Find Hotels with Bars in Pittsfield, VT

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Pick from 1 Pittsfield Hotels with Bars and compare room rates, reviews, and availability. Most hotels are fully refundable.

Clear River Inn
Front of property

Clear River Inn

3.0 star property
8.8 out of 10, Excellent, (85)
"Staff was very professional and friendly! River the Inn was beautiful! "
Clear River 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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Frequently asked questions

Searching for hotels with bars in Pittsfield?
Pittsfield features 34 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.
What are the best hotels with bars in Pittsfield?
Below are some of top hotels with bars in and around Pittsfield: Killington area home - 4-seasons & hot tub. Sleeps 12+: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Comfort Inn Trolley Square: Resort with 4 restaurants. Enjoy the 2 bars, free WiFi, and free valet parking. Killington Mountain Lodge, Tapestry Collection by Hilton: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Woodstock Inn & Resort: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Days Inn by Wyndham Rutland/Killington Area: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Pittsfield?
Consider a visit to Appalachian Trail Adventures, 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.
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.