Charlestown Vacation Packages 2026 from $645

Charlestown flight + hotel vacation packages

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

Hyatt Regency Boston/Cambridge

MIT

Save 100% on your flight

$645

per person

May 20 - May 24

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Boston (BOS)

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-in, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Boston Lodge and Suites

Dorchester

$765

per person

Apr 13 - Apr 17

found 19 hours 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.

Eurostars The Boxer

West End

Save 100% on your flight

$829

per person

May 20 - May 24

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. A computer station, dry cleaning, and luggage storage are also on offer.

Boston Harbor Hotel

North End

Save 100% on your flight

$1,369

per person

Apr 21 - Apr 24

found 14 hours ago

Roundtrip flight included

Nashville (BNA) 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.

Top Charlestown hotels deals

Residence Inn by Marriott Boston Harbor on Tudor Wharf

34-44 Charles River Ave Boston MA

Free Cancellation

Reserve now, pay when you stay

$187 total

per night

Mar 9 - Mar 10

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the free buffet breakfast each morning.

Pool

Breakfast included

Seaport Hotel Boston

1 Seaport Lane Boston MA

Free Cancellation

Reserve now, pay when you stay

$182 total

per night

Mar 8 - Mar 9

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

Hilton Boston Park Plaza

50 Park Plaza Boston MA

Free Cancellation

Reserve now, pay when you stay

$192 total

per night

Mar 22 - Mar 23

This luxury hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a 24-hour business center, and a coffee shop are also offered.

Pet friendly

Free WiFi

Harborside Inn Of Boston

185 State St Boston MA

$127 total

per night

Mar 8 - Mar 9

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A business center, express check-in, and express check-out are also on offer.

Free WiFi

Restaurant

The Revolution Hotel

40 Berkeley Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$147 total

per night

Mar 9 - Mar 10

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

The Dagny Boston

89 Broad Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$222 total

per night

Mar 8 - Mar 9

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

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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

USS Constitution Museum

You can study the exhibits at USS Constitution Museum, a museum with a storied past, during your trip to Boston. Discover the fascinating museums and notable monuments in this vibrant area.

Charlestown Navy Yard

You can find out about the history of Boston with a visit to Charlestown Navy Yard. Experience the fascinating museums or attend a sporting event in this vibrant area.

Bunker Hill Monument

Enjoy breathtaking views of Boston and delve into the region’s revolutionary history at this iconic granite monument.

Frequently asked questions

How much are vacation packages to Charlestown?

Adventure calls in Charlestown, with Travelocity vacation packages starting at just $645. Including both hotels and flights, these great deals make it simple to visit more of our wonderful planet.

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

Travelocity has countless ways to score a terrific Charlestown package deal. Select from 400 air carriers and 1,000,000 properties all over the globe and create a vacation package that fits your style. With so many options at hand, it's time to start planning your next big adventure.

Why should I purchase my Charlestown vacation bundle with Travelocity?

From our 24/7 customer care to our range of amazing destinations, we're dedicated to fulfilling your travel desires. All you have to do is click and book — our Price Match Guarantee will make sure you score the cheapest price.

Will I save money on my Charlestown car rental if I book it with hotels and flights?

Booking a Charlestown vacation package with Travelocity is an easy way to save your hard-earned cash. Choose a hotel, flight and car, or any combination of them, and score awesome discounts. It's also possible to throw in a few activities and experiences. Once you've picked up the keys to your rental car, venture out of the neighborhood and find out what the area has to offer. About 35 mi from Charlestown, Plymouth Rock is the ideal road trip.

What is there to do in Charlestown?

As you're strolling through Charlestown, be sure to check out USS Constitution Museum and Bunker Hill Monument. You won't be bored here!