Chelsea Vacations from ￥225,455

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The Latest Chelsea Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Beverly

The Beverly

3 out of 5
per person
Sep 12 - Sep 19
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.4/10 Very Good! (323 reviews)
Only complaint with 3 guests booked there was only one wash cloth provided one roll of toilet paper and one blanket for pull out bed no sheets other than that it was a good convenient place to stay

Reviewed on Aug 4, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (132 reviews)
Raffles is the most service oriented hotel we have ever stayed at. This place is amazing!!

Reviewed on Aug 2, 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
per person
Sep 12 - Sep 19
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8/10 Very Good! (569 reviews)
Washer/Dryer did not work properly. Despite 2 calls and 1 email to customer service, the issue was not resolved. The washer didn’t rinse clothing out and they remained sopping wet. They required extensive drying time as a result ( over 4 hours). This was extremely inconvenient.

Reviewed on Aug 2, 2025

Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
per person
Sep 12 - Sep 19
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.6/10 Excellent! (1,066 reviews)
Staff was friendly, room was nice and clean. They had an event going on while we were here & it sounded so fun! Hotel was a bit confusing at first but that would be my only complaint.

Reviewed on Aug 5, 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
per person
Sep 12 - Sep 19
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (1,006 reviews)
Location was great, property was very clean. The shower pressure however was very low similar to a very light sprinkle even after reporting. Front desk staff was nice for the most part other than the male worker who seemed bothered with questions. The shuttle drover absolutely knowledgeable of the area, extremely funny and nice.

Reviewed on Aug 3, 2025

Find the Best Chelsea Vacation Packages

Chelsea Hotel Deals

Holiday Inn Boston Logan Airport - Chelsea by IHG

Holiday Inn Boston Logan Airport - Chelsea by IHG

3 out of 5
1012 BROADWAY STREET, Chelsea, MA
Fully refundable
The price is ￥30,559 per night from Aug 24 to Aug 25
￥30,559
￥34,135 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (1,014 reviews)
"The parking spots are incredibly small"

Reviewed on Aug 3, 2025

Holiday Inn Boston Logan Airport - Chelsea by IHG
Hampton Inn Boston Logan Airport Chelsea

Hampton Inn Boston Logan Airport Chelsea

2.5 out of 5
200 2nd Street, Chelsea, MA
Fully refundableReserve now, pay when you stay
The price is ￥28,702 per night from Aug 26 to Aug 27
￥28,702
￥32,061 total
Aug 26 - Aug 27
includes taxes & fees
9/10 Wonderful! (2,083 reviews)
"Very quiet to be so close to the airport. Easy access to the airport and a very nice property"

Reviewed on Aug 3, 2025

Hampton Inn Boston Logan Airport Chelsea
Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea

Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea

2.5 out of 5
200 Maple St, Chelsea, MA
Fully refundableReserve now, pay when you stay
The price is ￥24,852 per night from Aug 10 to Aug 11
￥24,852
￥27,759 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (955 reviews)
Shiny becon
"The hotel seemed very new, very clean. The area around it was a bit tired, but not bad. So this shiny new, modern hotel was a very welcome site. I would stay again in a heartbeat."

Reviewed on Aug 5, 2025

Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea
See all 3,732 properties in Chelsea
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 Chelsea

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(2,499 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(1,966 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

4.5/5(4,786 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

What to do in Chelsea

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥11,668
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

￥8,042
per adult
86% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

￥5,021
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Chelsea

Frequently asked questions

How much does a Chelsea vacation package cost?
You can grab a vacation package to this popular destination from ￥225,455 on Expedia. However, how much your vacation to Chelsea costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Chelsea?
December, January and February are great times to look for cheap Chelsea vacation packages. Opting to travel in quieter periods means you can generally find better prices on flights and hotels.
How many days is enough for Chelsea?
Chelsea vacations come in various shapes and sizes, but to really sink your teeth into this place, we think 2 days is a good ballpark. With this timeframe, you can visit top sights like Bellingham Square Historic District and Chelsea Garden Cemetery and track down some lesser-known spots. Don't miss out on neighborhoods such as South Boston and D Street - West Broadway either. If you're clever with your time, you can even schedule a day trip or two from Chelsea too.
How to find the best Chelsea package deals?
Finding a cheap Chelsea package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Chelsea package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Chelsea vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalized Chelsea vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Chelsea?
Land amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Chelsea escape.
How to plan a trip to Chelsea?

  1. Choose when to travel: Check your schedule and pack your bags. Your favorite season and the available activities will also help you decide when to visit Chelsea.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and activities. Your hotel will probably be the biggest expense during your trip to Chelsea.
  3. Decide how long to go for: Now that you know more about Chelsea, you can figure out the ideal length of your vacation. Create a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Chelsea vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.