Charlestown Vacation Packages 2025/2026 from $379

Charlestown 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

$379

per person

Nov 8 - Nov 10

found 24 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.

DoubleTree Suites by Hilton Hotel Boston - Cambridge

Allston

Save 100% on your flight

$813

per person

Nov 6 - Nov 13

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Enjoy the 24-hour gym and perks like a free area shuttle.

The Charles Hotel

West Cambridge

Save 100% on your flight

$845

per person

Dec 4 - Dec 9

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.

Pennyweight Hotel Boston, Curio Collection by Hilton

West End

Save 100% on your flight

$979

per person

Nov 6 - Nov 13

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

This hotel features a 24-hour gym and a bar/lounge. WiFi in public areas is free. Valet parking, express check-out, and dry cleaning are also offered.

Hampton Inn Manchester Downtown

Save 100% on your flight

$451

per person

Nov 20 - Nov 24

found 17 hours ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

This hotel features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Charlestown hotels deals

Seaport Hotel Boston

1 Seaport Lane, Boston, MA

Free Cancellation

Reserve now, pay when you stay

$280 nightly

$325 total

Sep 28 - Sep 29

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.

Omni Boston Hotel at the Seaport

450 Summer Street, Boston, MA

Free Cancellation

Reserve now, pay when you stay

$269 nightly

$313 total

Sep 28 - Sep 29

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.

citizenM Boston North Station

70 Causeway Street, Boston, MA

Free Cancellation

Reserve now, pay when you stay

$229 nightly

$267 total

Oct 5 - Oct 6

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.

The Dagny Boston

89 Broad Street, Boston, MA

Free Cancellation

Reserve now, pay when you stay

$302 nightly

$351 total

Oct 5 - Oct 6

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 library, and a computer station are also on offer.

The Revolution Hotel

40 Berkeley Street, Boston, MA

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$220 total

Sep 29 - Sep 30

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.

Hilton Boston Logan Airport

One Hotel Drive, Boston, MA

Free Cancellation

Reserve now, pay when you stay

$303 nightly

$353 total

Oct 5 - Oct 6

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, express check-in, and free airport shuttle. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.

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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.

Bunker Hill Monument

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

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.

Frequently asked questions

How much are vacation packages to Charlestown?

Adventure calls in Charlestown, with Travelocity vacation packages starting at just $379. 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!