Hotels in Pittsfield

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Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16

Top 5 hotels in Pittsfield at a glance

  1. The Trailside Inn — 3-star hotel in North Sherburne. Guest rating: 9.2/10 — Wonderful.
  2. North Star Lodge and Resort — 2-star hotel in Killington. Guest rating: 8.8/10 — Excellent.
  3. Mountain Sports Inn — 2-star hotel in Killington. Guest rating: 8.8/10 — Excellent.
  4. Mountain Meadows Lodge — 3.5-star hotel in Killington. Guest rating: 9.6/10 — Exceptional.
  5. Greenbrier Inn — 2-star hotel in Killington. Guest rating: 9.4/10 — Exceptional.

Where to stay in Pittsfield?

Interior detail

The Trailside Inn

The Trailside Inn
3.0 star property
North Sherburne
9.2 out of 10, Wonderful, (156 reviews)
The price is $159
$175 total
includes taxes & fees
Aug 3 - Aug 4
The Trailside Inn
Fireplace

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.8 out of 10, Excellent, (1,000 reviews)
Just 5 minutes from Killington Resort, this quiet lodge offers a peaceful mountain escape. Dive into the outdoor pool, relax in the sauna after skiing, or enjoy a meal at the restaurant with a drink at the bar.
The price is $121
$133 total
includes taxes & fees
Aug 3 - Aug 4
North Star Lodge and Resort
Lobby sitting area

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,004 reviews)
Slopeside escape with free breakfast and parking, only minutes from Killington and Pico ski resorts. Travelers praise the value and helpful staff at this mountain haven, where outdoor adventures like hiking and cross-country skiing await right outside your door.
The price is $114
$125 total
includes taxes & fees
Aug 3 - Aug 4
Mountain Sports Inn
Lake view

Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (251 reviews)
Step into tranquility at this family-friendly retreat near Killington Resort. Enjoy Kent Bistro's dinner offerings and unwind in the sauna or hot tub. With free breakfast, a garden, and highly praised staff, you're perfectly positioned for Pico Mountain adventures.
The price is $145
$185 total
includes taxes & fees
Aug 16 - Aug 17
Mountain Meadows Lodge
Lounge

Greenbrier Inn

Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (685 reviews)
Just 10 minutes from Killington Resort, this charming hotel offers free breakfast, WiFi, and parking. Take a dip in the outdoor pool after exploring hiking trails or snowshoeing. Attentive staff ensure a pleasant stay in scenic Vermont.
The price is $169
$194 total
includes taxes & fees
Aug 3 - Aug 4
Greenbrier Inn
Front of property

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (402 reviews)
Escape to this cozy B&B near prime skiing at Killington and Pico Mountain. Unwind in private hot tubs after a day on the slopes, or stroll to nearby restaurants and shops. The quiet, homey atmosphere lets you fall asleep to natural sounds with windows open.
The price is $127
$154 total
includes taxes & fees
Aug 6 - Aug 7
Snowed Inn
Breakfast and dinner served

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,000 reviews)
Experience the ultimate ski vacation with slopeside convenience. This mountain retreat offers free breakfast and parking, plus an outdoor pool to relax after hitting the slopes. Near both Killington and Pico Mountain resorts, you'll appreciate the helpful staff and cozy bar/lounge.
The price is $169
$195 total
includes taxes & fees
Aug 3 - Aug 4
The Mountain Inn at Killington
Exterior

Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (190 reviews)
Surrounded by Vermont's mountains, this cozy inn offers a peaceful stay just minutes from Killington and Pico ski resorts. Enjoy free WiFi and parking, plus a charming picnic area for outdoor relaxation after slopes adventures.
The price is $138
$152 total
includes taxes & fees
Aug 9 - Aug 10
Après Inn Killington
Exterior detail

Killington Haus

Killington Haus
2.0 star property
Killington
9.2 out of 10, Wonderful, (48 reviews)
The price is $112
$124 total
includes taxes & fees
Aug 3 - Aug 4
Killington Haus
Lobby

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1,001 reviews)
Enjoy a serene stay just 10 minutes from Pico Mountain Ski Resort with complimentary shuttle and breakfast. After skiing, unwind at the seasonal outdoor pool, tennis court, or 24-hour fitness center. Clean rooms and helpful staff enhance your Vermont adventure.
The price is $152
$167 total
includes taxes & fees
Aug 9 - Aug 10
Best Western Inn & Suites Rutland-Killington
Apartment (1 Bedroom) | 1 bedroom, bed sheets

