Charlestown Holidays

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Charlestown Holiday

Our pick of the best Charlestown Hotel Deals

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

2940 State Route 103 Cavendish VT
NZ$232
18 Oct - 19 Oct
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"There was toys and garbage in couch Also had person belongings from other tenants I. Chair and kitchen cabinet top right They give you an oven but nothing to cook on in it only a bread pan ? Fireplace e knob was broke so didn’t turn on there were screws hanging out of 2 doors in room Was expensive ..."

Reviewed on 21 Sept 2026

Pointe at Castle Hill Resort
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

111 Jackson Gore Road Ludlow VT
Fully refundableReserve now, pay when you stay
NZ$351
30 Sept - 1 Oct
includes taxes & fees
8.6/10 Excellent! (901 reviews)
"Nice"

Reviewed on 21 Sept 2026

Jackson Gore Village, A Vail Resorts Property
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

1403 New Hampshire Rte 103 Newbury NH
Fully refundableReserve now, pay when you stay
NZ$200
4 Oct - 5 Oct
includes taxes & fees
8.4/10 Very good! (275 reviews)
"No frills but very clean. Nice touch with the turntable in the room."

Reviewed on 21 Sept 2026

Hideaway Inn Mt.Sunapee
See all 1,484 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.

Stay near popular Charlestown attractions

Connecticut River State Park

This forested sanctuary offers a moderately challenging 2.5-mile trail with rewarding woodland views. Tackle the initial steep ascent in the morning hours when the trail is quieter and cooler.
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Morningside Flight Park

Soar above the Connecticut River Valley with tandem hang gliding and paragliding at Morningside Flight Park. Also enjoy zip-lining and outdoor laser tag at this premier New England adventure destination.
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The Fort at No.4 Open Air Museum

Step back in time at this reconstructed colonial frontier village, where costumed interpreters bring 1746 to life. Witness authentic demonstrations of 18th-century crafts and daily life.
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Swan Commons

Swan Commons offers a tranquil green space in the heart of Charlestown for picnics and leisurely strolls. Bring a blanket and enjoy this peaceful local gathering spot near the Town Hall and Post Office.
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Spaulding Wildlife Management Area

This 3,000-acre nature reserve showcases diverse wetlands, forests, and fields teeming with wildlife. Explore trails for exceptional birdwatching, or find a quiet spot near Spaulding Pond for fishing and photography.
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Silsby Free Public Library

This historic Romanesque library has served Charlestown since 1894, housing over 20,000 books and media items. Browse the extensive collection or attend community events like Baby Goat Therapy in this architectural gem.
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Hubbard Hill State Forest

This peaceful 757-acre forest offers a moderate 3.9-mile trail through diverse terrain and quiet woodlands. Hikers can enjoy the serene natural setting while exploring paths that connect to local routes.
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Glidden Island

Glidden Island offers a tranquil escape in New Hampshire's natural landscape, untouched by development. Paddle to this Connecticut River sanctuary for birdwatching and quiet reflection away from tourist crowds.
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What to do in Charlestown

Colonial Flintlock Musket Experience

Colonial Flintlock Musket Experience

NZ$216
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.