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Chelsea flight + hotel vacation packages

Raffles Boston
Encore Boston Harbor
The Charles Hotel
The Verb Hotel
Doubletree By Hilton Boston Logan Airport Chelsea
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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.

Popular places to visit

Chelsea Vacations

Come visit Chelsea, one of the oldest suburbs of Boston in the state of Massachusetts. Sitting across the Mystic River from Boston, Chelsea is 2.5 square miles steeped in historical significance. The Massachusetts tribe of Indians originally called the area Winnisimmet, which means "good spring nearby." Chelsea vacation packages are ideal for Revolutionary War history lovers and those touring universities. Car rentals in Chelsea are a good idea so that you can tool around town or visit nearby Salem, Cambridge, and Boston.

Major Attractions

From your hotel in Chelsea, you can tour eight buildings on the National Register of Historic Places, such as the Bellingham Square Historic District where the city hall is modeled after the Old Independence Hall in Philly. Other buildings include the C. Henry Kimball House and Bellingham-Cary House. Head across Mystic River to visit the Bunker Hill Monument, a 221-foot-tall obelisk commemorating the first battle of the Revolutionary War. Head to nearby Cambridge and tour the campuses of Harvard, the oldest higher learning institution in the U.S., and Massachusetts Institute of Technology (MIT). Also nearby is the town of Salem, where you can tour sites associated with the infamous witch trials.

Festivals and Events

Chelsea has special events to enjoy year-round. Fans and participants of the Boston Marathon will want to schedule Chelsea vacations around the third Monday in April to take part in the world's oldest marathon. Boston Pops' 4th of July Celebration is a popular day-long festival of music and food capped off with fireworks exploding over the Charles River. There is nothing like New England in the Fall—you can spend your time watching over 1,700 boats in the Head of the Charles Regatta in October and enjoying colorful foliage on the way to nearby Salem, where they spend the entire month celebrating Halloween at the Witch Museum and the House of Seven Gables.

Get the best possible prices when scheduling Chelsea package deals by taking advantage of the Travelocity Price Guarantee—we will match any lower price and refund you the difference. Come tour a charming town steeped in the history of New England.

Frequently asked questions

How much are vacation packages to Chelsea?
Starting from as low as $844, flight and hotel packages are an ideal way to stretch your travel budget. Get ready Chelsea — here you come!
How long should my Chelsea vacation be?
Most travelers spend around 2 nights in Chelsea, but it’s your call. If you want to venture out and explore all the incredible things this location has waiting for you, why not hang around for a couple of extra nights?
Where can I get the best vacation package deals for Chelsea?
You can pick up awesome Chelsea package deals with Travelocity. Mix and match from as many as 400 partner airlines and 1,000,000 properties worldwide and turn those vacation dreams into a reality.
Why should I book my Chelsea vacation bundle with Travelocity?
You’ll not only enjoy big savings, but you’ll also have access to our round-the-clock support, quality service and a Price Match Guarantee. Journey across the world, discover hidden treasures and forge long-lasting memories — we’ll take care of the little details.
Can I save money on my Chelsea car rental if I bundle it with hotels and flights?
Bundling your car, flight and hotel into a Chelsea vacation package is the easiest way to land the best prices. Plus, having your own rental car gives you freedom to make your way to all those big sights you’re itching to see. Sitting 35 mi away from Chelsea, Plymouth Rock is one place that should be on your can’t-miss list. Top up the tank and make a day trip of it.
What is the best time of year to go to Chelsea?
If you’re eager to avoid pricey airfares, tourist crowds and booked-out hotels, organize your trip outside of March, April and July. The quietest time to travel to Chelsea is January, October and November. You’ll find hotel rates are the highest in and the cheapest in .
Which airport is best for Chelsea?
Logan Intl. Airport (BOS) (2 mi away from the downtown area), T.F. Green Airport (PVD) (50 mi away from central Chelsea) and Manchester-Boston Regional Airport (MHT) (40 mi away from central Chelsea) are the top options for Chelsea.
What is there to do in Chelsea?
Take advantage of the great photo opportunities at Apollinaire Theatre Company, one of the most prominent attractions in Chelsea. There’s so much more to discover in this great city, so make sure you have enough time to explore some lesser-known sights.
Where should I stay when visiting Chelsea?
The Holiday Inn Boston Logan Airport - Chelsea, an IHG Hotel is the top choice of many visitors. Book soon before it’s too late.