Charlestown Chalets

Hang gliding with Morningside Flight Park! AMAZING! For $175, you will be strapped into a tandem hang-glider and towed up for a 10-minute flight over the Connecticut River Valley. Your instructor will do all the work if you'd rather, OR they will let you try controlling the aircraft while you're drifting through the air!

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Our top choices for Charlestown chalets

Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

Plymouth

Julie-Anne B.

HK$5,493 total

includes taxes & fees

9 Feb - 10 Feb

Stratton A-Frame: Boot Warmers EV Hot Tub Sauna,1 Gbps, Manchester Okemo MT Snow

Jamaica

"Couldn't be better! Outstanding! We had our family holiday ski trip from Dec 25-29th,2025. The amenities were second to none. The hot tub, sauna and fire pit made the winter warm! The house was clean comfortable and very cozy. The kitchen was extremely well appointed (sharp knives!). The staples available (coffee, tea, oil, spices etc.) were high quality and the best I've ever experienced in a short term rental. The beds and bedding were very comfortable! Most immortality the hosts were very...

Laird N.

HK$6,160 total

includes taxes & fees

28 Jan - 29 Jan

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Top Charlestown Hotel Reviews

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

10/10 Excellent

"Clean and spacious suite, nice staff and the amenities were great….."

Hampton Inn & Suites Keene

10/10 Excellent

"I reserved 2 rooms to accommodate my daughter and 4 grandchildren. We were met by a very welcoming staff who gave me adjoining rooms. The rooms provided enough individual spots for building Lego’s and playing with dinosaurs and even space for the youngest to safely run between the rooms. The heated pool was the highlight of our weekend; it was secure, well lit and a place where we all had the most family time fun."

Best Western Springfield Hotel

10/10 Excellent

"They allowed us to check in early- with no fee. Staff was so kind and quick thinking when we got there. Our toddler stated she needed to use the restroom and the woman at the front desk gave my husband a key to the bathroom ASAP- even before we checked in. Hotel was clean- EVERYWHERE!! Very happy with the complementary breakfast also! Staff was constantly moving to make sure it was fully stocked at all times! We will be back! "

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