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.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,270, price is now $474 per person
$474
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,526, price is now $885 per person
$885
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
Price was $988, price is now $605 per person
$605
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, laundry service, and valet parking. There's a sauna on site, and laundry facilities and concierge services are also offered.
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was $1,895, price is now $1,241 per person
$1,241
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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, laundry service, and valet parking. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,194, price is now $804 per person
$804
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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 Charlestown hotels deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$298 nightly
The price is $347 total per night
$347 total
Nov 11 - Nov 12
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. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $167 total per night
$167 total
Nov 9 - Nov 10
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.
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Free Cancellation
Reserve now, pay when you stay
$187 nightly
The price is $217 total per night
$217 total
Oct 30 - Oct 31
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 Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$275 nightly
The price is $320 total per night
$320 total
Nov 15 - Nov 16
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.
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Free Cancellation
Reserve now, pay when you stay
$266 nightly
The price is $297 total per night
$297 total
Nov 8 - Nov 9
Total with taxes and fees
This luxury hotel features a casino, a full-service spa, and a nightclub. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Free self parking is free for guests, and you can enjoy a meal in one of the 15 restaurants.
Omni Parker House

Omni Parker House

4.5 out of 5
60 School St Boston MA
Free Cancellation
Reserve now, pay when you stay
$330 nightly
The price is $385 total per night
$385 total
Nov 8 - Nov 9
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, free WiFi in public areas, and valet parking. A coffee shop, express check-out, and a computer station are also on offer.
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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.

Stay near popular Charlestown attractions

A street lined with historic buildings and a prominent Washington Monument in the center.

Bunker Hill Monument

8.8/10 (90 reviews)
Enjoy breathtaking views of Boston and delve into the region’s revolutionary history at this iconic granite monument.
See properties

Frequently asked questions

How much are vacation packages to Charlestown?
Adventure calls in Charlestown, with Travelocity vacation packages starting at just $474. 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

A red brick building with a balcony, an American flag, and a blue flag.
A statue of a historical figure with a pedestal, a large stone monument in the background, and a park with a bench and trees.
A marina with numerous sailboats docked, a prominent tower, and a mix of urban buildings in the background.
The USS Constitution Museum building with multiple colorful banners and flags.
A tree-lined street with parked cars and historic buildings.