Hotels in Pittsfield

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February 2026

10

March 2026

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Where to stay in Pittsfield?

The Trailside Inn

North Sherburne

CNY1,258 total

includes taxes & fees

Feb 24 - Feb 25

Mountain Valley Retreat

Killington

Experience nature near Killington with complimentary mountain breakfasts.

CNY860 total

includes taxes & fees

Feb 17 - Feb 18

Grey Bonnet Inn

Killington

Charming mountain lodge minutes from Killington Resort with free breakfast and WiFi.

CNY1,249 total

includes taxes & fees

Feb 24 - Feb 25

The Mountain Top Inn & Resort

Chittenden

Mountainside retreat with ski-in/ski-out access and year-round outdoor adventures.

CNY1,961 total

includes taxes & fees

Feb 11 - Feb 12

Mountain Meadows Lodge

Killington

Experience Killington's natural beauty from this charming lodge with a hot tub.

CNY1,848 total

includes taxes & fees

Mar 4 - Mar 5

32-inch flat-screen TV with cable channels, TV

Greenbrier Inn

Killington

Cozy mountainside inn near top skiing with outdoor pool and woodland trails.

Mountain Sports Inn

Killington

Ski country comfort with a view, just 5 minutes from Killington's best slopes.

CNY982 total

includes taxes & fees

Feb 24 - Feb 25

North Star Lodge and Resort

Killington

Tranquil mountain retreat near Killington Resort with outdoor pool and sauna.

Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country

Killington

Breakaway House by Killington Vacation Rentals

Killington

A cozy mountain escape close to Killington and Pico Mountain ski resorts.

CNY5,706 total

includes taxes & fees

Feb 11 - Feb 12

Summit Lodge

Killington

Enjoy a cozy mountain hideaway 5 minutes from Killington Resort's top ski runs.

CNY1,322 total

includes taxes & fees

Feb 24 - Feb 25

The Suites at Killington Center

Killington

CNY4,541 total

includes taxes & fees

Feb 22 - Feb 23

Après Inn Killington

Killington

Mountain escape by Killington Resort with free WiFi and parking amenities.

CNY1,360 total

includes taxes & fees

Mar 11 - Mar 12

The Vermont Inn

Rutland

Family-friendly B&B near skiing with pool, fitness center, and complimentary perks.

CNY1,641 total

includes taxes & fees

Mar 5 - Mar 6

Killington Haus

Killington

CNY1,428 total

includes taxes & fees

Feb 12 - Feb 13

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington

CNY1,191 total

includes taxes & fees

Mar 1 - Mar 2

Snowed Inn

Killington

Stay minutes from Killington Resort with a peaceful inn offering private hot tubs.

CNY2,390 total

includes taxes & fees

Mar 8 - Mar 9

Turn of River Lodge

Killington

CNY963 total

includes taxes & fees

Feb 12 - Feb 13

The Mountain Inn at Killington

Killington

Just a few steps from Killington Resort with a free ski shuttle and slope access.

CNY1,791 total

includes taxes & fees

Mar 4 - Mar 5

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Go beyond your typical stay in Pittsfield

Spa

Hot tub

Top landmarks in Pittsfield

Roger Clark Memorial Central Library

Roger Clark Memorial Central Library is worth a visit when in central Pittsfield.

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Pittsfield Town Hall

Pittsfield Town Hall is worth a visit when in central Pittsfield.

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Check out reviews of Pittsfield hotels guests love

On The River Inn

10/10 Excellent

"Highly recommend this hotel! It was great for families, very clean, and had a wonderful restaurant on-site. We will definitely be coming again!"

Brandon Inn

10/10 Excellent

"My family stayed (6 of us) at the Brandon Inn this weekend (2/6-8) to go skiing at Pico and snowshoeing. What a wonderful Inn with old time charm. 200+ year old Inn has an inviting air about it as you learn about its history and evolution as an Inn since the 1700s. Friday and Saturday we were entertained by Ana Guigui, a piano player, who interacts with the audience for her playlist and makes each night feel new and fresh. Amazing and the Innkeeper could not be more accommodating to your needs. Really can’t wait until I can go back and stay there again. Highly recommend. "

Frequently asked questions

How much does a hotel room cost in Pittsfield?

You can discover great hotels in Pittsfield from CNY860 with properties to suit all budgets and needs. You can discover great hotels in Pittsfield from CNY860 with properties to suit all budgets and needs.

How can I find deals and earn rewards at Pittsfield hotels?

Discover great deals on Pittsfield hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Pittsfield hotels.

Can I book Pittsfield hotels with free cancellation?

It's easy to book a refundable Pittsfield hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some top pet-friendly hotels in Pittsfield?

Consider one of our travelers' favorite pet-friendly hotels in Pittsfield:

Clear River Inn: An inn with a guest rating of 8.8 out of 10

You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Pittsfield.

What are some of the best Pittsfield hotels with free parking?

If you're exploring by car, finding a great Pittsfield hotel with free parking is a win. Our travelers' favorites include:

Clear River Inn: An inn with an average guest rating of 8.8 out of 10

What are some popular hotels in central Pittsfield?

If you're looking for hotels in central Pittsfield, check out Clear River Inn. Travelers love Clear River Inn for its location, as well as the restaurant, bar/lounge and nightclub this inn offers. North Sherburne is a central neighborhood for your Pittsfield vacation.

What accommodations do travelers recommend in Pittsfield?

Guests like Killington Mountain Lodge, Tapestry Collection by Hilton, North Star Lodge and Resort and Summit Lodge.

Can I book a refundable accommodation in Pittsfield?

If you need the flexibility to change your travel plans to Pittsfield, most accommodations provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Pittsfield if I want a vacation home instead of a hotel?

If you want a good alternative to a hotel, review our selection of 29 vacation homes.

What will the weather in Pittsfield be like during my trip?

The warmest months in Pittsfield are usually July and August with an average temp of 63°F. January and February are the chilliest months when the average temp is 23°F. The rainiest months are July and June.

Why should I book my Pittsfield hotel with Hotels.com?

There are plenty of reasons to book your Pittsfield travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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