Theatre District Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Theatre District

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
Price was CA $1,860, price is now CA $1,105 per person
CA $1,105
per person
May 10 - May 17
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (2,605 reviews)
Very clean very nice big comfy room

Reviewed on Feb 19, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $7,457, price is now CA $4,176 per person
CA $4,176
per person
May 10 - May 17
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Price was CA $2,299, price is now CA $1,393 per person
CA $1,393
per person
May 10 - May 17
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (1,175 reviews)
Room had basics. Bed was stiff and there was a sharp metal frame that I cut my leg on. The exterior patio appeared unmaintained but looked cool.

Reviewed on Feb 22, 2026

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was CA $4,591, price is now CA $3,032 per person
CA $3,032
per person
May 10 - May 17
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
All around amazing stay. Clean, well-appointed room. Great minibar. Staff was friendly and helpful. Had breakfast and dinner at Henrietta's Table- both meals were excellent. I even got a meal discount because I was attending a show at A.R.T.

Reviewed on Feb 22, 2026

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 $149 per night from Feb 25 to Feb 26
CA $149
CA $174 total
Feb 25 - Feb 26
includes taxes & fees
Found Hotel Boston Common
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 $174 per night from Mar 1 to Mar 2
CA $174
CA $202 total
Mar 1 - Mar 2
includes taxes & fees
8.6/10 Excellent! (1,030 reviews)
Clean, very friendly staff

Reviewed on Feb 22, 2026

Courtyard by Marriott Boston Downtown
The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
10 Avery St Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $683 per night from Feb 23 to Feb 24
CA $683
CA $795 total
Feb 23 - Feb 24
includes taxes & fees
9/10 Wonderful! (434 reviews)
Fantastic location! Staff so helpful. Lounge add on for us was excellent and would definitely recommend. Outstanding all round. Ryan at concierge is brilliant and so knowledgeable

Reviewed on Feb 17, 2026

The Ritz-Carlton, Boston
See all 4,156 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.
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Frequently asked questions

How much does a Theatre District vacation package cost?
Perhaps much less than you think — from a low CA $1,105, 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 showing street scenes and signage

Citizens Opera House

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

Citizens Opera House

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $72
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $108
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Zac tells a story about the John Harvard statue

Harvard University Campus Guided Walking Tour

CA $31
per adult
92% of travellers recommend
Harvard University Campus Guided Walking 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.