Chester Holiday Packages

Save when you book Chester package deals

Choose two or more items and save on your trip:

Book your Chester holiday

Wotif will help you save!

Combine your flights and accommodation into one simple package deal.

Your Chester holiday is about to get way more fun.

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 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

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St, Manchester Center, VT
Fully refundableReserve now, pay when you stay
The price is NZ$263 per night from 5 Jan to 6 Jan
NZ$263
includes taxes & fees
5 Jan - 6 Jan 2025
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
"Great place! Great location. Staff was above and beyond. Front deck ladies were a riot."

Reviewed on 9 Dec. 2024

Hampton Inn and Suites Manchester
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is NZ$660 per night from 20 Jan to 21 Jan
NZ$660
includes taxes & fees
20 Jan - 21 Jan 2025
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. ...
Nice place to stay!
"The garden level hallways needs a facelift. Room was fine but the corridor carpet had stains and it looked a little dingy. Expected more for a 5 star resort."

Reviewed on 19 Dec. 2024

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$432 per night from 30 Dec to 31 Dec
NZ$432
includes taxes & fees
30 Dec - 31 Dec
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. ...
"Breakfast was great. The owner is super nice"

Reviewed on 14 Dec. 2024

Stone Hearth Inn and Eatery
Don't see what you're looking for?
See all available properties in Chester
View all properties
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.