Find Chester motels

If you can’t find a motel in Chester, consider some of the motels we suggest around the area or let Expedia help you find something similar from over 70 lodging options. Simply filter using our search tools by price per night or cost-effective amenities such as free breakfast and free airport transportation.

At most motels, you’ll often find free parking and an outdoor pool. When you stay at a motel, you’ll usually access your room directly from the parking lot. The word “motel” was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.

These are some of Expedia customers’ favorite motels in the larger area. Motel in the Meadow: If driving, you’ll be within 26 minutes of Okemo Mountain Resort. Enjoy the in-room free WiFi, and freebies including breakfast and parking. Colonial Motel And Spa: 2 indoor pools, a full-service spa, and free WiFi are available during your stay. Central Chester is 26.6 mi (42.8 km) away. Mountaineer Inn: Enjoy access to the seasonal outdoor pool, and freebies including breakfast, WiFi, and parking. Located 25.5 mi (41.1 km) from the heart of Chester. The Putney Inn: Central Chester is 21 mi (33.8 km) away. A 24-hour front desk along with freebies like breakfast, WiFi, and parking are available during your stay. Sleep Woodstock Motel: 23.2 mi (37.3 km) from the heart of Chester. Enjoy the in-room kitchenette, and freebies including WiFi and parking.

As you explore this quaint, relaxing area, check out the ski slopes. Visitors like Chester for its shops, coffeehouses, and restaurants. Some outdoorsy places nearby include Lowell Lake State Park, Jamaica State Park, and Buttermilk Falls. Attractions the whole family can enjoy include DaVallia Art & Accents and Bonnie’s Bundles Dolls. While you’re checking out the area, consider visiting Vermont Country Store, Baltimore Covered Bridge, and Magic Mountain Ski Resort.

Weather can make or break a roadtrip, so here’s some data about year-round temperatures in Chester to help you plan yours: The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.

We’ve gathered some information about local transportation options in Chester to help you navigate your stay: Fly into Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) from the heart of the city. Otherwise, you can search for flights to Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.4 mi (40.8 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.