Name: Pointe at Castle Hill Resort
Price range: CA $187
Rating: 8.8

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Your Chester Vacation

Excellent adventures await when you reserve a Chester vacation package. Whether you're a history buff, art enthusiast or just a traveler who loves to experience new places, there's something for everyone in this lively city. Need some ideas on what to see or do first during your trip to Chester? Don't miss leading attractions like DaVallia Art & Accents. Your ultimate Chester vacation is just clicks away. Search flights, accommodations and more on Expedia for a trip that's tailored to suit your travel style.

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Chester Hotel Deals

Fullerton Inn

40 The Common Chester VT

CA $176

CA $192 total

May 13 - May 14

includes taxes & fees

8.2/10 Very Good! (434 reviews)

Fun stay at a neat old inn in a very convenient and lovely location, walking distance to good food and shopping. This is an older hotel that doesn’t have all the updated and most modern conveniences but if it did, it would be twice as expensive and I probably would not have stayed there. And it would ...

Reviewed on May 10, 2026

Woodstock Inn & Resort

Fourteen The Green Woodstock VT

CA $491

CA $600 total

May 26 - May 27

includes taxes & fees

9.4/10 Exceptional! (576 reviews)

Everything was excellent

Reviewed on May 5, 2026

Pointe at Castle Hill Resort

2940 State Route 103 Cavendish VT

CA $187

CA $213 total

May 26 - May 27

includes taxes & fees

8.8/10 Excellent! (1,004 reviews)

Best in the area. Food was great staff was great. The room was a nice getaway.

Reviewed on May 11, 2026

See all 3,117 properties in Chester

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.