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Pittsfield – 15 hotels and places to stay

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Hotels with parking in Pittsfield

Best Western Inn & Suites Rutland-Killington

Hotel in Rutland
Free parking
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 309 reviews
From US$226.71 per night

The Snowed Inn

Hotel in Killington
Free parking
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 230 reviews

Grey Bonnet Inn

Hotel in Killington
Free parking
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 94 reviews
From US$168.96 per night

My Place Hotel-Randolph, VT

Hotel in Randolph
Free parking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 61 reviews
From US$147.76 per night

The Brandon Inn

Hotel in Brandon
Free parking
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 401 reviews
From US$131.56 per night

Turn of River Lodge

Hotel in Killington
Free parking
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 125 reviews

Mountain Meadows Lodge

Hotel in Killington
Free parking
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 210 reviews
From US$218.84 per night

Summit Lodge

Hotel in Killington
Free parking
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 128 reviews

Après Inn Killington

Hotel in Killington
Parking on site
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 69 reviews

Best hotels with breakfast in Pittsfield and nearby

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 9 reviews

Situated in Killington, 12 km from Killington Mountain, Trailside Inn features accommodation with a garden, free private parking, a shared lounge and a tennis court.

Located in Pittsfield in the Vermont region, Perfect secluded 3 bedroom cozy getaway home Hawk Landing has a balcony. This holiday home features accommodation with a patio.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Located in Pittsfield, this villa is 10 km from Killington. The property is 28 km from Woodstock and boasts views of the mountains.

Scored out of 10, guest rating 1.0
Bad - What previous guests thought, 1 review

Featuring a spa bath, Spacious Vermont Mountain Retreat - 4BR,4BA - Near Skiing & Hiking - Perfect for Groups is located in Stockbridge.

Situated in Pittsfield, Silver Spring Chalet Brought to you by GetAway Vacations features accommodation with heated pool, free WiFi and free private parking for guests who drive.

Silver Spring Chalet is situated in Pittsfield, 14 km from Gifford Woods State Park, 18 km from Pico Peak, and 44 km from Mount Tom.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Pittsfield, 23 km from Killington Mountain and 14 km from Gifford Woods State Park, Pittsfield Paradise offers a restaurant. Guests staying at this holiday home have access to a balcony.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 3 reviews

Featuring air-conditioned accommodation with a balcony, Killington Area Escape with Deck, Views and Hot Tub! is located in Stockbridge. This holiday home provides accommodation with a patio.

Budget hotels in Pittsfield and nearby

Boasting air-conditioned accommodation with a patio, Gnome Home Mountain Ski Chalet w/Sauna Killington is situated in Stockbridge.

From US$795.55 per night

Located in Killington in the Vermont region, Mountainview Escape home provides accommodation with free WiFi and free private parking.

From US$1,303.63 per night

Killington A-Frame home, a property with a garden, is set in Killington, 12 km from Pico Peak, 39 km from Mount Tom, as well as 13 km from Killington Pico Adventure Center.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring accommodation with a balcony, Wonderful One bedroom condo located in Highridge Condominiums J6 is located in Killington.

Situated 4.4 km from Gifford Woods State Park, 23 km from Pico Peak and 38 km from Mount Tom, Fern and Fox Chalet offers accommodation located in North Sherburne.

Scored out of 10, guest rating 3.0
Poor - What previous guests thought, 1 review

Situated in Killington in the Vermont region, Cozy Killington Retreat about 5 Mi to Ski Resort features a patio.

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 2 reviews

Vermont Retreat - 8 Mi to Killington Ski Area is located in Killington, 3.8 km from Gifford Woods State Park, 10 km from Pico Peak, as well as 37 km from Mount Tom.

Situated in Killington in the Vermont region, Bob's Sled Lodge home features accommodation with free WiFi and free private parking.

From US$761.24 per night

What guests said about Pittsfield:

10

Everything was simply great.

Everything was simply great. We have nothing negative to comment. All was awesome. Our favorite place to eat was at our daughters and her spouse, can out cook even the best of Chefs!! It is really easy to get around in Pittsfield and soooooo many gorgeous sights to enjoy. We love to fish and eat, too🌞
Guest review by
Anonymous
10

We loved our stay in Pittsfield.

We loved our stay in Pittsfield. It was just an overnight visit to shorten our journey from Cape Cod to Burlington. The room was very clean and had everything we needed. We were traveling with our small dog and knowing that this was a pet friendly hotel made it a perfect choice for this trip ( as well as any future trips we make to visit our friends in VT). The tavern on site was wonderful! The Bartender and server were so friendly and welcoming. Food was delicious, too. I can't say enough about how clean and comfortable our accommodations were. The breakfast/snack room had a nice assortment of choices to enjoy before we resumed our travels. If we needed any extra linens, iron, etc. they were stored in a vintage phone booth next to the breakfast room to help ourselves - so cute! Very happy we chose this location.
Guest review by
William
United States
8.0

We ordered a sandwich from Pittsfield General store terrible...

We ordered a sandwich from Pittsfield General store terrible for 10. dollars nothing on it and took 20 minutes. Told the next day they make you wait so you will shop in the store? Was told to go to gas station across the street that had deli oh my what a sandwich,,,AWESOME. There are so many places to visit, Tozier's up the road has excellent fried oysters and great wait staff.
Guest review by
Brenda
10

very nice and quiet area with a really nice swimming hole a...

very nice and quiet area with a really nice swimming hole a few miles away at Peavine state forest/park. Nice people locally but some are very Liberal. In the nearest village a store still has out a Black Lives Matter sign!
Guest review by
Anonymous

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