Charlestown Holidays

Photo by The Curious Zephyr
    deals illustration

    Better together

    Save up to S$134 when you book a flight and hotel together*
    stays illustration

    Find the right fit

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

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Charlestown

Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3 out of 5
401 Winchester St, Keene, NH
Fully refundableReserve now, pay when you stay
The price is S$186 per night from 20 Jul to 21 Jul
S$186
20 Jul - 21 Jul
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"My Daughter And I Stayed 3 Days 4th Of July And Loved Pretty Much Everything!! Staff Were Great,Breakfast Wow Awesome, Indoor Pool,Beautiful Gazebo And Other Outdoor Lights!! Our Only Note*Rotate The Mattresses 1Side Of Bed Sinks,The Other Side Firm!! Tyvm 😁 😊 We Will Be Returning Soon!! Maureen ..."

Reviewed on 6 Jul, 2025

Best Western Plus Keene Hotel
Claremont Motor Lodge
Claremont Motor Lodge
2.5 out of 5
16 Beauregard St, Claremont, NH
Fully refundableReserve now, pay when you stay
The price is S$167 per night from 15 Jul to 16 Jul
S$167
15 Jul - 16 Jul
includes taxes & fees
8.6/10 Excellent! (349 reviews)
"Room was clean and comfortable, looked to be recently renovated,"

Reviewed on 5 Jul, 2025

Claremont Motor Lodge
Keene Elm City Hotel, Ascend Hotel Collection
Keene Elm City Hotel, Ascend Hotel Collection
2.5 out of 5
175 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
The price is S$161 per night from 16 Jul to 17 Jul
S$161
16 Jul - 17 Jul
includes taxes & fees
8.2/10 Very Good! (853 reviews)
"All was good. The room, the breakfast are all very good."

Reviewed on 7 Jul, 2025

Keene Elm City Hotel, Ascend Hotel Collection
See all 1,459 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.

What to do in Charlestown

Mountain Top Zipline Tour in Morningside Flight Park

Mountain Top Zipline Tour in Morningside Flight Park

S$75
per adult
Mountain Top Zipline Tour in Morningside Flight Park
Superman Zipline Tour in Morningside

Superman Zipline Tour in Morningside

S$127
per adult
100% of travellers recommend
Superman Zipline Tour in Morningside
Colonial Flintlock Musket Experience

Colonial Flintlock Musket Experience

S$165
per adult
100% of travellers recommend
Colonial Flintlock Musket Experience
See all activities in Charlestown

Frequently asked questions

How much does a Charlestown holiday package cost?
You'll find cheap prices on Expedia for your Charlestown break. However, a range of factors like the season, choice of hotel and length of stay will influence how much your holiday to Charlestown costs.
What are the cheapest months to go to Charlestown?
If you'd like to snag a cheap Charlestown holiday package, consider visiting in January, February and March. You'll usually find better prices on airfares and hotels during these months --- ideal for budget-conscious travellers.
How many days is enough for Charlestown?
The ideal duration for your Charlestown holiday depends on what you'd like to do. Usually, a few days to a week will give you enough time to go to all the top sights and explore some hidden treasures along the way.
How to find the best Charlestown package deals?
Landing a cheap Charlestown package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, add a few filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Charlestown package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Charlestown holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still have the freedom to create a customised Charlestown holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Charlestown?
If you're planning a spontaneous Charlestown trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Charlestown?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Charlestown.
  2. Work out your budget: Ensure you have enough money to pay for everything from meals and transportation to experiences and flights. Your accommodation will probably be the largest expense during your trip to Charlestown.
  3. Decide your trip length: Think about how much time you want to spend exploring Charlestown. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Combine your airfare and accommodation: Once you've nailed down your trip dates and duration, book the perfect Charlestown holiday package for you.

* 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.