Chelsea Vacation Packages
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Your Chelsea Vacation
Lock in a Chelsea vacation package and prepare to experience everything this city has to offer. Consider basing yourself in the neighborhood of Downtown Boston, which is great for nightlife, shopping and bars and pubs. A trip to Chelsea is an excellent opportunity to see the sights. Be sure to visit big-name attractions such as Fenway Park, Boston Common and Boston Museum of Fine Arts. A couple of quick clicks is all it takes to put together a tailor-made Chelsea vacation on Expedia.
Top Chelsea Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Langham, Boston
Downtown Boston
Price was CA $1,692, price is now CA $1,248 per person
CA $1,248
per person
Jul 31 - Aug 3
found 4 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.8/10 Exceptional! (1,015 reviews)
No restaurant on site for evening meals
Reviewed on Jun 27, 2026
Good Hotels Boston
South End
Price was CA $2,426, price is now CA $1,501 per person
CA $1,501
per person
Sep 23 - Sep 26
found 20 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.
Reviewed on May 23, 2026
The Charles Hotel
West Cambridge
Price was CA $2,476, price is now CA $1,763 per person
CA $1,763
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (1,002 reviews)
had a delicious muffin and coffee. Parking was safe and convenient.
Reviewed on Jun 22, 2026
The Colonnade Hotel Back Bay
Back Bay
Price was CA $1,920, price is now CA $1,405 per person
CA $1,405
per person
Sep 23 - Sep 26
found 20 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Boston (BOS)
9.2/10 Wonderful! (2,375 reviews)
Great location and extremely hospitable!
Reviewed on Jun 26, 2026
Chelsea Hotel Deals
Doubletree By Hilton Boston Logan Airport Chelsea
201 Everett Ave Chelsea MA
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from Jul 5 to Jul 6
CA $220
CA $246 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (1,839 reviews)
"The staff were amazing. Everyone was very helpful and accommodating with everything from transportation to restaurant suggestions to storing our luggage. It is a clean and comfortable place, but the people made it great! If you’re a light sleeper, it is a bit noisy from the nearby trains and planes, ..."
Reviewed on Jun 25, 2026
Holiday Inn Boston Logan Airport - Chelsea by IHG
1012 BROADWAY STREET Chelsea MA
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Jul 2 to Jul 3
CA $199
CA $222 total
Jul 2 - Jul 3
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Great staff. Clean room. Little noisy air conditioner."
Reviewed on Jun 27, 2026
Hampton Inn Boston Logan Airport Chelsea
200 2nd Street Chelsea MA
The price is CA $220 per night from Jul 5 to Jul 6
CA $220
CA $246 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (3,023 reviews)
"we really enjoyed our stay at the hotel, everything was perfect, location, airport transfer, breakfast, cleanliness, reception staff, it really couldn't have went better. Boston was awesome and i would definitely return to the same hotel."
Reviewed on Jun 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.
Stay near popular Chelsea attractions
What to do in Chelsea
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $73
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
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
