Find Pittsfield motels from $120

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

Deluxe Suite | Individually decorated, desk, blackout drapes, iron/ironing board
Sleep Woodstock Motel
2.0 star property
9.6 out of 10, Exceptional, (349)
"This was one of the cleanest room I have ever been in. Everything was spotless and very well appointed. Great room."
The price is $135
$149 total
includes taxes & fees
May 5 - May 6
Sleep Woodstock Motel
Exterior
Happy Bear Motel
2.0 star property
6.8 out of 10, (278)
"Stopped here after the solar eclipse to go snowboarding. Arrived at 7pm, check-in was fastest I've seen anywhere and friendly. Parked by the office, room was right above. For the location right on Killington Road, you can't beat this for the price. "
Happy Bear Motel
Classic Room, 2 Queen Beds | Desk, iron/ironing board, free WiFi, bed sheets
Middlebury Sweets Motel
2.5 star property
8.4 out of 10, Very Good, (290)
"Surprisingly spacious and quirkily decorated room, fast WiFi and convenient check-in/out process "
The price is $120
$132 total
includes taxes & fees
May 5 - May 6
Middlebury Sweets Motel
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Lobby
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
Lobby
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
Room, 2 Double Beds | Free WiFi, bed sheets
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
Property entrance
Val Roc Inn
2.0 star property
Val Roc Inn
Food and drink
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
Seasonal outdoor 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
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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

Exterior
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, (190)
"For a getaway weekend this property and area is amazing."
Cozy Loft for two with Hot Tub
Interior
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (443)
"Excellent few nights at the cabin. The kids loved the spiral staircase, movie projector and hot tub. We loved exploring the area and the beauty of Vermont. This cabin has everything you need and I appreciated all the switch labels!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (32)
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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.

Pittsfield Motels information

Number of reviews
1,666
Accommodation
9 Motels
Lowest Price
$120
Highest Price
$135

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 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. Happy Bear Motel: Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Central Pittsfield is 8.7 mi (14 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. Rodeway Inn Rutland: Central Pittsfield is 13.2 mi (21.3 km) away. A 24-hour front desk along with freebies like breakfast, WiFi, and parking are available during your stay. Econo Lodge Rutland City near Hwy 7: 14.7 mi (23.6 km) from the heart of Pittsfield. Enjoy access to the business center, and freebies including breakfast, WiFi, and parking.
What can I do in Pittsfield?
Some outdoorsy places nearby include Gifford Woods State Park, Pico Peak, and Killington Peak. You’ll find these family-friendly sights in the area: Killington Adventure Center, Black Dog Sports, and Hathaway Farm. 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 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.

Recent reviews of Pittsfield hotels
Expedia verified reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

5/5 Excellent
"The Ultimate Eastern United States Ski Experience! Majestic mountain views and steps from the slopes! That’s only some of the finer points of the luxurious and rustic Mountain Inn at Killington. Situated at 47 Old Mill Road in Killington, VT, this inn is a 1 minute car ride or short walk to the “Beast of the East” known as Killington. The walk is perhaps 5 minutes from door-to-chairlift at Ramshead Mountain—one of six peaks that compromise Killington ski resort, which looms in the distance from the grounds of the inn. The inn is cozy, quiet, clean, modern yet rustic, and dog-friendly. There’s lots to enjoy from the on-site whiskey distillery and restaurant (Still on the Mountain), the bar, and the breakfast nook which serves a generous array of morning pick-me-ups including scones, sweet rolls, fruit, cold cereal in individually packaged bowl containers, Chobani Greek yogurt, water, juice, coffee and tea. I took my dog with me on a ski trip and we stayed two nights in April. On property you will also find a gift shop, live music on Friday and Saturday nights, an outdoor heated pool (no dogs allowed) plus a small gym and game room with a pool table and corn hole set-up for indoor fun. There is no air conditioning, and my room got hot at times so to cool it off you may opt to shut off the heat and open a window. I did, and the mountain air cooled things off nicely. My room was beautifully designed with a walk-in shower with sliding glass door, two queen beds, wooden headboards!"
A verified traveler stayed at The Mountain Inn at Killington
Posted 2 days ago
The Mountain Inn at Killington