Search Motels in Pittsfield

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Compare 9 Motels in Pittsfield with updated reviews, rates, and availability.

Sleep Woodstock Motel
2.0 star property
9.6 out of 10, Exceptional, (357)
"It was very clean. Lots of coffee pods! Comfortable beds. Cute breakfast and lunch cafe next door within walking distance. Was given good instructions for opening door. No staff or check in person, but was able to te t ir call if anything needed."
The price is AED 511
AED 562 total
includes taxes & fees
30 Jun - 1 Jul
Sleep Woodstock Motel
Middlebury Sweets Motel
2.5 star property
8.4 out of 10, Very Good, (300)
"I enjoyed the fact that we could park our motorcycles in front of our door and sit outside and enjoy the weather"
The price is AED 505
AED 556 total
includes taxes & fees
26 Jun - 27 Jun
Middlebury Sweets Motel
Happy Bear Motel
2.0 star property
7.0 out of 10, Good, (279)
"It was amazing. Clean room. Awesome hosts!"
Happy Bear Motel
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Rodeway Inn Rutland
2.0 star property
5.4 out of 10, (157)
"There was no TV and the AC was not working. The property had the heat all the way up and it was uncomfortably hot all weekend"
Rodeway Inn Rutland
Econo Lodge Rutland City near Hwy 7
2.0 star property
5.4 out of 10, (120)
"Even though I was told I didn’t have a reservation, this got sorted out and the check in couldn’t have been friendlier. Nice booked breakfast given out since I was checking out before their breakfast time. "
Econo Lodge Rutland City near Hwy 7
Travel Inn
2.0 star property
5.2 out of 10, (56)
"I called the hotel 2 weeks before to confirm my reservation to which I was told it's fine. Saturday evening before I left New York I called to remind them I'd be there late and to have the heat on in the room and I was told no problem. Later I received an voicemail stating that they had no room for me. The annoyance is that hotels.com has my confirmation for my reservation, So the communication is almost non-existent."
Travel Inn
Val Roc Inn
2.0 star property
Val Roc Inn
The Cabins at Autumn Mountain Winery
2.0 star property
7.6 out of 10, Good, (90)
"This was on a family trip after burying our mother. We were the ONLY ones staying, yet they wouldn't give us the cabin with wi fi. The old lock locked us out late at night and it took 30 minutes for them to help us. When I complained, they kicked us out and called the police who had us drive away in the middle of the night with an 11 yr old. "
The Cabins at Autumn Mountain Winery
Rodeway Inn
2.0 star property
5.6 out of 10, (327)
"Very nice staff and the room was very comfortable and quiet. My only comment would be that the dingy shower walls could use a bit of scrubbing to make them gleam. icrowave and oven and coffee were a nice plus. "
Rodeway Inn
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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.

Other property types in Pittsfield

Killington area home - 4-seasons & hot tub. Sleeps 12+
9.8 out of 10, Exceptional, (109)
"My family and I have been renting ski homes for many years. David’s home was, by far, the cleanest property we have ever stayed at. My mother-in-law would have been impressed with the cleanliness of this home. The house was perfectly appointed and was perfect from the time we walked in until the time we left. Thank you David! We are looking forward to next year."
Killington area home - 4-seasons & hot tub. Sleeps 12+
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (450)
"Wonderful property! This was our second stay in Vermont and both time in one of Jeff’s cabins and they are amazing. He has everything thought of and has everything you need for a great stay!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, (198)
"We couldn’t have asked for a better spot! The Little Loft was so clean and spotless and we really appreciated all the friendly tips and recommendations from the owner. The hot tub and fire pit were great-we used both every night. Our pup also loved his stay! 10/10!!"
Cozy Loft for two with Hot Tub
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.

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 31 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 can I do in Pittsfield?
Some outdoorsy places nearby include Gifford Woods State Park, Silver Lake State Park, and Killington Peak. You’ll find these family-friendly sights in the area: Killington Adventure Center, Green Mountain Rock Climbing Center, and Black Dog Sports. While you’re checking out the area, consider visiting Appalachian Trail Adventures, Green Mountain National Golf Course, and Pico Mountain at Killington Ski Resort.
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 April, 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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