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Hotels from CHF 66
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Most frequently booked hotels in Chester

D. Hotel Suites & Spa

La Quinta Inn & Suites by Wyndham Springfield MA

The Yankee, Trademark Collection by Wyndham

Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Red Lion Inn

Quality Inn West Springfield

Berkshire Mountain Lodge

Courtyard by Marriott West Springfield

Berkshires Untold

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Riverdale Inn

Hotel Northampton

Hampton Inn West Springfield

Blue – A Modern Hotel, an Ascend Collection Hotel

The Ellery
Finding Chester Hotels
Chester is a good place to explore, but if it's hard to find accommodation and you're looking for more choices, these towns close by may have more of what you like.
- 2 hotels in Middlefield
- 5 hotels in Huntington
- 46 hotels in Becket
Exploring Chester
The city of Chester has some interesting things to see and do. Popular attractions in and around Chester include:
- Chester Town Hall
- Pyramid Lake
- Blandford Ski Area
- Jacob's Pillow
- Otis Ridge
- Chesterfield Gorge
- Otis Reservoir
When arranging your Chester getaway, you can also use ebookers to look for a convenient flight into Westfield, MA (BAF-Barnes Municipal) Airport. You can narrow down your search by number of stops, airline or time of departure to find the one that'll meet your needs.
When is the Best Time to Explore Chester?
If you're wondering when is the best time of year to visit Chester, you might find this info about seasonal weather useful when you are planning your trip. The warmest months in Chester are typically July and August, whereas the coldest months are usually January and February. The months with the most rain are July and August, whereas January and November have the least.
Here's an overview on how much rain you can expect and what the temperatures are going to be like:
- From January to March, the average daytime temperature is 5°C and at night it is -8°C. Seasonal average rainfall is 305 mm.
- If you visit between April and June, you can expect an average temp of 23°C during the day and 3°C at night. Average rainfall during this season is 398 mm.
- The daytime average temp from July to September is 26°C and the night-time average is 12°C. Average precipitation for this season is 465 mm.
- Between October and December, the average temp during the day is 15°C and -4°C at night. Seasonal average rain is 398 mm.
- The average annual rainfall in Chester is 1566 mm.
Chester hotels essential information
Accommodation | 844 hotels |
|---|---|
Lowest Price | CHF 66 |
Highest Price | CHF 167 |
Popular hotels | D. Hotel Suites & Spa, La Quinta Inn & Suites by Wyndham Springfield MA, The Yankee, Trademark Collection by Wyndham, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Red Lion Inn, Quality Inn West Springfield, Berkshire Mountain Lodge, Courtyard by Marriott West Springfield, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Riverdale Inn, Hotel Northampton, Hampton Inn West Springfield, Blue – A Modern Hotel, an Ascend Collection Hotel, The Ellery |
Recently reviewed Chester hotelsebookers verified reviews

Quality Inn West Springfield
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