Chelsea Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Chelsea

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 refundableReserve now, pay when you stay
The price is S$204 per night from 10 Aug to 11 Aug
S$204
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (1,017 reviews)
"Great location and a lovely room!"

Reviewed on 13 Jul, 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 S$223 per night from 20 Jul to 21 Jul
S$223
20 Jul - 21 Jul
includes taxes & fees
8.8/10 Excellent! (2,038 reviews)
"Location is ideal for people traveling via airport and/or cruise ships. Shopping and eating establishments within walking distance of hotel. Nice rooms and support staff."

Reviewed on 14 Jul, 2025

Hampton Inn Boston Logan Airport Chelsea
Homewood Suites by Hilton Boston Logan Airport Chelsea

Homewood Suites by Hilton Boston Logan Airport Chelsea

3 out of 5
145 Beech St, Chelsea, MA
Fully refundableReserve now, pay when you stay
The price is S$238 per night from 31 Jul to 1 Aug
S$238
31 Jul - 1 Aug
includes taxes & fees
8.4/10 Very Good! (1,012 reviews)
"Everyone at the Front Desk was helpful and wonderful during our stay! A special "Shout Out" and "Thank You" to Mario, part of the Maintenance Staff, who was able to quickly fix the lock on our Room's Door! :) Also, thank you to Everyone who prepares the delicious Breakfasts that we enjoyed!!"

Reviewed on 13 Jul, 2025

Homewood Suites by Hilton Boston Logan Airport Chelsea
See all 3,731 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.

Popular places to visit

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

Fenway Park

4.5/5(61 reviews)

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

Fenway Park
Harvard University featuring a city and heritage architecture

Harvard University

4.5/5(102 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
New England Aquarium

New England Aquarium

4.5/5(57 reviews)

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium

What to do in Chelsea

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

S$101
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

S$70
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

S$43
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 holiday package cost?
You can grab a holiday package to this popular destination on Expedia. However, how much your holiday 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 holiday 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 holidays 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 neighbourhoods 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 customise 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 holiday as a package?
Expedia holiday 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 personalised Chelsea holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday 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 favourite 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 holiday. 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 holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.