Find Hotels with Bars in Pittsfield, VT

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Hotels with Bars

Top Pittsfield Hotels with Bars

Comfort Inn Rutland - Killington

2.5 star property
Rutland
8.0 out of 10, Very Good, (1007)
"Clean, great steak house by the hotel"
United States
Caridad
The price is AED 428
AED 470 total
includes taxes & fees
10 Dec - 11 Dec
Comfort Inn Rutland - Killington

Brandon Inn

3.0 star property
Brandon
8.8 out of 10, Excellent, (556)
"Enjoyed our stay at the Brandon Inn very much!"
United States
Lesley
The price is AED 409
AED 449 total
includes taxes & fees
17 Nov - 18 Nov
Brandon Inn

North Star Lodge and Resort

2.0 star property
Killington
8.6 out of 10, Excellent, (1000)
"Was perfect for our one night stay "
United Kingdom
Ian
North Star Lodge and Resort

The Mountain Inn at Killington

2.5 star property
Killington
9.2 out of 10, Wonderful, (937)
"Excellent hotel. "
United States
Kristan
The price is AED 493
AED 569 total
includes taxes & fees
19 Nov - 20 Nov
The Mountain Inn at Killington

Courtyard Middlebury

3.0 star property
Middlebury
8.8 out of 10, Excellent, (536)
"Great hotel, fairly centered , great staff!"
United States
Angelo
The price is AED 459
AED 505 total
includes taxes & fees
1 Dec - 2 Dec
Courtyard Middlebury

Mountain Meadows Lodge

3.5 star property
Killington
9.4 out of 10, Exceptional, (171)
"Lovely property and the staff members were extremely friendly"
United States
Christine
The price is AED 602
AED 754 total
includes taxes & fees
16 Nov - 17 Nov
Mountain Meadows Lodge

Grey Bonnet Inn

2.0 star property
Killington
7.8 out of 10, Good, (62)
"The bar was closed so that was a bummer. The room was clean, parking was right by my room and the location of the property is right next to the road I was traveling on. Somehow it was still very quiet!"
United States
Susan
The price is AED 559
AED 615 total
includes taxes & fees
18 Nov - 19 Nov
Grey Bonnet Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1004)
"Loved all the Inn had to offer"
United States
Mark
The price is AED 870
AED 1,092 total
includes taxes & fees
14 Nov - 15 Nov
On The River Inn

The Jackson

4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (244)
"Great stay! "
United States
Romulo
The Jackson

Inn at Neshobe River

3.0 star property
Brandon
9.4 out of 10, Exceptional, (16)
"Beautiful upon arrival we were greeted by the host. She took plenty of time to show us around the property and explain how the bed-and-breakfast works and all the details of the winery brewery excellent day! Days of day."
United States
shawn
The price is AED 694
AED 764 total
includes taxes & fees
5 Dec - 6 Dec
Inn at Neshobe River
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.

Top Pittsfield Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

Searching for hotels with bars in Pittsfield?
Pittsfield features 40 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: Killington Vermont Ski and Snowmobiling House: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Killington Mountain Lodge, Tapestry Collection by Hilton: Resort with 4 restaurants. Enjoy the 2 bars, free WiFi, and free valet parking. Comfort Inn Rutland - Killington: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Woodstock Inn & Resort: B&B with restaurant. Enjoy the bar, free WiFi, and free parking. The Shire Woodstock: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Pittsfield?
Consider a visit to Gifford Woods State Park, Pico Mountain at Killington Ski Resort, and Pico Peak, 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.