Downtown Chelsea Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Downtown Chelsea
Price found within the past 48 hours. Click for updated prices.
The Atlas Hotel
Allston
Price was CA $1,730, price is now CA $1,092 per person
CA $1,092
per person
Jul 13 - Jul 17
found 5 hours ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.8/10 Exceptional! (44 reviews)
Excellent staff, lovely room. Quiet, comfortable and upscale.
Reviewed on Apr 28, 2026
The Langham, Boston
Downtown Boston
Price was CA $3,159, price is now CA $1,886 per person
CA $1,886
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
Private lounge offered three meals, wine, hard liquor, coffee, fruit, ice cream, etc. Well stocked & staff was superb
Reviewed on Apr 26, 2026
Hilton Boston Park Plaza
Bay Village
Price was CA $1,791, price is now CA $1,186 per person
CA $1,186
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
8.4/10 Very Good! (3,127 reviews)
Everything was great except for the shower, which is too small.
Reviewed on Apr 29, 2026
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,927, price is now CA $1,309 per person
CA $1,309
per person
Jul 15 - Jul 19
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!
Reviewed on Sep 20, 2025
Where to stay in Downtown Chelsea
Find the best Downtown Chelsea areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Chelsea
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.
Downtown Chelsea Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from May 3 to May 4
CA $231
CA $316 total
May 3 - May 4
includes taxes & fees
9.6/10 Exceptional! (4,245 reviews)
Clean rooms and really good food.
Reviewed on Apr 29, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $265 per night from May 1 to May 2
CA $265
CA $365 total
May 1 - May 2
includes taxes & fees
9.2/10 Wonderful! (4,606 reviews)
Great hotel
Reviewed on Apr 27, 2026
The Godfrey Hotel Boston
505 Washington Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $379 per night from May 2 to May 3
CA $379
CA $497 total
May 2 - May 3
includes taxes & fees
9.4/10 Exceptional! (5,026 reviews)
Great location! Everyone was super helpful and we enjoyed the snacks plus the water machine. Bonus points for the adjacent coffee shop & restaurant.
Reviewed on Apr 29, 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.
Discover the most popular places to visit in Downtown Chelsea
Fenway Park
4.5/5(310 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Harvard University
4.5/5(284 reviews)
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
Gillette Stadium
4.5/5(28 reviews)
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theater scene.
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 $116
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.