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

Find Hotels with Bars in Pittsfield, VT

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Check availability on Pittsfield Hotels with Bars

Next weekend
Jul 31 - Aug 2
In two weeks
Aug 7 - Aug 9

Our top choices for Pittsfield hotels with a bar

Exterior

Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (338 reviews)
"I love staying at the Inn when I come to Vermont to see my friends compete at Green Mountain Horse Association. Cozy place."
United States
Marylynn
The price is NT$8,538
NT$9,391 total
includes taxes & fees
Jul 28 - Jul 29
Kedron Valley Inn
Lobby

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (593 reviews)
"As always - best hotel in Vermont."
United States
ben
The price is NT$16,156
NT$19,196 total
includes taxes & fees
Aug 20 - Aug 21
Woodstock Inn & Resort
Hallway

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,007 reviews)
"convenient location with very comfortable accommodations"
United States
Tonine
The price is NT$7,128
NT$8,552 total
includes taxes & fees
Aug 24 - Aug 25
On The River Inn
Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (298 reviews)
"Everything was terrific! Great vibe & location."
United States
Brian
The price is NT$5,216
NT$5,737 total
includes taxes & fees
Aug 24 - Aug 25
The Jackson
Exterior

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (100 reviews)
"Food was excellent. Room was clean and cozy. Staff were all incredibly welcoming and friendly. Perfect location. Would highly recommend. "
United States
Danielle
The price is NT$7,440
NT$8,110 total
includes taxes & fees
Aug 5 - Aug 6
Echo Lake Inn
Terrace/patio

Green Trails Inn

Green Trails Inn
3.0 star property
Brookfield
10.0 out of 10, Exceptional, (13 reviews)
"A wonderful stay. The setting is beautiful but also convenient to Montpelier. we definitely recommend."
United States
Margaret
The price is NT$5,454
NT$5,945 total
includes taxes & fees
Aug 17 - Aug 18
Green Trails Inn
Exterior

Killington Grand Hotel

Killington Grand Hotel
3.5 star property
Base Area
9.0 out of 10, Wonderful, (216 reviews)
"Amazing place!"
United States
Sheryl
The price is NT$7,495
NT$8,792 total
includes taxes & fees
Jul 28 - Jul 29
Killington Grand Hotel
Front of property

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (400 reviews)
"Very convenient location with warmth and wonderful hosts."
United States
Martin
The price is NT$4,177
NT$5,054 total
includes taxes & fees
Jul 29 - Jul 30
Snowed Inn
Fireplace

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.8 out of 10, Excellent, (1,001 reviews)
"It was a very nice and comfortable stay Lee at the front desk was extremely"
United States
shaya
The price is NT$3,811
NT$4,192 total
includes taxes & fees
Aug 5 - Aug 6
North Star Lodge and Resort
Breakfast and dinner served

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,006 reviews)
"Great place to stay with the best staff!"
United States
Travis
The price is NT$4,342
NT$5,015 total
includes taxes & fees
Jul 29 - Jul 30
The Mountain Inn at Killington
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

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

10/10 Excellent
"The Comfort Inn in Rutland is an excellent place to stay. The room was quite clean and the breakfast offered quite a few choices ranging from eggs and sausage to the usual cereal and oatmeal. It is also worth noting that the staff of this property are quite friendly. Yes, I would stay here again."
Scott 1-night trip
Posted 4 hours ago
Comfort Inn Rutland - Killington

Frequently asked questions

Searching for hotels with bars in Pittsfield?
Pittsfield features 42 properties to choose from, and likely many will have a bar where you can enjoy a beer after a day out and about exploring. While you're here, you can check out Green Mountain National Forest and Roger Clark Memorial Central Library.
What are the best hotels with bars in Pittsfield?
Below are some of top hotels with bars in and around Pittsfield: Woodstock Inn & Resort: Resort with 4 restaurants. Enjoy the 2 bars, free WiFi, and free valet parking. The Mountain Inn at Killington: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. On The River Inn: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Killington Mountain Lodge, Tapestry Collection by Hilton: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. My Place Hotel-Randolph VT: B&B with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Pittsfield?
Consider a visit to Green Mountain National Golf Course, Gifford Woods State Park, and Pico Mountain at Killington Ski Resort, and then find a cozy spot for a nightcap. Other places to see include Green Mountain National Forest and Roger Clark Memorial Central Library.
When is the best time to visit Pittsfield?
Visiting local bars in Pittsfield is more fun when you know what the weather holds. These temperatures and rainfall averages can help you determine the best time for bar hopping. 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.
How can I get to Pittsfield and around the area?
Here are some of your transportation choices in and around Pittsfield: Fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is located 18.1 mi (29.2 km) from the city center. You can also search for flights into Lebanon, NH (LEB-Lebanon Municipal), which is 27.2 mi (43.7 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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