Charlestown Vacation Packages

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Your Charlestown Vacation

When a city break is calling your name, answer it with a vacation package to Charlestown. With all your travel arrangements taken care of before you go, all you need to do here is concentrate on enjoying yourself. When it's time to head out and explore, be sure to put Vermont Country Store and The Fort at No.4 Open Air Museum on the itinerary for your trip to Charlestown. Stop dreaming and start doing. Check out the broad range of options on Expedia today and put your Charlestown vacation plans into action!

Top Charlestown Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hideaway Inn Mt. Snow
Latchis Hotel
The Shire Woodstock
Chalet 239
Jackson Gore Village, A Vail Resorts Property

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Charlestown Hotel Deals

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
The price is CA $192 per night from Apr 7 to Apr 8
CA $192
CA $219 total
Apr 7 - Apr 8
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
There's a cute little town nearby with a great coffee shop.

Reviewed on Mar 26, 2026

Pointe at Castle Hill Resort
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2 out of 5
1403 New Hampshire Rte 103 Newbury NH
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from Mar 30 to Mar 31
CA $188
CA $204 total
Mar 30 - Mar 31
includes taxes & fees
8.8/10 Excellent! (149 reviews)
Well maintained, nicely decorated and ticked all of our boxes. I highly recommend staying here.

Reviewed on Mar 27, 2026

Hideaway Inn Mt.Sunapee
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 refundable
The price is CA $179 per night from Mar 29 to Mar 30
CA $179
CA $217 total
Mar 29 - Mar 30
includes taxes & fees
9/10 Wonderful! (818 reviews)
It was great to have so many amenities on site. It felt like a home away from home.

Reviewed on Mar 22, 2026

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
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

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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.