Charlestown Vacation Packages
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- Hotel Ivy Boston Common
Jul 12 - Jul 15Hotel Ivy Boston Common + Flight
Bay Village3 nights8.4/10 - Very good (1,463 reviews)"The hotel is near Boston Common and Emerson College, the building is small but the room is not too tiny, has everything you might need also comes with two free blue water bottles. There’s a coffee machine on the first floor, and water and ice in the basement. The french vanilla tastes so yum I highly recommend to make some of it in the morning. The only inconvenient thing is that the hotel doesn’t offer umbrellas. It was raining cats and dogs upon my arrival and since I didn’t have an umbrella..."Reviewed May 26, 2026Roundtrip • Toronto (YTZ) - Boston (BOS)YTZ - BOS • Nonstop BOS - YTZ • NonstopCA $1,365CA $893found 1 day agoper traveller - Boston Harbor Hotel
Jul 19 - Jul 22Boston Harbor Hotel + Flight
North End3 nights9.8/10 - Exceptional (1,004 reviews)"Wonderful classic harbor front hotel. Very nice front desk. Would stay again"Reviewed May 25, 2026Roundtrip • Toronto (YYZ) - Boston (BOS)YYZ - BOS • Nonstop BOS - YYZ • NonstopCA $2,686CA $1,502found 1 day agoper traveller - Meco Hotel - Hostel
Jul 12 - Jul 15Meco Hotel - Hostel + Flight
West End3 nights8.6/10 - Excellent (429 reviews)"Convenient place to stay for a short weekend trip to Boston. Very accessible from North Station and TD Garden and all the restaurants on the North End. Pods were comfortable enough, and I was lucky that my neighbors were generally considerate and quiet. It was a little tricky to store my things underneath the bed and then pull them out everytime I needed something, but it was fine. Bathrooms were equipped with lots of towels and soap/body wash. I kind of wish there was a shared hair dryer or..."Reviewed May 26, 2026Roundtrip • Toronto (YTZ) - Boston (BOS)YTZ - BOS • Nonstop BOS - YTZ • NonstopCA $2,009CA $1,181found 1 day agoper traveller - The Langham, Boston
Jul 12 - Jul 15The Langham, Boston + Flight
Downtown Boston3 nights9.8/10 - Exceptional (1,005 reviews)"Gorgeous property, excellent restaurants and the staff was very attentive and very kind....we'll definitely be back the next time we visit Boston! We loved our stay!"Reviewed May 26, 2026Roundtrip • Toronto (YTZ) - Boston (BOS)YTZ - BOS • Nonstop BOS - YTZ • NonstopCA $2,426CA $1,479found 1 day agoper traveller - By the Sea Guests Bed & Breakfast & Suites
Jul 31 - Aug 3By the Sea Guests Bed & Breakfast & Suites + Flight
Dennis Port3 nights9.2/10 - Wonderful (185 reviews)"."Reviewed October 16, 2025Roundtrip • Toronto (YTZ) - Boston (BOS)YTZ - BOS • Nonstop BOS - YYZ • NonstopCA $1,461CA $970found 1 day agoper traveller
Where to stay in Charlestown
Find the best Charlestown areas and neighborhoods for the activities you enjoy most. Learn more about Charlestown
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.
Charlestown Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $284 per night from May 29 to May 30
CA $284
CA $378 total
May 29 - May 30
includes taxes & fees
9.6/10 Exceptional! (4,376 reviews)
"Nice smart hotel in a good location but we had a bill much larger than expected for extras, the staff would not explain what it was for and said they could not print out a bill at that time due to ‘issues’ with their system. We had to leave promptly and since they had our card details we got charged ..."
Reviewed on May 26, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Jun 7 to Jun 8
CA $219
CA $255 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (2,636 reviews)
"Great location great price. Cozy an quirky. The bathroom down the hall was no trouble. Clean and with privacy."
Reviewed on May 26, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $308 per night from May 31 to Jun 1
CA $308
CA $415 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (4,664 reviews)
"The pool was not open and we did not find out until after we arrived"
Reviewed on May 27, 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
Discover the most popular places to visit in Charlestown
Charlestown Navy Yard
You can find out about the history of Boston with a visit to Charlestown Navy Yard. Experience the fascinating museums or attend a sporting event in this vibrant area.
Bunker Hill Monument
Enjoy breathtaking views of Boston and delve into the region’s revolutionary history at this iconic granite monument.
Zakim Bunker Hill Bridge
One of the world’s widest cable-stayed bridges graces Boston’s skyline with a functional monument to the city’s long commitment to democracy and freedom.
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $79
per adult
90% of travellers recommend
View Boston Observation Deck Admission Tickets
CA $47
per adult
88% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $115
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.