Chelsea Vacation Packages 2025/2026 from $293

Chelsea flight + hotel vacation packages

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

Best Western Springfield West Inn

$293

per person

Nov 7 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Boston (BOS)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and a 24-hour front desk and express check-out are also provided.

Boston Lodge and Suites

Dorchester

$308

per person

Nov 1 - Nov 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.

DoubleTree by Hilton Boston North Shore

Save 100% on your flight

$569

per person

Nov 1 - Nov 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

This hotel features 2 restaurants, an indoor pool, and a gym. Families will appreciate the arcade/game room and convenience store. Enjoy the sauna and perks like free self parking.

Fairfield Inn & Suites by Marriott Plymouth

Save 100% on your flight

$390

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

EVEN Hotels Manchester Airport by IHG

South End

Save 100% on your flight

$330

per person

Oct 29 - Nov 3

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Boston (BOS)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a snack bar/deli, and a lobby fireplace are also offered.

Top Chelsea hotels deals

Hampton Inn Boston Logan Airport Chelsea

200 2nd Street, Chelsea, MA

Free Cancellation

Reserve now, pay when you stay

$197 nightly

$220 total

Sep 2 - Sep 3

Total with taxes and fees

A 24-hour gym, self parking, and laundry facilities are featured at this hotel. Guests will appreciate freebies like continental breakfast, WiFi in public areas, and a roundtrip airport shuttle. Luggage storage and a safe deposit box are also provided.

Breakfast included

Free airport shuttle

Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea

200 Maple St, Chelsea, MA

Free Cancellation

Reserve now, pay when you stay

$199 nightly

$222 total

Aug 31 - Sep 1

Total with taxes and fees

A restaurant and an indoor pool are featured at this hotel. WiFi in public areas is free. Self parking and a convenience store are also offered on site.

Pool

Pet friendly

Holiday Inn Boston Logan Airport - Chelsea by IHG

1012 BROADWAY STREET, Chelsea, MA

Free Cancellation

$238 nightly

$266 total

Aug 30 - Aug 31

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

Pool

Pet friendly

Seaport Hotel Boston

1 Seaport Lane, Boston, MA

Free Cancellation

Reserve now, pay when you stay

$155 nightly

$180 total

Sep 1 - Sep 2

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the steam room, bar/lounge, and concierge services.

Pool

Pet friendly

Omni Boston Hotel at the Seaport

450 Summer Street, Boston, MA

Free Cancellation

Reserve now, pay when you stay

$225 nightly

$262 total

Sep 1 - Sep 2

Total with taxes and fees

A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, poolside bar, and snack bar/deli.

Pool

Hot Tub

citizenM Boston North Station

80-120 Causeway Street, Boston, MA

Free Cancellation

Reserve now, pay when you stay

$184 nightly

$214 total

Sep 1 - Sep 2

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, a communal living room, and express check-in are also on offer.

Free WiFi

Restaurant

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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

Fenway Park

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

Harvard University

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

Boston Common

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.

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?

Travelocity has flight and hotel vacation packages from an incredible $293. 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 35 mi 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 2 mi south of Chelsea. Other options worth considering are T.F. Green Airport (PVD) (50 mi away from central Chelsea) and Manchester-Boston Regional Airport (MHT) (40 mi 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.