A coastal cityscape with a marina, residential areas, and industrial buildings.

Orient Heights Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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The Latest Orient Heights Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A large hotel with a curved facade and the name "Encore" illuminated on the top.
    Jan 29 - Feb 1

    Encore Boston Harbor + Flight

    Everett
    3 nights
    5.0 star property
    9.6/10 - Exceptional (4,353 reviews)
    "Chambre impeccable et luxueuse"
    Reviewed November 9, 2026
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $1,440
    CA $1,084
    per traveller
    found 1 hour ago
    Encore Boston Harbor
  • A courtyard with brick walls, outdoor seating, and potted plants.
    Jan 29 - Feb 1

    Four Seasons Hotel Boston + Flight

    Bay Village
    3 nights
    5.0 star property
    9.4/10 - Exceptional (497 reviews)
    "The best location and the beat service! The best swimming pool"
    Reviewed November 9, 2026
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $2,361
    CA $1,525
    per traveller
    found 1 hour ago
    Four Seasons Hotel Boston
  • A spacious hotel lobby with a dining area, seating, large windows, and a chandelier.
    Dec 26 - Dec 30

    Boston Harbor Hotel + Flight

    North End
    4 nights
    5.0 star property
    9.8/10 - Exceptional (1,007 reviews)
    "All the staff was very helpful and responsive I would recommend this hotel to everyone planning to stay in Boston."
    Reviewed November 9, 2026
    Roundtrip • Edmonton (YEG) - Boston (BOS)
    YEG - BOS • 1 stop BOS - YEG • 1 stop
    Save 100% on your flight
    CA $3,007
    CA $2,012
    per traveller
    found 1 day ago
    Boston Harbor Hotel
  • Pool
    Jan 29 - Feb 1

    Raffles Boston + Flight

    Back Bay
    3 nights
    5.0 star property
    9.6/10 - Exceptional (355 reviews)
    "Great place to stay!!"
    Reviewed November 9, 2026
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $2,311
    CA $1,581
    per traveller
    found 1 hour ago
    Raffles Boston
  • A rooftop dining area with a round table set for two, surrounded by plush seating and potted plants.
    Jan 29 - Feb 1

    The Newbury Boston + Flight

    Back Bay
    3 nights
    5.0 star property
    9.4/10 - Exceptional (749 reviews)
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • 1 stop
    CA $1,841
    CA $1,321
    per traveller
    found 20 hours ago
    The Newbury Boston

Where to stay in Orient Heights

Find the best Orient Heights areas and neighborhoods for the activities you enjoy most. Learn more about Orient Heights
Learn more about Orient Heights
Quincy Market with an American flag, historic buildings, and a clock tower in the background.

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.
A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

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.
A city skyline at dusk with illuminated buildings reflecting on the water, a prominent bridge, and a large chain barrier along the waterfront.

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.
A large brick building with a golden dome, a flagpole with the American flag, and a statue in front.

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.
A statue of a man on horseback in a park with trees, a clock tower, and brick buildings in the background.

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.

Orient Heights Hotel Deals

A modern bar area with a long counter, bar stools, and a television screen.

Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport
3.0 star property
1.1 km from Orient Heights
8.2 out of 10, Very good, (5,571 reviews)
The price is CA $141
CA $158 total
includes taxes & fees
Dec 5 - Dec 6
Hampton Inn Boston - Logan Airport
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.
See all properties in Orient Heights

Frequently Asked Questions

How much does an Orient Heights vacation package cost?

Starting from an incredible CA $1,084, you can custom build your Orient Heights package. Simply combine flights, hotels and car rentals and be rewarded with discounts.

How do I get a cheap travel package to Orient Heights?

Combine your flight and hotel bookings, throw in extras such as activities or a rental car, and save with an Orient Heights vacation package. You won't just pick up big discounts on your getaway — you'll have plenty of choice too. When you book through Expedia, you can select from more than 550 airlines and 1,000,000 properties around the world. Your affordable vacation starts right here, right now!

Where should I stay in Orient Heights?

Vacationers come from near and far to experience Fenway Park and TD Garden in Orient Heights. Book a hotel near these terrific attractions to make sightseeing a breeze.

What are the top hotels in Orient Heights?

When it comes to comfy and convenient places to stay in Orient Heights, you can't beat Hilton Garden Inn Boston Logan Airport. Be sure to browse our deals and land a bargain.

How far in advance should I book my Orient Heights vacation?

While not all airlines release tickets early, customers are usually able to compare international flights on Expedia up to a year in advance. This is the time you'll nab some incredible bargains. If you're purchasing tickets last minute, you might still get lucky. Discounted prices occasionally emerge only weeks before departure.

What does an Expedia Orient Heights travel package include?

Flights, hotels and a reliable car for all your fun road trip adventures. Simply pick and choose your preferred bundle and gain access to great discounts. Once you've made your booking, add on some experiences and tours and watch your savings stack up. When it comes to creating your Orient Heights getaway, you're the boss!

What should I know before booking an Orient Heights travel package?

When you book your hotels, flights and car rentals together, you'll pick up terrific discounts. Whether you're organizing a beach break in a villa or want to stay in a luxurious city hotel, Expedia can help make it happen.

Can I choose my airline with an Orient Heights Expedia vacation package?

You can, and with over 550 airlines to select from across the globe, it's all about choice. Scroll through the available options and find out which airline fits your budget and needs.

If I'm not able to travel, can I cancel my Orient Heights vacation package?

Yes you can, and we're here to help. You may be able to change or cancel your Orient Heights vacation package at no cost if you booked in the last 24 hours. However, you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If life gets in the way of your vacation, take a look at our Customer Service Portal for more information.

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