Charlestown Holidays from £740

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Your Charlestown Holiday

Immerse yourself in all this neighbourhood has to offer with a tailor-made Charlestown holiday package. However you see yourself spending your time here, you'll find countless opportunities for fun, adventure and relaxation. Not sure what to do and see during your trip to Charlestown? Nearby attractions such as Fenway Park, Boston Common and Faneuil Hall Marketplace are good places to begin. Expedia can help you turn your dream Charlestown holiday into reality, whatever your budget or travel plans.

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

Studio Allston Hotel

3.5 out of 5
Brighton
Save 100% on your flight
per person
2 Sept - 9 Sept
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
8.6/10 Excellent! (1,033 reviews)
Great 3 night stay !! Thanks for the late check out.

Reviewed on 14 Jul 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
per person
2 Sept - 9 Sept
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on 6 Jun 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
27 Aug - 3 Sept
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on 14 Jul 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Save 100% on your flight
per person
26 Sept - 1 Oct
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
8.8/10 Excellent! (1,002 reviews)
Awesome stay with everything you need

Reviewed on 13 Jul 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
15 Sept - 22 Sept
found 21 hours ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
8.8/10 Excellent! (227 reviews)
Lovely and little in the heart of Boston. Took some getting used to that the check-in desk was the same as the check in for the restaurant/bar, For sure to be back for a future stay.

Reviewed on 13 Jul 2025

Where to stay in Charlestown

Find the best Charlestown areas and neighborhoods for the activities you enjoy most. Learn more about Charlestown
Downtown Boston which includes a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(94 area reviews)

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

Find hotels in Downtown Boston

Top hotels in Charlestown

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is £214 per night from 10 Aug to 11 Aug
£214
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (3,680 reviews)
"Great customer service , great restaurant Coquette , staff was very helpful and friendly. Would stay there again."

Reviewed on 14 Jul 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
The price is £160 per night from 20 Jul to 21 Jul
£160
20 Jul - 21 Jul
includes taxes & fees
9.2/10 Wonderful! (1,426 reviews)
"Epic"

Reviewed on 14 Jul 2025

citizenM Boston Back Bay
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St, Boston, MA
The price is £179 per night from 20 Jul to 21 Jul
£179
20 Jul - 21 Jul
includes taxes & fees
9/10 Wonderful! (5,322 reviews)
"This is THE place to stay in Boston, the area is close to everything, the staff at the front desk and the restaurant Joia were beyond efficient and friendly, and although they didn't offer room service, they were more than accommodating to provide water, etc. for the room on the way up to to the ..."

Reviewed on 13 Jul 2025

Harborside Inn Of Boston
See all 3,708 properties in Charlestown
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Charlestown travel package cost?
Our Charlestown packages, which begin from just £740, are an easy way to save precious money. Pick and choose your preferred hotels, flights and more to create a customized itinerary.
If I'm not able to travel, can I cancel my Charlestown travel package?
If your holiday plans in Charlestown have been upended, it's comforting to know that it is possible to cancel or amend your booking. If your booking was made in the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose fees. For more information, check our Customer Service Portal.
How do I get a cheap travel package to Charlestown?
Book everything all in one place with our Charlestown travel packages. We have deals on flights, hotels, tours and more that'll keep your travel budget happy and your adventurous spirit full. And, with more than 550 airlines and 1,000,000 properties all over the world to choose from, there are endless opportunities to mix and match.
Does Expedia offer Book Now, Pay Later Charlestown holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has come up with a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a dream getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's easy monthly instalment plans. If paying bite-sized amounts each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Then check out this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: Hitting the "book now" button is easier with this payment plan. Put down a small deposit on your escape and then start packing your suitcase.

Where should I stay in Charlestown?
Holiday makers come from near and far to experience Fenway Park and TD Garden in Charlestown. Stay close to these must-see attractions and visit them whenever you please.
What are the top hotels in Charlestown?
Boston Park Plaza and Embassy Suites Boston Logan Airport are a couple of the most well-known hotels in Charlestown. Why not have a look at the rates and amenities at each and then make up your mind?
How far in advance should I book my Charlestown holiday?
Travellers are usually able to compare international flights on Expedia up to a year in advance of departure. Booking last minute? With a bit of luck, it's still possible to purchase an affordable ticket only weeks before your journey.
What does an Expedia Charlestown travel package include?
From airfares and hotels to rental cars, Expedia can help you craft a Charlestown package that suits you. Heading off for a while? Give some thought to a flight, hotel and rental car bundle. If you can only squeeze in a quick getaway, an airfare and hotel deal could suit you better. Experiences can also be added once you've made your booking. Our travel packages make it a cinch to plan and save.
What should I know before booking a Charlestown travel package?
A travel package can be easier on the credit card than separately booking all you need for your adventure. For example, combine your flights, hotels and rental cars and save a tidy sum. No matter your holiday plans, you're bound to find a package that's right for you.
Can I choose my airline with a Charlestown Expedia travel package?
Expedia offers access to more than 550 partner airlines worldwide, so you definitely can. Simply choose the airline you want and put together your ideal Charlestown holiday.

Popular places to visit

Zakim Bunker Hill Bridge

Zakim Bunker Hill Bridge

One of the world’s widest cable-stayed bridges graces Boston’s skyline with a functional monument to the city’s long commitment to democracy and freedom.

Zakim Bunker Hill Bridge

Boston National Historical Park

Explore the great outdoors at Boston National Historical Park, a lovely green space in Boston. Amble around this vibrant area's waterfront or experience its fascinating museums.

Boston National Historical Park

Things to do

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

£37
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Statue of Paul Revere with Old North Church

Entire Freedom Trail Walking Tour: Includes Bunker Hill and USS Constitution

£58
per adult
100% of travellers recommend
Entire Freedom Trail Walking Tour: Includes Bunker Hill and USS Constitution
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

£37
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Boston

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.