Charlestown Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Charlestown

Pointe at Castle Hill Resort
Pointe at Castle Hill Resort
3.5 out of 5
2940 State Route 103, Cavendish, VT
The price is S$238 per night from 24 Nov to 25 Nov
S$238
includes taxes & fees
24 Nov - 25 Nov
8.6/10 Excellent! (761 reviews)
"Desk staff excellent. Maintenance employee Rick very helpful."

Reviewed on 4 Nov,2024

Pointe at Castle Hill Resort
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene Downtown
3 out of 5
75 Railroad St, Keene, NH
Fully refundableReserve now, pay when you stay
The price is S$172 per night from 8 Dec to 9 Dec
S$172
includes taxes & fees
8 Dec - 9 Dec
8.6/10 Excellent! (994 reviews)
"Well appointments room, very spacious and quiet. Fan I bathroom did not work"

Reviewed on 17 Nov,2024

Courtyard by Marriott Keene Downtown
Hampton Inn & Suites Keene
Hampton Inn & Suites Keene
2.5 out of 5
126 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
The price is S$196 per night from 1 Dec to 2 Dec
S$196
includes taxes & fees
1 Dec - 2 Dec
8.8/10 Excellent! (257 reviews)
"We had an issue with the TV in our assigned room, the staff was quick to rectify the problem. Friendly staff. This is our 3rd time staying there, and will go back"

Reviewed on 22 Nov,2024

Hampton Inn & Suites Keene
See all 1,443 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 a low , a package is your gateway to low-priced travel. Create your own Charlestown getaway by selecting from our wide range of hotels, airfares and rental cars.
How do I get a cheap travel package to Charlestown?
You’ll save tons of cash if you combine your flights, hotels and car rentals into a Charlestown holiday package. Sometimes cheap means fewer options. But that’s not the case with Expedia. We offer over 550 partner airlines and 1,000,000 properties all over the world, so you’ll always have plenty of options to choose from. Eager to save even more? Add some fun activities to your package deal to unlock even more discounts! After all, travel is about more than just getting to your destination.
Where should I stay in Charlestown?
If you aim to visit Morningside Flight Park, forget about commuting and find somewhere to stay close by. It’s one of the most popular attractions in Charlestown.
How far in advance should I book my Charlestown holiday?
Smart travellers will likely want to reserve their seats as early as possible. You can normally browse through international airfares on Expedia up to 12 months before your intended flight. If you’ve left things to the last minute, don’t despair. Discounted prices sometimes become available in the last weeks before departure.
What does an Expedia Charlestown travel package include?
Hotels, flights and a cool car for all your fun road trip adventures. Simply mix and match your favourite bundle and get access to great discounts. Once you’ve made your booking, add on a few tours and activities and watch your savings stack up. When it comes to organising your Charlestown break, you’re the one in control!
What should I know before booking a Charlestown travel package?
Bundling your bookings into a Charlestown holiday package is the easiest way to organise your trip. Not only that, you’ll save just for combining your hotels, flights and car rentals. Once you’ve booked, why not add on a tour or an activity?
Can I choose my airline with a Charlestown Expedia holiday package?
Yes, you sure can. We have more than 550 airline partners worldwide, so pick the carrier that’s a good fit for your travel preferences.
If I'm not able to travel, can I cancel my Charlestown holiday package?
Don’t stress if you’re rethinking your Charlestown holiday package — you can cancel or amend your booking. And if you’ve booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We get that life can throw the occasional spanner in the works, so make your way to our Customer Service Portal if that happens. When you’re ready to make changes, we’ll take care of it.

What to do in Charlestown

Colonial Flintlock Musket Experience

Colonial Flintlock Musket Experience

S$169
Per adult
100% of travellers recommend
Colonial Flintlock Musket Experience
See all activities in Charlestown

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.