The Best Ski Hotels in Pittsfield, VT from AED 408 in 2026

A lake surrounded by autumn-colored trees and a rocky shoreline.

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Our top choices for Pittsfield ski hotels

Coffee/tea maker, fridge, microwave, oven

1. NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

North Sherburne

AED 699

AED 2,326 total

includes taxes & fees

31 Aug - 1 Sep

2. Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

North Sherburne

AED 726

AED 2,361 total

includes taxes & fees

31 Aug - 1 Sep

3. The Trailside Inn

North Sherburne

Cozy guesthouse retreat near Killington Resort offers skiing, sledding, and snowshoeing adventures with a warming lobby fireplace.

AED 585

AED 644 total

includes taxes & fees

31 Aug - 1 Sep

Deluxe Suite, 3 Bedrooms | Travel crib, rollaway beds (free), WiFi (free), individually decorated

Premium Suite, Multiple Beds | Travel crib, rollaway beds (free), WiFi (free), individually decorated

4. Mountain Sports Inn

Killington

Alpine retreat steps from Killington Ski Resort with cozy rooms and mountain views.

AED 419

AED 461 total

includes taxes & fees

31 Aug - 1 Sep

5. North Star Lodge and Resort

Killington

Ski into mountain adventure with a heated pool, sauna, and cozy fireplace at this welcoming Killington retreat near premier slopes.

AED 436

AED 480 total

includes taxes & fees

8 Sep - 9 Sep

Superior Double Queen with Balcony | In-room safe, blackout drapes, WiFi (free), individually decorated

6. The Mountain Inn at Killington

Killington

Mountain retreat offers direct shuttle to Killington's slopes, with a heated pool for après-ski relaxation and game room for family fun.

AED 460

AED 531 total

includes taxes & fees

31 Aug - 1 Sep

7. Snowed Inn

Killington

Alpine wonderland at Killington's cozy bed & breakfast offers ski storage, fireplace lounges, and direct mountain access.

AED 466

AED 564 total

includes taxes & fees

31 Aug - 1 Sep

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

8. Greenbrier Inn

Killington

Experience pure ski bliss at this mountain hotel near Killington Resort, where snowy adventures await right outside your door.

AED 619

AED 714 total

includes taxes & fees

31 Aug - 1 Sep

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Top Pittsfield Hotel Reviews

The Mountain Inn at Killington

10/10 Excellent

"We loved this hotel. We were here in the summer, so we enjoyed the outdoor seating and the outdoor heated pool, plus very close distance to Killington Adventure Center (could have walked but we chose to drive). The game room was great for our teenagers, with a full pool table and board games. The staff was extremely friendly and knowledgable of the area, and gave suggestions for nearby restauarants and hikes. The upstairs has a large indoor lounge area to relax outside your hotel room with friends, which I can see being awesome after a day of skiing."

Courtyard Middlebury

10/10 Excellent

"It was a very convenient location. There is a restaurant/bar, which was nice. The woman at the desk was incredibly friendly and helpful. We were very pleased with our stay and would stay there again."

On The River Inn

10/10 Excellent

"This was one of the nicest hotels I have ever stayed in! We had a river view room with rocking chairs on the balcony, s’mores kits were offered every night (pick up by the front desk) and 2 fire pits to choose from. Game room was cute (although the air hockey table’s fan wasn’t strong on one side), library was absolutely gorgeous. Loved having water refilling stations on 2 of the 3 floors and 24/7 coffee/tea stations, too. Queen beds were very comfy, and the room was so spacious. I’d love another piece of furniture with drawers to keep our stuff though - we lived out of our suitcases because there was only an armoire with 3 half drawers. And maybe another towel bar or hooks in the bathroom to hang the towels to dry, especially if you have 4 people in a room. Breakfast buffet (included with our Expedia stay but extra for others) was always hot & fresh. We had 4 breakfasts: French toast, pancakes, waffles, french toast again. There was always fresh homemade pastries and muffins, yogurt, and oatmeal. I would have loved some fresh fruit like berries to go with the yogurt instead of apples and oranges. Staff was always so nice and helpful, especially at breakfast. Housekeeping forgot twice to give us the 4 fresh towels (gave 3 instead) but we got replacements when we asked at the desk."

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent

"Bathroom was clean with lots of towels, the room was larger than I expected and everything was ok with it."

The Shire Woodstock

8/10 Good

"We enjoyed our stay very much. We found our stay to very quiet. The back of the property was so peaceful and relaxing sitting by the river, listening to the birds and the gurgling of the river as it moves along. The room was comfortable with a fridge and freezer for snacks/fruit etc. I'd like to see another chair in the room so that 2 people can sit by the window and experience the view although this wasn't a game changer."

Hampton Inn Rutland

10/10 Excellent

"Nice hotel. Clean. Friendly staff. Easy parking."

Sleep Woodstock Motel

8/10 Good

"Centrally located to waterfalls we went to Had everything we needed"

Comfort Inn Rutland - Killington

8/10 Good

"Enjoyed my stay. Felt safe."

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Check availability on Pittsfield Ski Hotels

Our top choices for Pittsfield ski hotels

1. NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking