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Beacon Hill 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 Beacon Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 24 - Dec 28

    Lakeside Inn + Flight

    Wakefield
    4 nights
    2.0 star property
    8.2/10 - Very good (1,115 reviews)
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $967
    CA $741
    per traveller
    found 15 hours ago
    Lakeside Inn
  • Jan 29 - Feb 1

    Four Seasons Hotel Boston + Flight

    Bay Village
    3 nights
    5.0 star property
    9.4/10 - Exceptional (495 reviews)
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $2,479
    CA $1,615
    per traveller
    found 1 day ago
    Four Seasons Hotel Boston
  • Jan 8 - Jan 10

    Raffles Boston + Flight

    Back Bay
    2 nights
    5.0 star property
    9.6/10 - Exceptional (350 reviews)
    "Great hotel and a great team"
    Reviewed November 1, 2026
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $1,943
    CA $1,452
    per traveller
    found 1 day ago
    Raffles Boston
  • Dec 25 - Dec 31

    The Colonnade Hotel Back Bay + Flight

    Back Bay
    6 nights
    4.0 star property
    9.2/10 - Wonderful (2,526 reviews)
    Roundtrip • Halifax (YHZ) - Boston (BOS)
    YHZ - BOS • 1 stop BOS - YHZ • 1 stop
    CA $1,840
    CA $1,404
    per traveller
    found 13 hours ago
    The Colonnade Hotel Back Bay
  • Dec 25 - Dec 31

    The Boston Hotel + Flight

    Brighton
    6 nights
    2.0 star property
    7.4/10 - Good (1,067 reviews)
    Roundtrip • Halifax (YHZ) - Boston (BOS)
    YHZ - BOS • 1 stop BOS - YHZ • 1 stop
    CA $1,295
    CA $1,013
    per traveller
    found 13 hours ago
    The Boston Hotel

Where to stay in Beacon Hill

Find the best Beacon Hill areas and neighborhoods for the activities you enjoy most. Learn more about Beacon Hill
Learn more about Beacon Hill

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.

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.

Fenway–Kenmore

Home to Fenway Park and the Museum of Fine Arts, this vibrant area boasts numerous educational institutions, cultural attractions, and independent shops. Easily accessible via MBTA subway and bus lines, explore Kenmore Square and admire the iconic Citgo sign.

Discover the most popular places to visit in Beacon Hill

What to do near Beacon Hill

Beacon Hill Hotel Deals

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 Beacon Hill vacation package cost?

Customize your Beacon Hill vacation package from as low as CA $741. Pick from any combination of rental cars, flights and hotels to craft the getaway you've long been dreaming about. Remember to add on a few experiences or activities!

How do I get a cheap travel package to Beacon Hill?

Search for flights that suit your schedule, add a hotel room to your booking and watch the savings grow with a Beacon Hill vacation package. It's as easy as that! From hotels and flights to rental cars and activities, Expedia makes traveling on a budget easy. And with more than 550 airlines and 1,000,000 hotels across the globe to select from, you won't be short of choice.

Where should I stay in Beacon Hill?

A journey to Beacon Hill has to include Fenway Park and TD Garden. Stay nearby for quick access to these fantastic tourist attractions.

What are the top hotels in Beacon Hill?

If it's your first time staying in Beacon Hill, secure a room at Central Boston Beacon Hill 2brm or Gorgeous Beacon Hills Studio Next To State House. Both have good amenities and are favorites with lots of travelers.

How far in advance should I book my Beacon Hill vacation?

Savvy travelers often reserve their seats as early as possible. You can generally browse through international airfares on Expedia up to 12 months before your flight. If you're purchasing tickets last minute, don't despair. Discounted prices occasionally occur in the last weeks before departure dates.

What does an Expedia Beacon Hill travel package include?

Packages include rental cars, hotels and flights, but you can mix and match them to create your perfect Beacon Hill escape. You can also add on experiences and activities once you've made your booking. You're in control! When you bundle your bookings with Expedia, you'll get access to deals you won't find elsewhere.

What should I know before booking a Beacon Hill travel package?

A travel package can be customized for your budget and is a simple way to stretch your hard-earned dollars. How little or much you include is totally up to you. Rental cars, hotels and flights — decide on a combination that suits your style.

Can I choose my airline with a Beacon Hill Expedia vacation package?

Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our vacation packages give you the freedom to take your pick of available flights, hotels and activities that suit you.

If I'm not able to travel, can I cancel my Beacon Hill vacation package?

If your vacation plans in Beacon Hill have been upended, it's good to know that it is possible to cancel or amend your booking. If your booking was made within the last 24 hours, you may be able to receive a refund. If your booking is older than that, your hotel, airline or car rental company may charge a fee. To learn more, check our Customer Service Portal.

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