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Motels in Pittsfield

Sleep Woodstock Motel
Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout drapes

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (504)
"Cozy and comfortable stay!"
The price is AED 360
AED 457 total
includes taxes & fees
11 Aug - 12 Aug
Sleep Woodstock Motel
Middlebury Sweets Motel
Classic Room, 2 Queen Beds | Desk, iron/ironing board, free WiFi, bed sheets

Middlebury Sweets Motel

2.5 star property
8.6 out of 10, Excellent, (363)
"Such a great place with great management "
The price is AED 440
AED 484 total
includes taxes & fees
24 Jul - 25 Jul
Middlebury Sweets Motel
Econo Lodge Rutland City near Hwy 7
Lobby

Econo Lodge Rutland City near Hwy 7

2.0 star property
5.4 out of 10, (121)
"Quand je suis arrivé à la réception il n’y avait personnes, seulement un numéro de téléphone pour assistance, j’appel et il me dise que l’hôtel est fermer depuis six mois alors que j’avais fais ma réservation deux mois au paravant avec Hotel.com. Vraiment non professionnel de la pars de Hotel.com je n’aurai pas du être capable de faire une réservation d’un établissement qui était fermé. J’attend mon remboursement et une compensation pour cette mauvaise expérience."
Econo Lodge Rutland City near Hwy 7
Happy Bear Motel
Porch

Happy Bear Motel

2.0 star property
7.0 out of 10, Good, (279)
"Clean quiet cozy staff was very nice close to the mountain,restaurants and music, definitely plan on coming back again"
Happy Bear Motel
Rodeway Inn
Pool

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
Travel Inn
Lobby

Travel Inn

2.0 star property
5.4 out of 10, (56)
"The room was just ok - clean pillow, clean bed. The overall feel for the room was that it needed some TLC, maybe a good overhaul. Parking in the back of the inn felt like a game of Tetris. We stayed two nights. We left at 8am the first morning and came back at 10:30pm to find that housekeeping did not show at all. When I asked the owner about it I was given a variety of answers from "well it was only one night" to "maybe you're room was not put on the list". No real compensation or apology, just...
Travel Inn
The Cabins at Autumn Mountain Winery
Property grounds

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
Val Roc Inn
Property entrance

Val Roc Inn

2.0 star property
Val Roc Inn
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

On The River Inn

On The River Inn

10/10 Excellent
"We really enjoyed our stay. Beautiful place, very clean."
Andrew 2-night trip
Posted 2 days ago
On The River Inn

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 44 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. Middlebury Sweets Motel: Free WiFi and free parking are available during your stay, along with room amenities like a private yard. Central Pittsfield is 22.2 mi (35.8 km) away. Happy Bear Motel: Enjoy access to the free WiFi and free parking, as well as room amenities like a microwave. Located 8.7 mi (14 km) from the heart of Pittsfield. Econo Lodge Rutland City near Hwy 7: Central Pittsfield is 14.7 mi (23.6 km) away. A business center along with freebies like breakfast, WiFi, and parking are available during your stay. Rodeway Inn: 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 Silver Lake State Park. You'll find these family-friendly sights in the area: Killington Adventure Center, Black Dog Sports, and Hathaway Farm. Other places worth a visit include Roger Clark Memorial Central Library and Pittsfield Town Hall.
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.