Chelsea Vacations 2026 from CA $971

Chelsea flight + hotel packages

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

The Colonnade Hotel Back Bay

Back Bay

CA $971

per person

Nov 24 - Nov 27

found 16 hours ago

Roundtrip flight included

Toronto (YTZ) to Boston (BOS)

Book a stay at this luxury hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.

Four Seasons Hotel Boston

Bay Village

Save 100% on your flight

CA $1,714

per person

Nov 6 - Nov 9

found 17 hours ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Copley Square are located nearby.

Raffles Boston

Back Bay

Save 100% on your flight

CA $1,645

per person

Dec 10 - Dec 14

found 23 hours ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Boston Harbor Hotel

North End

Save 100% on your flight

CA $2,034

per person

Dec 13 - Dec 17

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Boston (BOS)

Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Harbor and Boston Common are located nearby.

The Newbury Boston

Back Bay

Save 100% on your flight

CA $1,891

per person

Nov 6 - Nov 9

found 17 hours ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Top Chelsea hotels deals

Doubletree By Hilton Boston Logan Airport Chelsea

201 Everett Ave Chelsea MA

CA $325

CA $363 total

Oct 26 - Oct 27

includes taxes & fees

Stay at this hotel in Chelsea. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.

Pool

Free airport shuttle

Holiday Inn Boston Logan Airport - Chelsea by IHG

1012 BROADWAY STREET Chelsea MA

CA $277

CA $309 total

Oct 29 - Oct 30

includes taxes & fees

Book a stay at this business-friendly hotel in Chelsea. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and Boston Harbor are located nearby.

Pool

Pet-friendly

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Free cancellation

Reserve now, pay when you stay

CA $327

CA $439 total

Oct 30 - Oct 31

includes taxes & fees

Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Boston Harbor and Boston Common are located nearby.

Pool

Hot tub

Seaport Hotel Boston

1 Seaport Lane Boston MA

Free cancellation

Reserve now, pay when you stay

CA $355

CA $461 total

Oct 25 - Oct 26

includes taxes & fees

Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Boston Harbor and Boston Common are located nearby.

Pool

Pet-friendly

The Revolution Hotel

40 Berkeley Street Boston MA

CA $334

CA $389 total

Oct 29 - Oct 30

includes taxes & fees

Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Pet-friendly

Free WiFi

Hilton Boston Park Plaza

50 Park Plaza Boston MA

Free cancellation

Reserve now, pay when you stay

CA $301

CA $409 total

Oct 30 - Oct 31

includes taxes & fees

Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Pet-friendly

Free WiFi

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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

Bellingham Square Historic District

8.6/10 (149 reviews)

You can find out about the history of Chelsea when you stop by Bellingham Square Historic District. While in this family-friendly area, you can savor the top-notch restaurants.

See properties

Chelsea Vacations

Sometimes getting lost is one of the best ways to discover a new place. That said, it certainly helps to research some basic details about your destination before you head off. Read on for a few basics about Chelsea.

Chelsea is a neighborhood in Boston, the state capital of Massachusetts. To get there, you'll need to go 3 miles (5 kilometers) northeast of the city center.

There are 600,000 locals that live in Boston.

Hotels in Chelsea

Have you been eyeing off Chelsea? Then cast your gaze over the 5 properties just a stone's throw from the center of this popular neighborhood. Once you've done that, it's time to quit looking and start booking!

Explore the offers at the Courtyard by Marriott Boston Logan Airport (225 William F. McClellan Highway) and the TownePlace Suites Boston Logan Airport/Chelsea (30 Eastern Avenue). They're our top suggestions.

Places to visit in Chelsea

Gaze at hand-carved headstones and beautifully worded epitaphs at Chelsea Garden Cemetery. Need more ideas? Great theater can challenge our expectations and asks us to aspire to higher things. See a production at Apollinaire Theatre Company and expand your way of thinking.

Where do you fly into for Chelsea?

Clip your seatbelt on, turn off the in-flight film, and get ready to touch down at Logan International Airport (BOS). Want some good news? You'll be just 2 miles (3 kilometers) to the south of Chelsea.

Frequently asked questions

How much are vacation packages to Chelsea?

Travelocity has flight and hotel vacation packages from an incredible CA $971. With these kinds of bargains, you'll be saying hello to Chelsea before long.

How long should my Chelsea vacation be?

There are no rules when it comes to how long your vacation in Chelsea should be, but most people opt to stay around 2 nights. Got some flexibility with your travel dates? Consider treating yourself to a few extra nights. That way, you'll have ample time to check out the area's hidden treasures too.

Where can I get the best vacation package deals for Chelsea?

There's no need to look any further than Travelocity. With as many as 400 air carriers and 1,000,000 properties around the world, it's easy to put together a Chelsea package deal that satisfies your wanderlust.

Why should I book my Chelsea vacation package via Travelocity?

By booking your flights, hotel, car rental and activities altogether, you'll save big bucks as well as precious time. We have an expert team of customer service specialists available 24/7, and you'll know that you'll always be getting the best deal possible with our Price Match Guarantee. So, what are you waiting for? Book your dream getaway today and start packing!

Will I save money on my Chelsea car rental if I combine it with my hotel or flight?

With a Chelsea vacation package, you can bundle your flight, hotel and car bookings and save some serious money. If you're eager to uncover the best of this awesome part of the world, why not make tracks to Plymouth Rock? This renowned sight is 56 kilometers from Chelsea. With your own set of wheels, you'll be there belong long.

Which airport is best for Chelsea?

Logan Intl. Airport (BOS) is popular. It's located approximately 3 kilometers south of Chelsea. Other options worth considering are T.F. Green Airport (PVD) (80 kilometers away from central Chelsea) and Manchester-Boston Regional Airport (MHT) (64 kilometers away from central Chelsea).

What is there to do in Chelsea?

Apollinaire Theatre Company is one of the awesome sights that make Chelsea such a popular destination. But allow yourself enough time to discover the city's lesser-known attractions too. This is sometimes where the best memories are created.

Where should I stay when visiting Chelsea?

If you're looking for a place to lay your head, take a look at the Holiday Inn Boston Logan Airport - Chelsea, an IHG Hotel. It's the top pick for many travelers.