Charlestown Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Price was €1,154, price is now €903 per person
€903
per person
23 Aug - 28 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,169 reviews)
The location was off the beaten path and so nice. A beautiful fountain, tennis courts, and a quick connection to a private beach.

Reviewed on 5 Jul 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was €3,029, price is now €1,863 per person
€1,863
per person
9 Aug - 14 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,002 reviews)
Location

Reviewed on 5 Jul 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Price was €1,830, price is now €1,307 per person
€1,307
per person
7 Sept - 13 Sept
found 1 hour ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (5,105 reviews)
Perfect location to see freedom trail.staff were fantastic

Reviewed on 6 Jul 2026

The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Price was €1,783, price is now €1,366 per person
€1,366
per person
9 Aug - 14 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (2,387 reviews)
The rooms were dirty we found candy bags behind bed . Pieces of a game. The rugs were dirty.

Reviewed on 6 Jul 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was €1,300, price is now €1,003 per person
€1,003
per person
1 Oct - 4 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (1,524 reviews)
Quiet Clean Location Good Stay 👍

Reviewed on 4 Jul 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

4.5/5(95 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

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
The price is €188 per night from 2 Aug to 3 Aug
€188
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (2,414 reviews)
"Everyone was amazing I wish I could remember the young lady that helped me from the front desk ! She was amazing"

Reviewed on 6 Jul 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 €222 per night from 26 Jul to 27 Jul
€222
26 Jul - 27 Jul
includes taxes & fees
9.6/10 Exceptional! (4,524 reviews)
"Great hotel!"

Reviewed on 6 Jul 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 €162 per night from 2 Aug to 3 Aug
€162
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (2,715 reviews)
"We stayed in Boston for one night and it was hard to find somewhere cost effective. Therefore, we opted for this hotel on a whim, never using a shared bathroom before so we were a bit apprehensive. We were so pleasantly surprised at the room, it was very well thought out on the design and layout. ..."

Reviewed on 5 Jul 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.

Frequently asked questions

How much does a Charlestown holiday package cost?
Starting from as low as €903, a package is your ticket to inexpensive travel. Customize your Charlestown trip by selecting from our wide range of hotels, flights and rental cars.
How do I get a cheap travel package to Charlestown?
Book everything in one place with our Charlestown holiday packages. We have deals on hotels, flights and more that'll keep your bank account happy and your sense of adventure alive. And, with more than 550 air carriers and 1,000,000 hotel options around the globe to choose from, there are endless opportunities to mix and match.
Where should I stay in Charlestown?
A journey to Charlestown has to include Fenway Park and TD Garden. Stay somewhere close by and easily access these fantastic sights.
What are the top hotels in Charlestown?
Moroccan Boutique Guest House and Top Of The World Charlestown Boston Ma are a couple of the most sought-after properties in Charlestown. Why not take a look at the amenities and facilities at each and then decide?
How far in advance should I book my Charlestown holiday?
Get rewarded with the widest variety at the lowest prices by booking your Charlestown holiday early. Air carriers usually sell flights around a year prior to departure, so start locking things in as soon as you can. That being said, Expedia is dedicated to providing you with the best deals around, so it's always a good time to book your dream holiday!
What does an Expedia Charlestown travel package include?
With Expedia, you can select a combination of flights, car rentals and hotels to create your perfect Charlestown travel package. Once you've made your booking, you can add on the fun things like tours and experiences. Remember, the more you bundle, the more cash you'll save!
What should I know before booking a Charlestown travel package?
When you book your hotels, flights and car rentals together, you'll enjoy terrific discounts. Whether you're organising a beach escape in a villa or want to stay in a luxurious city hotel, Expedia will help make it happen.
Can I choose my airline with a Charlestown Expedia holiday package?
Yes, you're in charge. Expedia has access to more than 550 airlines around the world, so you can design your Charlestown getaway according to your travel needs.
If I'm not able to travel, can I cancel my Charlestown holiday package?
Because we understand life can be unpredictable, the answer is yes. For more information, check out our Customer Service Portal. But generally speaking, if you've booked your Charlestown holiday package in the last 24 hours, you may be able to change or cancel it without penalty. Your hotel, airline or car rental company may charge a fee if your booking is older than that.

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

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

€45
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Tour of Historic Fenway Park, America's Most Beloved Ballpark

Tour of Historic Fenway Park, America's Most Beloved Ballpark

€39
per adult
98% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
Go City: Boston All-Inclusive Pass with 45+ Attractions

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

€69
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
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.