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

Pittsfield hotel guide. Best Western hotel in Pittsfield, Vermont

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Check prices for these dates

Tonight
14 Sept - 15 Sept
Tomorrow
15 Sept - 16 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Pittsfield Best Western

1. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
Rutland
United States
KATHLEEN
Rp3.504.589
Rp3.855.048 total
includes taxes & fees
16 Sept - 17 Sept
Best Western Inn & Suites Rutland-Killington
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Top Pittsfield Hotel Reviews

Brandon Inn

Brandon Inn

10/10 Excellent
"Great place to stay in. I loved it."
Sharon 1-night trip
Posted 1 hour ago
Brandon Inn
Lincoln Inn & Gallery

Lincoln Inn & Gallery

10/10 Excellent
"The staff was very accommodating! Comfy room! Beautiful artwork 😊"
Carolyn 1-night trip
Posted 2 hours ago
Lincoln Inn & Gallery
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

10/10 Excellent
"Is a clean place and the staff are friendly"
julio yax 1-night trip
Posted 3 hours ago
Days Inn by Wyndham Rutland/Killington Area
North Star Lodge and Resort

North Star Lodge and Resort

8/10 Good
"This is exactly what me and my friend were looking for. - super laid back! It was my first time getting out of the house after having twins a year ago..and Mama really needed a night away! Haha Heather at the front desk was so helpful with all the questions I had and was super nice. The entire staff I interacted with that day (09/12/26) was also so chill. The bartender made us delicious pickle back shots and had a great sense of humor. The heated pool and sauna was so relaxing too! The only thing I will say that's a little negative is the rooms are pretty out dated but the rooms were clean and the bed was comfortable. We had the King Suite and the room was spacious and the kitchen was pretty sweet. We went to a new restaurant called the Apricity Tavern 2 min drive away and the food was good and our waitress was also really cool. There is other restaurants nearby too but we wanted to support a new business. Overall we both agreed we would definitely come back in the future! Thank you for making my birthday getaway fantastic!!!"
Sara 1-night trip
Posted 4 hours ago
North Star Lodge and Resort
Emrose Luxury Cabins

Emrose Luxury Cabins

10/10 Excellent
"Great stay. Cabin was very clean and everything was as advertised."
Jeff 1-night trip
Posted 5 hours ago
Emrose Luxury Cabins
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

10/10 Excellent
"Liked: Welcome staff. Clear explanations @ check in. The room was immaculate and had all amenities I needed. It was quite difficult finding how to get there. My GPS did not recognize the address given on the website and on the confirmation email."
kirk 1-night trip
Posted 1 day ago
My Place Hotel-Randolph VT
Sleep Woodstock Motel

Sleep Woodstock Motel

10/10 Excellent
"Such a cute motel! Very clean and on the outskirts of town making a quiet place to stay!"
michelle 1-night trip
Posted 1 day ago
Sleep Woodstock Motel
Hampton Inn Rutland

Hampton Inn Rutland

10/10 Excellent
"Clean!!"
Shelly 1-night trip
Posted 2 days ago
Hampton Inn Rutland
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

8/10 Good
"The room was clean & the staff very helpful. We were pleasantly surprised by the substantial breakfast which came with our booking & loved the pool/hot tub. It was older but very clean!"
Susan 1-night trip
Posted 4 days ago
Comfort Inn Rutland - Killington

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