Charlestown Holidays from £1,021

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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.
The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Price was £1,441, price is now £1,021 per person
£1,021
per person
19 Sept - 26 Sept
found 6 hours ago
Return direct flight included
London (LON) to Boston (BOS)
9.2/10 Wonderful! (268 reviews)
P Indoor pool and hot tub loved and the outdoor Shack was great

Reviewed on 8 Jun 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was £2,601, price is now £1,489 per person
£1,489
per person
30 Aug - 4 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,002 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on 15 Jun 2026

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
Price was £1,608, price is now £1,089 per person
£1,089
per person
21 Aug - 26 Aug
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (256 reviews)
Quaint, lovely place to stay

Reviewed on 24 Jun 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was £2,857, price is now £1,973 per person
£1,973
per person
29 Aug - 5 Sept
found 3 hours ago
Return flight included
London (LON) to Boston (BOS)
9.2/10 Wonderful! (711 reviews)
It would be nice to include bottled water in the room. Expected a little more for paying $1k/nt. Staff were courteous. The shuttle is helpful and convenient to airport.

Reviewed on 19 Jun 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was £2,895, price is now £2,056 per person
£2,056
per person
30 Aug - 4 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (275 reviews)
Beautiful property with lovely restaurant but rooms are small/tight compared to other luxury hotels. AC system was loud and inefficient. Reminded me of old Marriotts from 1990’s. Butler is a nice concept but slow responses $10 coffee was good but….seems a bit much. Good location. Overall there’s other nice hotels we’ve enjoyed that are superior to this hotel and less expensive

Reviewed on 27 Jun 2026

Where to stay in Charlestown

Find the best Charlestown areas and neighborhoods for the activities you enjoy most. Learn more about Charlestown
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

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

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
The price is £155 per night from 1 Jul to 2 Jul
£155
1 Jul - 2 Jul
includes taxes & fees
9/10 Wonderful! (2,402 reviews)
"I would definitely stay again at this property."

Reviewed on 29 Jun 2026

Hyatt Regency Boston/Cambridge
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is £193 per night from 5 Jul to 6 Jul
£193
5 Jul - 6 Jul
includes taxes & fees
9.6/10 Exceptional! (4,490 reviews)
"Hotel was clean, friendly.staff, breakfast was great!!!"

Reviewed on 29 Jun 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is £126 per night from 5 Jul to 6 Jul
£126
5 Jul - 6 Jul
includes taxes & fees
9/10 Wonderful! (2,708 reviews)
"Was nice and clean evern the shared restrooms and showers were spotless"

Reviewed on 29 Jun 2026

The Revolution Hotel
See all 4,140 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
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Family Friendly Holidays

Frequently asked questions

How much does a Charlestown travel package cost?
Our Charlestown packages, which begin from just £1,021, 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.

Stay near popular Charlestown attractions

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

Bunker Hill Monument

8.8/5 (90 reviews)
Enjoy breathtaking views of Boston and delve into the region’s revolutionary history at this iconic granite monument.
See properties

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

£39
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

£59
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

£52
per adult
86% of travellers recommend
Boston Harbor Sunset Cruise
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.