Charlestown Trips (flight + hotel)

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Top hotels in Charlestown

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
Fully refundableReserve now, pay when you stay
The price is P6,630 per night from Sep 1 to Sep 2
P6,630
P8,019 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (724 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 Aug 1, 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 P7,276 per night from Aug 10 to Aug 11
P7,276
P7,895 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (864 reviews)
"Dillon, your front desk associate was amazing. Easy to work with and extremely accommodating. A real asset to the hotel."

Reviewed on Jul 26, 2025

Keene Elm City Hotel, Ascend Hotel Collection
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd, Putney, VT
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,003 reviews)
Great value
"This hotel is very clean, and has a really helpful staff. Good shower, strong wi-fi. All for a very reasonable price."

Reviewed on Jul 31, 2025

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The Putney Inn
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

P7,314
per adult
100% of travellers recommend
Colonial Flintlock Musket Experience
See all activities in Charlestown

Frequently asked questions

How much does a Charlestown vacation 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 vacation to Charlestown costs.
What are the cheapest months to go to Charlestown?
If you'd like to snag a cheap Charlestown vacation 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 travelers.
How many days is enough for Charlestown?
The ideal duration for your Charlestown vacation 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," "Traveler 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 vacation as a package?
Expedia vacation 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 customized Charlestown vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation 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, favorite 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 accommodations 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 accommodations: Once you've nailed down your trip dates and duration, book the perfect Charlestown vacation package for you.

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