Chester accommodation from AU$176

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Check hotel availability in Chester

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Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
698 VT-11, Chester, VT
The price is AU$372 per night
AU$372
includes taxes & fees
4 Nov - 5 Nov
2.35 km from city centre
Stone Hearth Inn and Eatery: Bed & breakfast with free breakfast and free WiFi. Located near skiing.
Free cancellation
Reserve now, pay when you stay
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
5 Village Lodge Road, Stratton, VT
The price is AU$265 per night
AU$265
includes taxes & fees
5 Nov - 6 Nov
30.07 km from city centre
The Black Bear Lodge at Stratton Mountain Resort: Family-friendly resort with free breakfast and free WiFi. Located next to a golf course.
Hot tub
Breakfast included
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$596 per night
AU$596
includes taxes & fees
1 Dec - 2 Dec
40.53 km from city centre
Woodstock Inn & Resort: Luxury resort with free WiFi and free valet parking. Located near skiing.
Pool
Hot tub
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road, Brattleboro, VT
The price is AU$176 per night
AU$176
includes taxes & fees
10 Nov - 11 Nov
42.39 km from city centre
The Covered Bridge Inn: Business-friendly hotel with free breakfast and free WiFi. Located near skiing.
Breakfast included
Parking included
Free cancellation
Reserve now, pay when you stay
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
The price is AU$177 per night
AU$177
includes taxes & fees
12 Nov - 13 Nov
42.82 km from city centre
Colonial Motel And Spa: Pet-friendly motel with free WiFi and free parking. Located near skiing.
Free cancellation
Reserve now, pay when you stay
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way, West Dover, VT
The price is AU$272 per night
AU$272
includes taxes & fees
4 Nov - 5 Nov
40.99 km from city centre
Mount Snow Grand Summit Resort: Ski resort with free WiFi and free valet parking.
Pool
Spa
Free cancellation
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St, Manchester Center, VT
The price is AU$227 per night
AU$227
includes taxes & fees
24 Nov - 25 Nov
39.11 km from city centre
Hampton Inn and Suites Manchester: Pet-friendly hotel with free breakfast and free WiFi. Located in the mountains.
Free cancellation
Reserve now, pay when you stay
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103, Cavendish, VT
The price is AU$269 per night
AU$269
includes taxes & fees
3 Nov - 4 Nov
14.11 km from city centre
Pointe at Castle Hill Resort: Business-friendly hotel with free WiFi and free parking. Located near skiing.
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
The price is AU$290 per night
AU$290
includes taxes & fees
14 Nov - 15 Nov
41.03 km from city centre
The Shire Woodstock: Pet-friendly hotel with free WiFi and free parking. Located in the mountains.
Free cancellation
Reserve now, pay when you stay
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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.

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.

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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.

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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.

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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.

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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
2,866 hotels
Lowest Price
AU$176
Highest Price
AU$596
Popular hotels
Stone Hearth Inn and Eatery, The Black Bear Lodge at Stratton Mountain Resort, Woodstock Inn & Resort, The Covered Bridge Inn, Colonial Motel And Spa, Mount Snow Grand Summit Resort, Hampton Inn and Suites Manchester, Pointe at Castle Hill Resort, The Shire Woodstock

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$176 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

Woodstock Inn & Resort
Relaxing stay!
5 / 5
Lovely property. Peggy at the front desk was particularly helpful. There are only two electric car chargers. Need more.
A verified traveller stayed at Woodstock Inn & Resort
Posted 6 days ago
Woodstock Inn & Resort

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