Chester accommodation from AU$164

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Check hotel availability in Chester

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Top hotel deals in Chester

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$607 per night
AU$607
30 Nov - 1 Dec
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 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 in the mountains.
Pet-friendly
Parking included
Free cancellation
Reserve now, pay when you stay
Jackson Gore Village

Jackson Gore Village

3 out of 5
111 Jackson Gore Road, Ludlow, VT
The price is AU$349 per night
AU$349
13 Nov - 14 Nov
includes taxes & fees
20.29 km from city centre
Jackson Gore Village: Family-friendly hotel with free WiFi and free valet parking. Located next to a golf course.
Pool
Hot tub
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$328 per night
AU$328
1 Dec - 2 Dec
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 in a state park.
Pool
Pet-friendly
Free cancellation
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road, Brattleboro, VT
The price is AU$181 per night
AU$181
16 Nov - 17 Nov
includes taxes & fees
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
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$226 per night
AU$226
9 Nov - 10 Nov
includes taxes & fees
14.11 km from city centre
Pointe at Castle Hill Resort: Business-friendly hotel with free WiFi and free parking. Located near ski lifts.
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$268 per night
AU$268
12 Nov - 13 Nov
includes taxes & fees
40.25 km from city centre
The Equinox Golf Resort & Spa: Luxury hotel with free parking and an indoor pool. Located near skiing.
Pool
Hot tub
Free cancellation
Reserve now, pay when you stay
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road, Keene, NH
The price is AU$169 per night
AU$169
9 Nov - 10 Nov
includes taxes & fees
44.39 km from city centre
Days Inn by Wyndham Keene NH: Pet-friendly hotel with free breakfast and free WiFi. Located in a shopping district.
Breakfast included
Pet-friendly
Free cancellation
Reserve now, pay when you stay
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
The price is AU$164 per night
AU$164
4 Dec - 5 Dec
includes taxes & fees
41.12 km from city centre
Mountaineer Inn: Pet-friendly motel with free WiFi and free parking. Located near ski runs.
Pool
Pet-friendly
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
2,994 hotels
Lowest Price
AU$164
Highest Price
AU$607
Popular hotels
Woodstock Inn & Resort, The Shire Woodstock, Jackson Gore Village, Kimpton Taconic Hotel by IHG, The Covered Bridge Inn, Pointe at Castle Hill Resort, The Equinox Golf Resort & Spa, Days Inn by Wyndham Keene NH, Mountaineer Inn

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$164 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

The Covered Bridge Inn
Wotif Verified Review
5 / 5
Quiet, easy to get to right off the highway with lots of quick eats within walking distance. Staff was friendly and helpful with any requests.
A verified traveller stayed at The Covered Bridge Inn
Posted 3 days ago
The Covered Bridge Inn

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