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$587 per night from 16 Mar to 17 Mar
AU$587
includes taxes & fees
16 Mar - 17 Mar
Woodstock Inn & Resort: Luxury resort with free WiFi and free valet parking. Located in the city centre.
Perfect Spot
"The Woodstock Inn & Resort is the quintessential New England inn. Walk in the lobby and you are greeted by a large warm fire. The staff at all levels were gracious and helpful. The room was large, well decorated and extremely comfortable. Great location to walk downtown even with single digit temperatures. ..."

Reviewed on 22 Feb. 2025

Woodstock Inn & Resort
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
Fully refundableReserve now, pay when you stay
The price is AU$234 per night from 4 Mar to 5 Mar
AU$234
includes taxes & fees
4 Mar - 5 Mar
Mountaineer Inn: Pet-friendly motel with free WiFi and free parking. Located near skiing.
"Food choice limited for continental breakfast. staff friendly. pool table had torn felt and 2 sets of balls."

Reviewed on 5 Feb. 2025

Mountaineer Inn
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$221 per night from 2 Mar to 3 Mar
AU$221
includes taxes & fees
2 Mar - 3 Mar
Fullerton Inn: Inn with free breakfast and free WiFi. Located near skiing.
"The Fullerton is a beautiful quaint in. We enjoy staying there year after year easy drive to ski at Okemo. The only suggestion is to get a fireplace working in the main lobby, even if it’s gas, or a fire log! This is a great unused gathering spot at the inn!"

Reviewed on 19 Feb. 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.