Deals on vacations and trips to Charlestown

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Charlestown flight + hotel vacation packages

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

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
The hotel's 24-hour gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Holly Tree Resort

Holly Tree Resort

3 out of 5
Save 100% on your flight
per person
Aug 1 - Aug 8
found 8 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This aparthotel features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. There's a hot tub on site, and laundry facilities and barbecue grills are also offered.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Aug 24 - Aug 30
found 3 hours ago
Roundtrip flight included
Chicago (ORD) 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 Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Save 100% on your flight
per person
Aug 3 - Aug 9
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This hotel features free WiFi in public areas, laundry facilities, and self parking. Enjoy the free buffet breakfast each morning. A computer station and luggage storage are also provided.
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Top Charlestown hotels deals

YOTEL Boston

YOTEL Boston

4 out of 5
65 Seaport Blvd, Boston, MA
Free Cancellation
Reserve now, pay when you stay
$242 nightly
The price is $282 total per night
$282 total
Jul 2 - Jul 3
Total includes taxes and fees
The hotel's 24-hour gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Free WiFi
Restaurant
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
$254 nightly
The price is $296 total per night
$296 total
Jun 7 - Jun 8
Total includes taxes and fees
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this 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
Spa
Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
320 Washington Street, Newton, MA
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $180 total per night
$180 total
Jun 8 - Jun 9
Total includes taxes and fees
This smoke-free hotel includes 2 restaurants, 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. A bar/lounge, a 24-hour front desk, and a snack bar/deli are also provided.
Pool
Pet friendly
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
$170 nightly
The price is $198 total per night
$198 total
Jun 29 - Jun 30
Total includes 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
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
$299 nightly
The price is $348 total per night
$348 total
Jun 8 - Jun 9
Total includes 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.
Pet friendly
Free WiFi
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $208 total per night
$208 total
Jun 30 - Jul 1
Total includes taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. 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

USS Constitution Museum which includes a garden

USS Constitution Museum

4.5/5(1,332 reviews)

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.

USS Constitution Museum
Bunker Hill Monument

Bunker Hill Monument

4.5/5(59 reviews)

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

Bunker Hill Monument
Charlestown Navy Yard

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.

Charlestown Navy Yard

Frequently asked questions

How much are vacation packages to Charlestown?
Adventure calls in Charlestown, with Travelocity vacation packages starting at just $302. 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!

Photos of local treasures

Browse Charlestown vacation photos for more inspiration

Charlestown
Bunker Hill Monument showing a monument and a statue or sculpture
Bunker Hill Monument
USS Constitution Museum
Charlestown