Bay Village Vacation Packages

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Top Holiday Package Deals in Bay Village

Price found within the past 48 hours. Click for updated prices.
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was CA $1,152, price is now CA $800 per person
CA $800
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (2,268 reviews)
Easy check in, courteous staff, clean rm and great view. Prudential mall across Huntington Ave..

Reviewed on Feb 2, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,075, price is now CA $1,643 per person
CA $1,643
per person
Apr 29 - May 2
found 1 day 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

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,582, price is now CA $1,072 per person
CA $1,072
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you

Reviewed on Feb 3, 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Price was CA $4,722, price is now CA $3,272 per person
CA $3,272
per person
Mar 30 - Apr 5
found 16 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Boston (BOS)
9.4/10 Exceptional! (376 reviews)
The rooms are spotless , staff are extremely welcoming. Everything and more you could want while staying in Boston

Reviewed on Feb 8, 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was CA $1,426, price is now CA $1,005 per person
CA $1,005
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Excellent property conveniently located in Beacon Hill. Rooms are a tad on the small side but well appointed and clean.

Reviewed on Feb 7, 2026

Where to stay in Bay Village

Find the best Bay Village areas and neighborhoods for the activities you enjoy most. Learn more about Bay Village
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

Bay Village Hotel Deals

Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Feb 22 to Feb 23
CA $139
CA $218 total
Feb 22 - Feb 23
includes taxes & fees
8.2/10 Very Good! (3,113 reviews)
The hotel itself is beautiful. The lobby is grand with a vibrant bar, restaurant in the center. The staff is friendly. This was a weekend away for me and my 10 year old daughter and we wanted something luxurious. Since it was so cold outside I knew we were going to be in the room a lot. I know the ...

Reviewed on Feb 6, 2026

Hilton Boston Park Plaza
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 $128 per night from Feb 12 to Feb 13
CA $128
CA $150 total
Feb 12 - Feb 13
includes taxes & fees
8.2/10 Very Good! (1,325 reviews)
This place is very nice and cozy. Staff is friendly and helpful. I would stay here again.

Reviewed on Feb 7, 2026

Found Hotel Boston Common
DoubleTree by Hilton Boston - Downtown

DoubleTree by Hilton Boston - Downtown

4 out of 5
821 Washington Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Feb 22 to Feb 23
CA $143
CA $167 total
Feb 22 - Feb 23
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
I was unable to get points for the hotel since I booked through Expedia. I am not sure if this is a new thing or not but no other chain has done this to me

Reviewed on Jan 28, 2026

DoubleTree by Hilton Boston - Downtown
See all 4,122 properties in Bay Village
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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Bay Village vacation package cost?
Get your credit card ready, because a getaway to Bay Village starts from only CA $800. When you bundle your hotels, flights and car rentals into a package, you'll score the biggest bargains.
How do I get a cheap travel package to Bay Village?
If you love amazing deals, combine your bookings into a Bay Village vacation package. Whether you're looking for flights, hotels, rental cars or activities, you can browse and book everything in one place. You'll have lots of choice at your fingertips as well. Expedia has over 550 partner airlines and 1,000,000 hotels around the world to choose from. Fly with who you want, stay anywhere you like and save precious dollars — now that's the ideal getaway!
Where should I stay in Bay Village?
Visitors come from near and far to experience Fenway Park and TD Garden in Bay Village. Book yourself a room within a stone's throw of these wonderful attractions and visit them at your leisure.
What are the top hotels in Bay Village?
If it's your first time in Bay Village, book a room at DoubleTree by Hilton Boston - Downtown or Warr18 - 1/1 · Simple 1bedroom Steps To Boston Common And South End. Both offer comfortable beds and are top options with lots of travelers.
How far in advance should I book my Bay Village vacation?
Savvy travelers often book as early as possible. You can generally look up international airfares on Expedia up to 12 months before your flight. If you've left things to the last minute, don't worry. Budget prices sometimes become available in the last weeks before departure.
What does an Expedia Bay Village travel package include?
That mostly depends on you. You can pick from a range of Bay Village packages, such as a hotel, rental car and flight. You can also book a flight with a hotel, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your perfect Bay Village trip looks like, you're sure to save!
What should I know before booking a Bay Village travel package?
Bundling your bookings into a Bay Village vacation package is the most convenient way to organize your trip. Not only that, you'll save big just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Bay Village Expedia vacation package?
You can, and with more than 550 airlines to select from around the world, you've got lots of choice. Browse the available options and find out which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Bay Village vacation package?
Plans can change unexpectedly, so yes. You may be able to change or cancel your Bay Village vacation package for free if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your car rental company, hotel or airline may charge additional fees. Looking for more information? Visit our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Bay Village

Tufts Medical Center

Though Tufts Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Boston while you are here.

Tufts Medical Center

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

CA $73
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 $110
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Step into a festive winter oasis at Stratus bar this holiday season! Adorned with glittering icicles, sparkling lights, and festive winter elements, this experience is a must must-visit.

View Boston Observation Deck Admission Tickets

CA $47
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
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.