Downtown Boston Vacation Packages
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Top Holiday Package Deals in Downtown Boston
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
CA $701
per person
Nov 8 - Nov 11
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
The apt was tidy. Enough to sleep 8. Bathrooms were clean and updated. Parking can be difficult to find. It's about an hour from Salem.
Reviewed on Oct 4, 2026
The Langham, Boston
Downtown Boston
CA $1,469
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
The Langham is refined and just brilliant in guest services. Always looking to book with them where ever we travel, its just an assured luxurious and comfortable stay.
Reviewed on Oct 7, 2026
The Monty Boston
Downtown Boston
CA $2,706
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (41 reviews)
The condo was great, it was nice size for a group of 6 of us. The host was Peter was very easy to communicate with. The location for us was great, we could walk to alot of places.
Reviewed on Oct 4, 2026
Where to stay in Downtown Boston
Find the best Downtown Boston areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Boston
Back Bay
1 out of top 10 points of interest in this area
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.
Seaport District
1 out of top 10 points of interest in this area
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.
Beacon Hill
1 out of top 10 points of interest in this area
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.
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.
Fenway–Kenmore
2 out of top 10 points of interest in this area
Home to Fenway Park and the Museum of Fine Arts, this vibrant area boasts numerous educational institutions, cultural attractions, and independent shops. Easily accessible via MBTA subway and bus lines, explore Kenmore Square and admire the iconic Citgo sign.
Downtown Boston Hotel Deals
The Dagny Boston
89 Broad Street Boston MA
Fully refundableReserve now, pay when you stay
CA $314
CA $415 total
Nov 8 - Nov 9
includes taxes & fees
9.6/10 Exceptional! (7,262 reviews)
"NA"
Reviewed on Oct 8, 2026
Omni Parker House
60 School St Boston MA
Fully refundableReserve now, pay when you stay
CA $375
CA $495 total
Nov 1 - Nov 2
includes taxes & fees
Harborside Inn Of Boston
185 State St Boston MA
CA $319
CA $372 total
Nov 8 - Nov 9
includes taxes & fees
9.2/10 Wonderful! (7,105 reviews)
"We had one of the cabin rooms that don’t have a window. So dark and quiet we slept in the first day because we didn’t set an alarm. Room was nice, bed was comfortable."
Reviewed on Oct 8, 2026
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.
Frequently asked questions
How much does a Downtown Boston vacation package cost?
We make it simple to travel somewhere new, with Downtown Boston packages starting from just CA $701. You'll have the flexibility to bundle your preferred hotels, airlines and car rental. For the ultimate escape, why not add a couple of tours and activities to your itinerary?
How do I get a cheap travel package to Downtown Boston?
Bundle, bundle, bundle. Flights, rental cars and hotels — combine whatever you need into a Downtown Boston vacation package to save tons of cash. Score even more bargains when you add extras such as sightseeing tours to your booking. But that's not the only good part. You have the flexibility to tailor your vacation your way. We offer over 550 air carriers and 1,000,000 hotels globally, so that everyone has a chance to travel and fulfill those vacation fantasies.
Where should I stay in Downtown Boston?
Urban adventurers come from far and wide to experience Fenway Park and TD Garden in Downtown Boston. Book a room near these terrific attractions and visit them whenever you please.
What are the top hotels in Downtown Boston?
Marriott Custom House One Bedroom Luxury Suite Located In Downtown Boston and Centralized Downtown Location | On are two of the most well-known hotels in Downtown Boston. Why not have a look at the amenities and rates at each and then decide?
How far in advance should I book my Downtown Boston vacation?
Smart travelers will likely want to book as early as possible. You can usually start comparing international fares on Expedia up to a year before your flight. If you've left things to the last minute, don't despair. Bargain prices sometimes occur just weeks before departure.
What does an Expedia Downtown Boston travel package include?
With Expedia, you can choose a combination of hotels, car rentals and flights to create your perfect Downtown Boston travel package. Once you've made your booking, you can add on the fun stuff like sightseeing tours and activities. Remember, the more you bundle, the more you stand to save!
What should I know before booking a Downtown Boston travel package?
Bundling your bookings into a Downtown Boston vacation package is the easiest way to organize your trip. Not only that, you'll save when you combine your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Downtown Boston Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You're in charge! We have access to more than 550 airline partners throughout the world, so you have lots of choice when planning your Downtown Boston escape.
If I'm not able to travel, can I cancel my Downtown Boston vacation package?
Because we know life is full of surprises, the answer is yes. For more information, head to our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it free of charge. Your airline, hotel or car rental company may impose a fee if your booking is older than that.
Stay near popular Downtown Boston attractions
Citizens Opera House
9.2/10 (234 reviews)
Admire the old-world craftsmanship of this vaudeville-era reconstruction while you enjoy a performance in opera, theater or dance.
Boston Massacre Site
8.6/10 (14 reviews)
You can find out about the history of Boston with a stop at Boston Massacre Site. Attend a sporting event or visit the notable monuments in this vibrant area.
Old State House
9.0/10 (201 reviews)
You can study the exhibits at Old State House, a museum with a storied past, during your trip to Boston. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
Old South Meeting House
9.0/10 (9 reviews)
You can study the exhibits at Old South Meeting House, a museum with a storied past, during your trip to Boston. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.
Benjamin Franklin Statue
9.0/10 (115 reviews)
You can learn about the history of Boston with a trip to Benjamin Franklin Statue. Discover the acclaimed theater scene in this vibrant area, or seek out the local tours.
Orpheum Theater
8.8/10 (43 reviews)
Enjoy a show at Orpheum Theater, a storied theater in Boston. Discover the fascinating museums and notable monuments in this vibrant area.
Tremont Temple Baptist Church
After visiting Tremont Temple Baptist Church, make a plan to see the other sights and activities in Boston. Discover the entertainment choices in this vibrant area, or seek out the local tours.
Lafayette City Center
You can take time to visit Lafayette City Center during your travels to Boston. Stroll along the waterfront in this vibrant area, or seek out the local tours.
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $69
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $117
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
CA $65
per adult
80% of travellers recommend
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- Copley Square
- Visit Downtown Boston
- Revere Beach
- Massachusetts Institute of Technology
- Td Garden
- Salem Vacations
- Long Wharf
- Newbury Street
- Boston Harbor
- Visit Boston
- Waterfront Vacations
- Boston Museum of Fine Arts
- Boston Public Garden
- Visit Beacon Hill
- Massachusetts General Hospital
- Faneuil Hall Marketplace
- Visit Manchester-by-the-Sea
- Isabella Stewart Gardner Museum
- Visit Seaport District
- Visit Massachusetts
- Boston Marathon Finish Line
- Museum of Science
- Massachusetts State House
- Quincy Market
- New England Aquarium
- The Freedom Trail
- Suffolk University
- Boston Common
- Boston Tea Party Ship
- Harvard University
- Prudential Tower
- Charles River Esplanade
- Paul Revere House
- Zakim Bunker Hill Bridge
- Fenway Park
- All inclusive Vacation Packages Boston
- Boston Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.