Chester Holiday Packages

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Many travellers see savings of up to . Also, you'll be able to mix and match from more than 550 airlines and 665,000 properties.

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Chester Accommodation

You'll need to act fast if you want to book accommodation in Chester. There are only 5 properties in the surrounding area.

Supposed to have organised somewhere to stay by now? Left it to the last minute? No need to stress — we've got you covered. Try out the Inn Victoria (321 Main St) or the Chester House Inn (266 Main St).

Car Hire in Chester

If you were thinking about renting a set of wheels right at Rutland Southern Vermont Regional Airport, you'll have to think twice. But don't panic! Climb into a cab, make the quick trip to Enterprise (131 S Main Street) and you'll be holding the keys to a rental car soon enough.

Holidays to Chester

Forgot that day in class when you were taught some basic info about Chester? There's no need to have a tanty over your lack of geography skills — we'll let you in on the essentials.

Chester is not far from a couple of significant cities. You can get to this town from Claremont, which is 25 kilometres away to the northeast. Keene is also just 45 kilometres to the southeast.

If you're into knowing bits of trivia about the place you're travelling to, you might be interested to hear that the population of this part of Central Vermont- Killington is around 3 000.

Top Chester hotels

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is NZ$678 per night from 23 Feb to 24 Feb
NZ$678
includes taxes & fees
23 Feb - 24 Feb
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
"Definitely a quaint and nice property. Spa didnt have availability so book super early"

Reviewed on 17 Jan. 2025

Woodstock Inn & Resort
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
698 VT-11, Chester, VT
Fully refundableReserve now, pay when you stay
The price is NZ$638 per night from 27 Jan to 28 Jan
NZ$638
includes taxes & fees
27 Jan - 28 Jan
Stay at this 3-star B&B in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Terrific spot!
"Wonderful old building with tons of character and charm. Loved the stay, the food was terrific, and the owner couldn't have been more inviting and helpful!"

Reviewed on 13 Jan. 2025

Stone Hearth Inn and Eatery
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
The price is NZ$371 per night from 28 Jan to 29 Jan
NZ$371
includes taxes & fees
28 Jan - 29 Jan
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, a full-service spa, and 4 restaurants. Our guests praise the property condition in our ...
"amazing"

Reviewed on 17 Jan. 2025

The Equinox Golf Resort & Spa
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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.