book my City Point vacation?

Savvy travelers will likely want to reserve their seats as early as possible. You can usually look up international airfares on Expedia up to a year before your flight. If you're booking at the last minute, fear not. Budget prices occasionally occur in the last weeks prior to departure.

What does an Expedia City Point travel package include?

It comes down to what you're looking for. If you're traveling alone, you might decide to combine hotels and flights. Bringing the whole family to City Point? A travel package including hotels, flights and rental cars might suit you better. Expedia gives you the freedom to tailor your travel package.

What should I know before booking a City Point travel package?

You'll score terrific savings when you bundle your flights, hotels and rental cars into a package. Not only that, booking everything together simply makes planning easier. So why waste time or money? Whether you're putting together a luxury city stay with your love or a low-cost family break, check out our package deals today.

Can I choose my airline with a City Point Expedia vacation package?

Expedia has access to more than 550 partner airlines globally, so you sure can! Simply choose the carrier that suits you and craft your ideal City Point escape.

If I'm not able to travel, can I cancel my City Point vacation package?

Plans can change without warning, so yes, you can. You may be able to cancel and rebook your City Point vacation package at no cost within 24 hours of booking. For bookings older than that, you can still make changes, but your car rental company, hotel or airline may charge additional fees. Looking for more information? Check out our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

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