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.

Wotif boasts some of the most attractive deals under the sun. Start packing — right now is the time to take to the skies.

Chester Accommodation

You'll need to act fast if you want to book accommodations 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 AU$580 per night from 26 May to 27 May
AU$580
includes taxes & fees
26 May - 27 May
Woodstock Inn & Resort: Luxury resort with free WiFi and free valet parking. Located near skiing.
"The Woodstock Inn is beautiful. Nice having access to the Athletic Club and a shuttle."

Reviewed on 22 Apr. 2025

Woodstock Inn & Resort
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 AU$241 per night from 30 Apr to 1 May
AU$241
includes taxes & fees
30 Apr - 1 May
Holiday Inn Club Vacations Mount Ascutney Resort by IHG: Resort with an indoor pool and a bar/lounge. Located near ski runs.
Great value
"Beautiful property at Mt. Asutney. Tons of space. Nice restaurant. Looks as good in real lfe as it does in the pictures."

Reviewed on 21 Apr. 2025

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Fullerton Inn

Fullerton Inn

2.5 out of 5
40 The Common, Chester, VT
Fully refundableReserve now, pay when you stay
The price is AU$219 per night from 30 Apr to 1 May
AU$219
includes taxes & fees
30 Apr - 1 May
Fullerton Inn: Inn with free breakfast and free WiFi. Located near skiing.
"Excellent service to help resolve reservation mix up. Small but serviceable room. Very limited breakfast. On premises restaurant was excellent for dinner"

Reviewed on 22 Mar. 2025

Fullerton Inn
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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.