Chester hotels

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Best Chester hotels

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R2 934 - R2 987R2 987 - R3 040R3 040 - R3 092R3 092 - R3 145R3 145+ per night

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Most recommended Chester hotels

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Hugging Bear Inn and Shoppe - Chester
Hugging Bear Inn and Shoppe
Chester, VT, United States
9.1Wonderful(158)
R2 934+
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Rose Arbour Bed and Breakfast - Chester
Rose Arbour Bed and Breakfast
Chester, VT, United States
5.1Fair(1)
Free Wi-Fi
R3 145+
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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 373+
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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 584+
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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
R3 672+
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The Karass Inn - Chester
The Karass Inn
Chester, VT, United States
8.8Very Good(162)
Free Wi-Fi
Air conditioning
R4 375+
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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 334+
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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 833+
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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 833+
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Country Riverside Retreat - Chester
Country Riverside Retreat
Chester, VT, United States
R7 256+
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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 347+
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\'Everything Vt\' Getaway Centrally Located: Ski, Shop, Golf, Hike, Relax - Chester - Living room
\'Everything Vt\' Getaway Centrally Located: Ski, Shop, Golf, Hike, Relax
Chester, VT, United States
Free Wi-Fi
Pet-friendly
Air conditioning
R9 400+
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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 805+
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Inn Victoria - Chester
Inn Victoria
Chester, VT, United States
9.6Wonderful(82)
Parking
Free Wi-Fi
Air conditioning
R11 490+
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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 116+
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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
R21 593+
Check availability
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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 R42 093. In comparison, January is the most expensive month, with prices at R129 050.

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 R39 065. The highest prices are found on Thursday, with average rates at R73 184.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

June
January
R3 317
R3 600
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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