Theatre District Vacation Packages

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Top Holiday Package Deals in Theatre District

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,062, price is now CA $590 per person
CA $590
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,932, price is now CA $1,605 per person
CA $1,605
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on Aug. 24, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $6,264, price is now CA $3,578 per person
CA $3,578
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on Aug. 20, 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Price was CA $3,418, price is now CA $2,227 per person
CA $2,227
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (585 reviews)
The location was great and we were able to get to all the sites easily. Also, liked having two beds and two bathrooms for the price. However, everything was very cheap in there. The sheets were nubbie because they were cheap and worn. The toliet paper was so awful we had to buy our own. The beds had little support. The place was clean though. So if you don't care much about the bed, sheets, and toliet paper it is a good pick. If you do maybe pick somewhere else.

Reviewed on Aug. 17, 2025

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St

2 out of 5
Back Bay
Price was CA $2,463, price is now CA $1,612 per person
CA $1,612
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very Good! (139 reviews)
Clean. Great location.

Reviewed on Jul. 31, 2025

Where to stay in Theatre District

Find the best Theatre District areas and neighborhoods for the activities you enjoy most. Learn more about Theatre District
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

Theatre District Hotel Deals

Found Hotel Boston Common

Found Hotel Boston Common

2.5 out of 5
78 Charles Street South, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $235 per night from Sep 1 to Sep 2
CA $235
CA $274 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,211 reviews)
A pleasant stay!
"Friendly service, great having coffee/tea upon arrival, walking distance to several restaurants. Nice area…will return here next time we’re in Boston. Thank you!"

Reviewed on Aug. 21, 2025

Found Hotel Boston Common
HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $276 per night from Sep 14 to Sep 15
CA $276
CA $322 total
Sep 14 - Sep 15
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"I love the Hi hostel brand! The Hi boston hostel is really nice with a lot of activities."

Reviewed on Aug. 22, 2025

HI Boston - Hostel
Courtyard by Marriott Boston Downtown

Courtyard by Marriott Boston Downtown

3.5 out of 5
275 Tremont St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $267 per night from Sep 1 to Sep 2
CA $267
CA $311 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"good"

Reviewed on Aug. 16, 2025

Courtyard by Marriott Boston Downtown
See all 3,729 properties in Theatre District
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
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Beach Vacations
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Family Vacations

Frequently asked questions

How much does a Theatre District vacation package cost?
Perhaps much less than you think — from a low CA $590, actually! By combining flights, hotels and car rentals into your own custom-made vacation package, your trip to Theatre District is just a few clicks away.
How do I get a cheap travel package to Theatre District?
Our Theatre District vacation packages mean plenty of savings for the savvy explorer. For the best deals, simply combine your flights, hotels and extras (including tours) into a handy package. But great bargains are just the beginning of your next unforgettable adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 hotel options around the world to choose from. Whatever your style or budget, there's a package to suit you.
Where should I stay in Theatre District?
Visitors come from all over the world to see Fenway Park and TD Garden in Theatre District. Book a hotel within a stone's throw of these fantastic attractions and visit them whenever you please.
What are the top hotels in Theatre District?
Reserve a room at Warr18 - 1/1 · Simple 1bedroom Steps To Boston Common And South End. It's one of this area's most popular hotels. Another top option in Theatre District is Moxy Boston Downtown, a Marriott Hotel.
How far in advance should I book my Theatre District vacation?
It all depends on the air carrier, but you can generally browse through international flights on Expedia up to a year in advance. While it's generally a good idea to book ahead of time, lucky customers occasionally find a cheaper ticket only weeks before the date of departure.
What does an Expedia Theatre District travel package include?
Packages include flights, rental cars and hotels, but you can combine any of them to create your ideal Theatre District getaway. You can also add on activities and experiences once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll enjoy discounts you won't find elsewhere.
What should I know before booking a Theatre District travel package?
A travel package can be cheaper than separately booking all you need for your escape. For example, bundle your hotels, flights and rental cars and save a packet. No matter your vacation plans, you'll find a package that best suits your budget.
Can I choose my airline with a Theatre District Expedia vacation package?
Expedia has access to more than 550 partner airlines globally, so you definitely can. Just choose the carrier you want and create the perfect Theatre District getaway.
If I'm not able to travel, can I cancel my Theatre District vacation package?
You sure can, and we're here to help. You may be able to cancel or amend your Theatre District vacation package for free within 24 hours of booking. 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 throws you a curveball, browse our Customer Service Portal for further information.

Discover the most popular places to visit in Theatre District

Boston Opera House

Boston Opera House

4.5/5(19 reviews)

Admire the old-world craftsmanship of this vaudeville-era reconstruction while you enjoy a performance in opera, theater or dance.

Boston Opera House

Things to do

Boston Guided Brewery Tour with Tastings & Lunch or Dinner

Signature Boston Guided Brewery Tour with snack

CA $164
per adult
80% of travellers recommend
Signature Boston Guided Brewery Tour with snack
Boston: Guided Craft Brewery Tour with a Snack

Boston: Guided Craft Brewery Tour with a Snack

CA $145
per adult
100% of travellers recommend
Boston: Guided Craft Brewery Tour with a Snack
Boston: Ghost-Themed Self-Guided Walking Tour

The Ghosts of Boston: A GPS Guided Walking Audio Tour

CA $21
per traveller
The Ghosts of Boston: A GPS Guided Walking Audio Tour
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.