𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Pittsfield from RM484 (2026) - Fully Refundable Options

Our top choices for Pittsfield hotels

Green Trails Inn

Brookfield

Christine

RM589 total

includes taxes & fees

18 Jun - 19 Jun

Sleep Woodstock Motel

Woodstock

Elisabeth

RM546 total

includes taxes & fees

3 Jun - 4 Jun

The Jackson

West Woodstock

Courtney

RM689 total

includes taxes & fees

4 Jun - 5 Jun

Lincoln Inn & Gallery

West Woodstock

Elisabeth

RM827 total

includes taxes & fees

16 Jun - 17 Jun

My Place Hotel-Randolph VT

Randolph Center

Jeannine

RM484 total

includes taxes & fees

28 Jun - 29 Jun

Middlebury Sweets Motel

Middlebury

Michael

RM672 total

includes taxes & fees

11 Jun - 12 Jun

Inn at Neshobe River

Brandon

Keith

RM728 total

includes taxes & fees

9 Jun - 10 Jun

Mountain Sports Inn

Killington

Peter

RM476 total

includes taxes & fees

4 Jun - 5 Jun

Mountain Meadows Lodge

Killington

Ekaterina

RM658 total

includes taxes & fees

9 Jun - 10 Jun

On The River Inn

West Woodstock

Sophia

RM969 total

includes taxes & fees

15 Jun - 16 Jun

The Mountain Inn at Killington

Killington

Kailyn

RM616 total

includes taxes & fees

8 Jun - 9 Jun

Killington Haus

Killington

Alex

RM553 total

includes taxes & fees

12 Jun - 13 Jun

The Vesper

Woodstock

Melissa

RM764 total

includes taxes & fees

9 Jun - 10 Jun

The Mountain Top Inn & Resort

Chittenden

Kristen

RM1,198 total

includes taxes & fees

1 Jun - 2 Jun

Brandon Inn

Brandon

Heidi

RM614 total

includes taxes & fees

31 May - 1 Jun

Hampton Inn Rutland

Rutland

Elaine

RM629 total

includes taxes & fees

14 Jun - 15 Jun

Emrose Luxury Cabins

Brandon

Steevyann

RM728 total

includes taxes & fees

17 Jun - 18 Jun

Snowed Inn

Killington

Gregory

RM655 total

includes taxes & fees

4 Jun - 5 Jun

Days Inn by Wyndham Rutland/Killington Area

Rutland

Chris

RM587 total

includes taxes & fees

30 May - 31 May

The Trailside Inn

North Sherburne

Niall

RM695 total

includes taxes & fees

4 Jun - 5 Jun

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Stay near popular Pittsfield attractions

Roger Clark Memorial Central Library

After visiting Roger Clark Memorial Central Library, make a plan to see the other sights and activities in Pittsfield.

See properties

Learn more about Pittsfield

Nestled in Vermont's Green Mountains, Pittsfield offers excellent hiking on the Long Trail and thrilling mountain biking at Green Mountain Trails. Riverside picnics along the Tweed River provide peaceful breaks between seasonal activities at nearby Killington Resort.

See all hotels in Pittsfield

Top Pittsfield Hotel Reviews

Hampton Inn Rutland

10/10 Excellent

"Clean and well taken care of."

Killington Mountain Lodge, Tapestry Collection by Hilton

6/10 Okay

"It's a dated hotel but very conveniently located to the slopes. No shuttle though. Food was good. The breakfast is pretty simple but ok to start your day with. We also had multiple dinners at the hotel. While the food was good, the service was super slow. People also walk around barefoot and in their bathing suit all over the hotel. It was quite bizarre. To flush the toilet, it can be tricky, so be careful (we saw many service requests on our corridor). Overall, the place is very chill. There isn't really anything an easy walk away, so you'll have to drive everywhere."

North Star Lodge and Resort

10/10 Excellent

"Amazing hot pool, great staff, another marvelous stay very close to the mountain and plenty of other activities. Laundry room is clutch (coin operated machines, change available at front desk). The wife had an injury and wasn't able to navigate stairs all that well, the front desk was understanding and were kind enough to move our room to the main floor, requiring no stairs, while the elevator was being worked on. New ownership is busy making some upgrades and maintenance and hopefully the vibes will remain the same as we've loved for years!"

