Chelsea Vacations from $274

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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.

The Latest Chelsea vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Boston - Dedham Hotel & Conference Center by IHG
Boston Lodge and Suites
Raffles Boston
Beacon Hill Hotel
XV Beacon
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Discover the most popular places to visit in Chelsea

What to do in Chelsea

Chelsea Hotel Deals

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
$147 nightly
The price is $164 total per night from Nov 4 to Nov 5
$164 total
Nov 4 - Nov 5
Total with taxes and fees
9/10 Wonderful! (2,258 reviews)
"Clean and very convenient. Too bad part of Pritzger."

Reviewed on Oct 5, 2025

Hampton Inn Boston Logan Airport Chelsea
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $307 total per night from Nov 2 to Nov 3
$307 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (3,858 reviews)
"Hotel was amazing"

Reviewed on Oct 2, 2025

citizenM Boston North Station
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $319 total per night from Oct 30 to Oct 31
$319 total
Oct 30 - Oct 31
Total with taxes and fees
9/10 Wonderful! (4,093 reviews)
"Everything was immaculate"

Reviewed on Oct 4, 2025

Omni Boston Hotel at the Seaport
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.

Chelsea Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
39,400
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
New England Aquarium, Boston Museum of Fine Arts and Revere Beach

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Frequently asked questions

How much does a Chelsea vacation package cost?
You can grab a vacation package to this popular destination from $274 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?
January, October and November are great times to search for cheap Chelsea vacation packages. Choosing to travel in less busy periods means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Chelsea?
Usually, a handful of days is enough to visit the top sights during your Chelsea vacation. However, if you'd like to have some time to rest or take day trips, think about extending your itinerary.
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.
Does Expedia offer Book Now, Pay Later Chelsea vacation packages?
If you're like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Chelsea vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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