Top Inns in Windsor County in 2026

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Our top choices for Windsor County inns

Fullerton Inn

Chester Depot

Elizabeth A

Rp2.891.548 total

includes taxes & fees

30 Jun - 1 Jul

Kedron Valley Inn

South Woodstock

Andrew

Rp5.175.719 total

includes taxes & fees

1 Jul - 2 Jul

The Inn at Weathersfield

Perkinsville

LUDJANE

Rp4.295.702 total

includes taxes & fees

7 Jul - 8 Jul

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Top Windsor County Hotel Reviews

Hotel Coolidge

10/10 Excellent

"Everything was great. A warning that the shower water takes a while to warm up would be helpful but otherwise all was well. We were on the third floor. I’m not sure if that makes a difference with the plumbing."

Sleep Woodstock Motel

10/10 Excellent

"The motel had snacks, coffee, free laundry and other supplies you could help yourself to as needed. They had a picnic area that included a bonfire pit with fire supplies and smore supplies, all free. They had a variety of games and a small kitchen stocked with necessities that a family could utilize to make their stay more affordable. It was amazing. Staff were off site which was more difficult after a smoke detector failed but did answer the phone and supported. Fabulous!"

The Shire Woodstock

8/10 Good

"Beautiful setting. Under construction at the moment. Lovely fire pits along the river for evening gathering. Our room was newly renovated. Small but clean. But without storage: no bureau or closet or even a pole or place to hang clothes. Will be good to revisit once the restaurant is finished and hammering stops. Single Keurig in reception area for all the guests. Convenient grocery storage directly across the street. Lovely eateries and sites to visit within drive range. Interesting mix. I believe it is under new ownership and undergoing needed work before ski season."