Chelsea Vacation Packages 2026 from $691

Chelsea flight + hotel vacation packages

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

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$691

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

Boston Harbor Hotel

North End

Save 100% on your flight

$968

per person

Oct 28 - Oct 31

found 1 day ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.

Mandarin Oriental, Boston

Back Bay

Save 100% on your flight

$931

per person

Nov 6 - Nov 9

found 12 hours ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the sauna and perks like free WiFi.

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

$1,098

per person

Oct 27 - Oct 31

found 19 hours ago

Roundtrip flight included

Los Angeles (LAX) to Boston (BOS)

A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.

The Langham, Boston

Downtown Boston

Save 100% on your flight

$761

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

Top Chelsea hotels deals

Doubletree By Hilton Boston Logan Airport Chelsea

201 Everett Ave Chelsea MA

Free Cancellation

Reserve now, pay when you stay

$163 nightly

$182 total

Sep 1 - Sep 2

Total with taxes and fees

This hotel features an indoor pool, A 24-hour gym, and a restaurant. Unwind with a drink at the bar/lounge and enjoy free perks like WiFi in public areas and a roundtrip airport shuttle. Self parking, a 24-hour business center, and a snack bar/deli are also offered.

Pool

Free airport shuttle

Holiday Inn Boston Logan Airport - Chelsea by IHG

1012 BROADWAY STREET Chelsea MA

Free Cancellation

$153 nightly

$171 total

Aug 31 - Sep 1

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

$221 nightly

$256 total

Sep 20 - Sep 21

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

The Revolution Hotel

40 Berkeley Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$167 total

Aug 30 - Aug 31

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.

Pet friendly

Free WiFi

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$254 nightly

$296 total

Aug 30 - Aug 31

Total with taxes and fees

A full-service spa, 4 restaurants, and an outdoor pool are all featured at this luxury 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

The Dagny Boston

89 Broad Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$259 nightly

$302 total

Aug 30 - Aug 31

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 free WiFi in public areas, express check-out, and valet parking. A coffee shop, a communal living room, and a library are also on offer.

Pet friendly

Free WiFi

Don't see what you're looking for?

See all available properties in Chelsea

View all properties

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

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 $691. 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.