A lake surrounded by autumn-colored trees and a rocky shoreline.

Search Motels in Pittsfield from CA $200

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Oct 2 - Oct 4
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Nov 20 - Nov 22

Our top choices for Pittsfield motels

A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

1. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (622 reviews)
"Such a cute motel! Very clean and on the outskirts of town making a quiet place to stay!"
United States
michelle
The price is CA $133
CA $200 total
includes taxes & fees
Sep 27 - Sep 28
Sleep Woodstock Motel
A grocery store aisle with candy dispensers and bulk bins.

2. Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (407 reviews)
"The room was absolutely adorable and cozy, and looked recently renovated. It was great!"
United States
David
The price is CA $217
CA $238 total
includes taxes & fees
Sep 27 - Sep 28
Middlebury Sweets Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pittsfield Hotel Reviews

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

10/10 Excellent
"Loved that the rooms have toaster, full fridge, stove top. Just bring frying pang and necessities or buy there. Staff was great, clean rooms"
Bonnie 3-night trip
Posted 1 hour ago
My Place Hotel-Randolph VT

Find out more about Pittsfield

Pittsfield Motels information

Number of reviews
Accommodation
8 Motels
Lowest Price
CA $200
Highest Price
CA $238

Frequently asked questions

What can I expect from a motel trip to Pittsfield?
If you're having a hard time finding motels in Pittsfield, expand your search to find motels in the surrounding area or let us help you find a similar property from more than 33 hotels and other lodging options. Simply use our search tools to filter by price per night or cost-saving amenities such as free parking and free airport transportation.
What are motels like?
At most motels, you'll often find an outdoor pool and free parking. When you stay at a motel, you'll usually access your room from an outside corridor overlooking the parking lot. In the U.S., motels became more commonplace at the end of the 1940s with the appeal of road trip vacations, peaking in the mid-1960s with more than 60,000 properties.
What are the best motels in Pittsfield?
Here you'll find some of Expedia customers' favorite motels in the larger area. Sleep Woodstock Motel is located 16.1 mi (26 km) from the heart of Pittsfield. Enjoy access to the picnic area, and freebies including WiFi and parking. Econo Lodge Rutland City near Hwy 7: A business center along with freebies like breakfast, WiFi, and parking are available during your stay. Central Pittsfield is 14.7 mi (23.6 km) away. Middlebury Sweets Motel: Enjoy access to the snack bar/deli, and freebies including WiFi and parking. Located 22.2 mi (35.8 km) from the heart of Pittsfield. Happy Bear Motel: Central Pittsfield is 8.7 mi (14 km) away. Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Rodeway Inn Rutland - Killington: 13.3 mi (21.5 km) from the heart of Pittsfield. Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi, and parking.
What can I do in Pittsfield?
Some outdoorsy places nearby include Green Mountain National Forest, Pico Peak, and Lakota Lake. You'll find these family-friendly sights in the area: Killington Adventure Center, Hathaway Farm, and Black Dog Sports. Other places worth a visit include Pittsfield Town Hall and Roger Clark Memorial Central Library.
What's the seasonal weather like in Pittsfield?
Weather can make or break a roadtrip, so we've gathered some data about year-round temperatures in Pittsfield to help you plan yours. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Pittsfield are January, March, February, and December, with each month seeing an average of 10 inches of snowfall.
What are my options for getting around Pittsfield when staying in a motel?
We've gathered some information about getting around Pittsfield to help you navigate your stay: Fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is located 18.1 mi (29.2 km) from the city center. Otherwise, you can search for flights to Lebanon, NH (LEB-Lebanon Municipal), which is 27.2 mi (43.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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