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Stone Hearth Inn and Eatery is ranked highly by Expedia customers. This B&B offers free breakfast and free parking. Another top choice for your trip based on reviews is Fullerton Inn. See all available top hotels, or vacation rentals in Chester.

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond: This holiday home rental outside of Chester is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden. See all vacation rentals in Chester.

Yes! The majority of hotel reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Based on reviews, The Karass Inn is a popular B&B for our travellers who want a more economical choice, and features free full breakfast and free WiFi. Another top choice for your stay on the cheap is Motel in the Meadow. View all budget hotels in Chester.

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a guesthouse with in-room kitchens and laundry facilities, and it's a top choice on Expedia for families. Also, attractions such as DaVallia Art & Accents and Bonnie's Bundles Dolls are fun for children of all ages. Find more child-friendly accommodations in Chester.

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a favourite guest house for couples, and features free WiFi and a fitness centre. See all romantic hotels in Chester.

Motel in the Meadow is a top dog-friendly option for your stay. Other good choices for you and your pet's trip include Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR and Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub. See more pet-friendly hotel accommodations in Chester.

Inn Victoria is a 4-star B&B with a winery and a deli, and it's a popular choice for Expedia travellers looking for a pampered stay. Find more luxury hotels in Chester.

1868 CARRIAGE HOUSE-QUAINT + COZY -PERFECT ESCAPE-20 MIN TO OKEMO! is a top guest house for hitting the ski slopes, and features free WiFi and a fitness centreThis guest house is located 22 minutes by car from Magic Mountain Ski Resort. Motel in the Meadow is another good option for your winter getaway. See all ski hotels in Chester.

Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. Colonial Motel And Spa and Kimpton Taconic Hotel by IHG are two additional hotels that feature an on-site pool. View all hotels with pools in Chester.

1868 CARRIAGE HOUSE-QUAINT + COZY -PERFECT ESCAPE-20 MIN TO OKEMO! is a top spa hotel featuring a pool and a fitness centre. Why not spend some time relaxing in the hot tub? See all spa hotels in Chester.

Visitors to Chester will definitely enjoy the skiing, cafes and shopping. Quaint and relaxing, this city also attracts tourists with its restaurants. In Chester, there are 65 hotels and other accommodation options to choose from. Find out more about Chester.

A couple of favourite places to visit are DaVallia Art & Accents and Bonnie's Bundles Dolls. You'll also find Vermont Country Store and Plummer's Sugar House in the area. Take a look at what more there is to see and do in Expedia's Chester guide.

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.