Charlestown Holidays

Book a Hotel + Flight or Car together to unlock savings

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 4.319.133 ₫ per night from 16 Mar to 17 Mar
4.319.133 ₫
4.923.811 ₫ total
includes taxes & fees
16 Mar - 17 Mar
8.6/10 Excellent! (817 reviews)
"Staff was great, very friendly and helpful"

Reviewed on 21 Feb 2025

Pointe at Castle Hill Resort
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel
3 out of 5
485 Hotel Road, Brownsville, VT
Fully refundable
The price is 3.041.283 ₫ per night from 4 Mar to 5 Mar
3.041.283 ₫
3.663.340 ₫ total
includes taxes & fees
4 Mar - 5 Mar
8.8/10 Excellent! (672 reviews)
"This was a great place to stay with my family of 4. We went skiing at Crotched Mountain, Okemo and Sunapee while we were there and enjoyed being relatively close to so many mountains. Complaints about the hotel are minimal. The heat makes annoying noises at night and we could have used some extra ..."

Reviewed on 21 Feb 2025

Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel
The Putney Inn
The Putney Inn
2.5 out of 5
57 Putney Landing Rd, Putney, VT
Fully refundableReserve now, pay when you stay
The price is 2.389.580 ₫ per night from 11 Mar to 12 Mar
2.389.580 ₫
2.604.642 ₫ total
includes taxes & fees
11 Mar - 12 Mar
8.2/10 Very Good! (1,003 reviews)
"Great stopover for our Vermont ski trip"

Reviewed on 26 Feb 2025

The Putney Inn
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?
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.

Popular places to visit