Chester hotels

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Best Chester hotels

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Most recommended Chester hotels

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Log Cabin - Cozy, Quaint & Scenic and ready for Your Enjoyment! - Chester - Living room
Log Cabin - Cozy, Quaint & Scenic and ready for Your Enjoyment!
Chester, VT, United States
Pool
Air conditioning
R5 994+
Check availability
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley - Chester - Dining room
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
Chester, VT, United States
Free Wi-Fi
R5 994+
Check availability
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area - Chester - Restaurant
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Chester, VT, United States
Free Wi-Fi
R3 557+
Check availability
Whimsical Room & Private Bathroom in Historic Inn - Chester - Living room
Whimsical Room & Private Bathroom in Historic Inn
Chester, VT, United States
Free Wi-Fi
Air conditioning
R3 051+
Check availability
Stone Hearth Inn and Eatery - Chester - Living room
Stone Hearth Inn and Eatery
Chester, VT, United States
9.1Wonderful(135)
Parking
Free Wi-Fi
Air conditioning
R5 115+
Check availability
Indoor Hot Tub Room/10 Miles to Okemo - Chester - Living room
Indoor Hot Tub Room/10 Miles to Okemo
Chester, VT, United States
Free Wi-Fi
Air conditioning
R10 544+
Check availability
Honeymoon Suite with Jacuzzi Tub in Historic Inn - Chester - Living room
Honeymoon Suite with Jacuzzi Tub in Historic Inn
Chester, VT, United States
Air conditioning
R4 116+
Check availability
Work, Ski, Relax - Big Restored 1860s Farmhouse - Chester - Living room
Work, Ski, Relax - Big Restored 1860s Farmhouse
Chester, VT, United States
Free Wi-Fi
Pet-friendly
Air conditioning
R22 188+
Check availability
Hugging Bear Inn and Shoppe - Chester
Hugging Bear Inn and Shoppe
Chester, VT, United States
9.1Wonderful(158)
R3 015+
Check availability
Rose Arbour Bed and Breakfast - Chester
Rose Arbour Bed and Breakfast
Chester, VT, United States
6.6Okay(2)
Free Wi-Fi
R3 232+
Check availability
Spacious 1-level ranch, mtn. views, htd. flrs , fire pit, 10 mi. to Okemo! - Chester
Spacious 1-level ranch, mtn. views, htd. flrs , fire pit, 10 mi. to Okemo!
Chester, VT, United States
Air conditioning
R9 605+
Check availability
Country Riverside Retreat - Chester
Country Riverside Retreat
Chester, VT, United States
R7 456+
Check availability
The Karass Inn - Chester
The Karass Inn
Chester, VT, United States
8.8Very Good(162)
Free Wi-Fi
Air conditioning
R4 495+
Check availability
Gorgeous Log Home With Mountain Views with Hot Tub - Chester
Gorgeous Log Home With Mountain Views with Hot Tub
Chester, VT, United States
9.7Wonderful(26)
Free Wi-Fi
R19 643+
Check availability
Inn Victoria - Chester
Inn Victoria
Chester, VT, United States
9.6Wonderful(82)
Parking
Free Wi-Fi
Air conditioning
R11 807+
Check availability
House At Dream Barn Hollow - Chester
House At Dream Barn Hollow
Chester, VT, United States
R4 748+
Check availability
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R3 015 - R3 069R3 069 - R3 123R3 123 - R3 178R3 178 - R3 232R3 232+ per night

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KAYAK’s insights for hotels in Chester

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Chester with confidence.

Which month has the cheapest hotel rates in Chester?

Hotels are cheapest in Chester in June, with average rates of R44 446. In comparison, January is the most expensive month, with prices at R136 265.

What is the cheapest day of the week to book a hotel in Chester?

Tuesday offers the lowest rates in Chester, with an average nightly price of R41 248. The highest prices are found on Saturday, with average rates at R78 488.
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Good to know

Low season

June

High season

January

Average price (weeknight)

R3 409

Average price (weekend night)

R3 640
Cheapest month to stay with an average 35% drop in price.
Most expensive month to stay with an average 100% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

FAQs when booking a hotel in Chester

  • How do I find a hotel in central Chester?

    After you launch a hotel search on KAYAK, you can refine your research by neighbourhood, which allows you to pick the central Chester districts. You can also do a search using the city map to choose a specific location, like Chester city centre

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

Where to stay in Chester?

Our map will help you find the perfect place to stay in Chester by showing you the exact location of each hotel.

Everything you need to know for your stay in Chester

All hotels in Chester

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