On The River Inn

10/10 Excellent

"We had one of the apartments out back and it was really nice. The staff was very responsive and helpful. We had dinner at the restaurant and the food was very good and the waiter, Brian I think, was a very nice deadpan comedian. We enjoyed the hot tub too! The only thing we didn't appreciate was that it took about 10 minutes of running the water to get hot water for the sinks and showers. Not really a problem to wait, but it seems a waste of water."

Cortina Inn

2/10 Terrible

"I’m going to start out saying the room was very clean. It looked as though the staff had ran out to Walmart and bought new sheets, pillows and a blanket along with new towels. The bathroom was clean, no amenities, and the carpet had been freshly vacuumed. This is the first hotel I have ever looked for bedbugs. The lobby appeared to be an easy fifty years old with no updates and the hallways although very wide were dirty. They had not been vacuumed in a very long time. As I left the hotel in early evening a younger couple approached me and said someone had approached them and told them not to go to the far end of the lot because there were gang members in the corner. There were people in several rooms but no cars in the parking lot only mine and the young couples. I was very uncomfortable with the location of my room, it was at the very far end of a hallway and I believe I was the only reservation in that location. The elevator did work but for some reason when I asked to see the room the desk clerk had us walk down several hallways then up the stairs when the elevator would have been around the corner. Needless to say instead of staying for the original five nights I had booked I only stayed one night then moved on to a hotel that better represented itself. I believe I booked the Cortina through Hotels.com and am quite surprised they would recommend a hotel with such poor standards. The Cortina should be removed from the listings. My card has been credited."

More cheap stays in Pittsfield

My Place Hotel-Randolph VT

2440 Vermont 66 Randolph Center VT

RM444

RM484 total

28 Jun - 29 Jun

includes taxes & fees

9.4/10 Exceptional! (458 reviews)

Frequently asked questions

Where is the best place to stay in Pittsfield?

Located 9.5 mi (15.3 km) from the heart of Pittsfield, Killington Mountain Lodge, Tapestry Collection by Hilton is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Comfort Inn Rutland - Killington and Woodstock Inn & Resort. See all available top hotels, or vacation rentals in Pittsfield.

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes, you'll find most hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

What's the best dog-friendly accommodation option in Pittsfield?

Clear River Inn is a top dog-friendly inn, and offers a restaurant and a nightclub for its human guests. See more pet-friendly hotel accommodations in Pittsfield.

What are some accommodation options with pools in Pittsfield?

Comfort Inn Rutland - Killington: Features continental, an indoor pool and free self parking. Woodstock Inn & Resort and The Mountain Inn at Killington are a couple of other choices that feature an on-site pool. View all hotels with pools in Pittsfield.

How is it to stay in Pittsfield?

Visitors can enjoy all that Pittsfield has to offer, including the bars and restaurants. This city also attracts tourists with its welcoming locals. In Pittsfield, there are 42 hotels and other accommodation options to choose from. Find out more about Pittsfield.

What are the top places to visit in Pittsfield?

Favourite places to visit include Green Mountain National Forest, Roger Clark Memorial Central Library and Pittsfield Town Hall. You'll also find Gifford Woods State Park and Pico Mountain at Killington Ski Resort in the area. Take a look at what more there is to see and do in Expedia's Pittsfield guide.

What's the seasonal weather in Pittsfield?

The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Pittsfield are January, March, February and December, with each month seeing an average of 26 cm of snowfall.

Pittsfield hotels from RM484

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Our top choices for Pittsfield hotels

Green Trails Inn

Sleep Woodstock Motel

The Jackson

Lincoln Inn & Gallery

My Place Hotel-Randolph VT

Middlebury Sweets Motel

Inn at Neshobe River

Mountain Sports Inn

Mountain Meadows Lodge

On The River Inn

The Mountain Inn at Killington

Killington Haus

The Vesper

The Mountain Top Inn & Resort

Brandon Inn

Hampton Inn Rutland

Emrose Luxury Cabins

Snowed Inn

Days Inn by Wyndham Rutland/Killington Area

The Trailside Inn

Stay near popular Pittsfield attractions

Roger Clark Memorial Central Library

Learn more about Pittsfield

Top Pittsfield Hotel Reviews

Hampton Inn Rutland

More cheap stays in Pittsfield

My Place Hotel-Randolph VT

Frequently asked questions

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