Charlestown Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by The Curious Zephyr

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Charlestown Holiday

Our pick of the best Charlestown Hotel Deals

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
485 Hotel Road, Brownsville, VT
The price is NZ$233 per night from 1 Sept to 2 Sept
NZ$233
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (725 reviews)
"Everything was very well taken care of except the pool building which was an awful first impression of the property since it is the first thing you see upon arrival. Rotten and decaying siding and what isn’t is In need of repainting. A sharp contrast to the rest of the buildings and grounds which ..."

Reviewed on 1 Aug. 2025

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
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 NZ$230 per night from 12 Aug to 13 Aug
NZ$230
12 Aug - 13 Aug
includes taxes & fees
8.4/10 Very Good! (869 reviews)
"I had a good experience everything was cleaned and staff was friendly. Breakfast was great and the pool was nice temperature and clean. ENJOYED my stay. Thank you for a pleasant one."

Reviewed on 4 Aug. 2025

Keene Elm City Hotel, Ascend Hotel Collection
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 NZ$260 per night from 24 Aug to 25 Aug
NZ$260
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
"The front desk was awesome"

Reviewed on 4 Aug. 2025

Best Western Plus Keene Hotel
See all 1,467 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

Colonial Flintlock Musket Experience

Colonial Flintlock Musket Experience

NZ$214
per adult
100% of travellers recommend
Colonial Flintlock Musket Experience
Vermont Wayfinders Sampler Guided Tour

Vermont Wayfinders Sampler Guided Tour

NZ$582
per traveller
Vermont Wayfinders Sampler Guided Tour
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.