Chester accommodation from AU$207

Find hotels that Aussie travellers love

More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers

Flexibility matters
24/7 support, so you can book with confidence

Unlock member prices with Mates Rates
You could save 10% or more on over 100,000 hotels right now.

Check hotel availability in Chester

Tonight
Check prices in Chester for tonight, 6 Aug - 7 Aug
6 Aug - 7 Aug
Tomorrow night
Check prices in Chester for tomorrow night, 7 Aug - 8 Aug
7 Aug - 8 Aug
This weekend
Check prices in Chester for this weekend, 8 Aug - 10 Aug
8 Aug - 10 Aug
Next weekend
Check prices in Chester for next weekend, 15 Aug - 17 Aug
15 Aug - 17 Aug

Chester stays as unique as you are

Private Holiday Rentals

Bed & Breakfast

Top hotel deals in Chester

Fullerton Inn

Fullerton Inn

2.5 out of 5
40 The Common, Chester, VT
The price is AU$234 per night
AU$234
1 Sept - 2 Sept
includes taxes & fees
0.39 km from city centre
Fullerton Inn: Inn with free breakfast and free WiFi. Located near skiing.
Breakfast included
Parking included
Free cancellation
Reserve now, pay when you stay
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

9.07 km from city centre
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area: Pet-friendly cabin with free WiFi and parking.
Kitchen
Pet-friendly
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$763 per night
AU$763
1 Sept - 2 Sept
includes taxes & fees
40.53 km from city centre
Woodstock Inn & Resort: Luxury resort with free WiFi and free valet parking. Located in the city centre.
Pool
Hot tub
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 AU$326 per night
AU$326
13 Aug - 14 Aug
includes taxes & fees
40.25 km from city centre
The Equinox Golf Resort & Spa: Luxury hotel with free parking and an indoor pool. Located in the mountains.
Pool
Hot tub
Free cancellation
Reserve now, pay when you stay
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
41.03 km from city centre
The Shire Woodstock: Pet-friendly hotel with free WiFi and free parking. Located on a river.
Pet-friendly
Parking included
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
The price is AU$238 per night
AU$238
11 Aug - 12 Aug
includes taxes & fees
42.82 km from city centre
Colonial Motel And Spa: Pet-friendly motel with free WiFi and free parking. Located near ski runs.
Pool
Hot tub
Free cancellation
Reserve now, pay when you stay
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
The price is AU$213 per night
AU$213
1 Sept - 2 Sept
includes taxes & fees
24.72 km from city centre
Holiday Inn Club Vacations Mount Ascutney Resort by IHG: Resort with an indoor pool and a bar/lounge. Located near ski lifts.
Pool
Restaurant
Free cancellation
Reserve now, pay when you stay
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
The price is AU$391 per night
AU$391
20 Aug - 21 Aug
includes taxes & fees
40.02 km from city centre
Kimpton Taconic Hotel by IHG: Pet-friendly hotel with outdoor pool and a bar/lounge. Located next to a golf course.
Pool
Pet-friendly
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
The price is AU$207 per night
AU$207
4 Sept - 5 Sept
includes taxes & fees
41.48 km from city centre
Hampton Inn Brattleboro: Pet-friendly hotel with free breakfast and free WiFi. Located near skiing.
Pool
Hot tub
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.

Accommodation in Chester

Chester is a fantastic place to check out, with a nice list of available hotels. There are 5 located less than 5 kilometres from the centre of the city.

\r\r

Wotif suggests taking a squiz at the Hugging Bear Inn and Shoppe and Rose Arbour Bed & Breakfast if you intend to be near the main areas.

For some alternatives, look at the Castle Hill Resort And Spa and the Mountain Lodge at Okemo Mountain Resort. They are 14 kilometres and 18 kilometres respectively from the center. Further alternatives are the Jackson Gore Inn, 20 kilometres away, and the Andrie Rose Inn, 17 kilometres.

\r\r

If you'd like to check out some nearby localities, check out Springfield and Ludlow. Head 11 kilometres to the east of Chester and you'll locate Springfield. Alternatively, Ludlow is 17 kilometres to the northwest. Accommodations in Springfield are the Holiday Inn Express Springfield and Hartness House Inn. The Winterplace at Okemo Mountain and Solitude Village on Okemo Mt. Resort are some of the options in Ludlow.

\r\r

Get your fix of local sport with a visit to Thompson Arena, which is situated to the northeast of Chester. Want to stay close by? The Hanover Inn Dartmouth and the Six South St Hotel could both be just what you're looking for.

\r\r

At Wotif, we live, breathe and sleep travel! So when it's time to take in all the sounds, sights and delights of Chester, we'd love to get you there.

Chester hotels essential information

Accommodation
2,972 hotels
Lowest Price
AU$207
Highest Price
AU$763
Popular hotels
Fullerton Inn, Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area, Woodstock Inn & Resort, The Equinox Golf Resort & Spa, The Shire Woodstock, Colonial Motel And Spa, Holiday Inn Club Vacations Mount Ascutney Resort by IHG, Kimpton Taconic Hotel by IHG, Hampton Inn Brattleboro

Frequently asked questions

How many days should I spend in Chester?
Well, dear traveller, you've got some decisions to make. Start with the purpose of your stay — are you going for relaxation, exploration or a certain event? Also take into account your budget, preferred travel pace and everything you want to do and see. When you've done all the legwork, Wotif has a hotel in Chester with your name on it.
Where should a first-time tourist stay in Chester?
If you've never visited Chester before, make your trip as easy as possible. Stay someplace central so you'll be close to the best attractions, transport options and things like restaurants and convenience stores. Be on the lookout for Chester hotels that are in good locations and come highly recommended by other first-time travellers.
How much does a Chester hotel cost?
That depends on what kind of digs you're after but we've got your back (and your wallet's best interests at heart) with our awesome Chester hotel deals. Begin the search for your Chester hotel by clicking on your holiday dates, then use our filters to fine-tune the results by budget, property type, amenities and more. December, January and February are the high season months, so avoiding these will help you lock in AU$207 cheap accommodation in Chester.
How do I get a cheap hotel in Chester?
Master the art of finding cheap hotels in Chester with some of these tips and tricks:

  • Choose midweek stays: Room rates tend to be cheaper from Mondays through to Thursdays.
  • Say yes to savings: Set up a Wotif member account and join those in the know who enjoy Mates Rates, including discounts of 10% or more.
  • Book during low season: March, April and August are Chester's least busy months which means low prices galore.
  • Filter, filter, filter, dear friend: Use our handy filter tool to narrow your search, then sort by the lowest price to find the best deals.

What is the best area to stay in Chester?
Check out the vibrant Chester Depot neighbourhood. Or, for other Chester accommodation options nearby, click on "View map" at the top of the page. Wherever you decide to kick back here, Wotif will help you find the primo location for your Chester hotel.

New reviews! Best hotels in Chester

Fullerton Inn
Great Inn in a quaint town.
5 / 5
A wonderful little Inn with such a pleasant owner and just a great vibe there. Would absolutely recommend for a summer or winter stay. Can imagine it is beautiful in the winter.
A verified traveller stayed at Fullerton Inn
Posted 3 days ago
Fullerton Inn

Neighbourhoods

Nearby cities

Near an Attraction

Hotels near an airport

More accommodations in Chester

Top hotels

^Eligibility requirements and conditions apply.