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.
The Westin Waltham-Boston

The Westin Waltham-Boston

4 out of 5
Price was CA $1,904, price is now CA $1,337 per person
CA $1,337
per person
Jun 12 - Jun 16
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,095 reviews)
Awesome breakfast views!

Reviewed on Mar 13, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,342, price is now CA $2,076 per person
CA $2,076
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great, however the pool itself was not heated, it was cold and no one really stayed in it for that reason. Thankfully there was a hot tub.

Reviewed on Mar 23, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $2,837, price is now CA $1,836 per person
CA $1,836
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Room was spacious, clean & well set up. Nice that they use Dyptique hand soap shampoo & shower gel. That is a 5 star touch. Bed was nice and very quiet location.

Reviewed on Mar 22, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $4,456, price is now CA $3,028 per person
CA $3,028
per person
Jun 2 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (238 reviews)
The photos doesn’t give this place justice.

Reviewed on Mar 24, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was CA $2,731, price is now CA $1,935 per person
CA $1,935
per person
Jun 2 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9/10 Wonderful! (1,196 reviews)
Great experience here, staff was fantastic, rooms were clean and comfortable.

Reviewed on Mar 23, 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

Downtown Boston

4.5/5(197 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

Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
78 Charles Street South Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Mar 29 to Mar 30
CA $179
CA $208 total
Mar 29 - Mar 30
includes taxes & fees
8.4/10 Very Good! (1,389 reviews)
Great stay

Reviewed on Mar 25, 2026

Hotel Ivy 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 $211 per night from Apr 5 to Apr 6
CA $211
CA $245 total
Apr 5 - Apr 6
includes taxes & fees
8.6/10 Excellent! (1,011 reviews)
Our room was next to construction. Not sure why they didn’t take this room out of service. Parking very tough and expensive. Beds are worn out. Linens are cheap

Reviewed on Mar 25, 2026

Courtyard by Marriott Boston Downtown
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 $235 per night from Mar 31 to Apr 1
CA $235
CA $274 total
Mar 31 - Apr 1
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Staff are super helpful. Especially Jonathan. If only the guests sharing the room had consideration for people sleeping and not be very loud every morning at 5am, then it would be brilliant. The accommodation is excellent for solo travellers. My 5th time staying & certainly not my last.

Reviewed on Mar 15, 2026

HI Boston - Hostel
See all 4,080 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 $1,337, 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 $115
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 $32
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.