Cozy Hotel Room Style Studio Condo With Pool

Cozy Hotel Room Style Studio Condo With Pool
3.0 star property
Killington
The price is $90
$215 total
includes taxes & fees
Aug 4 - Aug 5
Cozy Hotel Room Style Studio Condo With Pool
Lobby

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.2 out of 10, Very Good, (1,001 reviews)
Explore Rutland from this centrally located hotel with a refreshing indoor pool. Grab American cuisine at Southside Steakhouse after a workout. Rooms include microwaves and refrigerators, while free parking, WiFi, and breakfast add exceptional value.
The price is $125
$138 total
includes taxes & fees
Aug 9 - Aug 10
Comfort Inn Rutland - Killington
Exterior

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
Killington
7.4 out of 10, Good, (1,000 reviews)
The price is $139
$152 total
includes taxes & fees
Aug 9 - Aug 10
Killington Mountain Lodge, Tapestry Collection by Hilton
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (29 reviews)
Warm mountain escape with ski-trail access and an indoor pool for year-round relaxation. Enjoy free parking and nearby hiking trails while staying close to both Killington Resort and Pico Mountain for thrilling winter adventures.
The price is $78
$233 total
includes taxes & fees
Aug 3 - Aug 4
Mountain Green
The Jewel | Living area | TV

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (121 reviews)
Embrace Vermont's natural beauty at this ski-in/ski-out resort with cross-country trails and a private beach. Relax with spa treatments after tennis matches or fitness sessions, then savor American cuisine at Highlands Dining Room or unwind at the bar.
The price is $325
$354 total
includes taxes & fees
Aug 3 - Aug 4
The Mountain Top Inn & Resort
Deluxe Suite | Private kitchen | Coffee/tea maker, mini-fridge, microwave, freezer

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (597 reviews)
Set in a serene landscape just outside Woodstock, this cozy motel offers the perfect basecamp for Killington and Sugarbush skiing adventures. Clean, peaceful rooms welcome you after days of outdoor exploration. Enjoy free WiFi, parking, and proximity to the Ottaquechee River.
The price is $86
$95 total
includes taxes & fees
Aug 10 - Aug 11
Sleep Woodstock Motel
Free daily buffet breakfast

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,001 reviews)
This Rutland hotel offers an indoor pool and fitness center, plus free breakfast, WiFi, and parking. Located near Diamond Run Mall with easy access to Rutland Station, guests love the helpful staff and morning meal options.
The price is $151
$166 total
includes taxes & fees
Aug 9 - Aug 10
Hampton Inn Rutland
Terrace/patio

Green Trails Inn

Green Trails Inn
3.0 star property
Brookfield
10.0 out of 10, Exceptional, (14 reviews)
The price is $169
$184 total
includes taxes & fees
Aug 3 - Aug 4
Green Trails Inn
Front of property

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (663 reviews)
Located in Brandon, this charming hotel offers a peaceful retreat with a garden, outdoor pool, and terrace. Enjoy the complimentary breakfast, then explore nearby Stephen A Douglas Birthplace while being just a 35-minute drive from Rutland Southern Vermont Regional airport.
The price is $151
$166 total
includes taxes & fees
Aug 3 - Aug 4
Brandon Inn
Elite Cabin, 1 King Bed, Sauna | Laptop workspace, blackout drapes, WiFi (free), individually decorated

Emrose Luxury Cabins

Emrose Luxury Cabins
2.0 star property
Brandon
9.0 out of 10, Wonderful, (109 reviews)
Escape to this Vermont sanctuary where 8 hot tubs await your relaxation after exploring nearby Otter Valley Winery. Free WiFi and parking complement the rejuvenating sauna, with snowboarding adventures just minutes away.
The price is $180
$203 total
includes taxes & fees
Aug 3 - Aug 4
Emrose Luxury Cabins
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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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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Learn more about Pittsfield

Pittsfield is well-known for its attractions such as Green Mountain National Forest and Roger Clark Memorial Central Library.

See all hotels in Pittsfield
A lake surrounded by autumn-colored trees and a rocky shoreline.

Check out reviews of Pittsfield hotels guests love

Mountain Sports Inn

Mountain Sports Inn

10/10 Excellent
"A clean comfortable room that was perfect for my stay."
Ashley 1-night trip
Posted 6 hours ago
Mountain Sports Inn

Frequently asked questions

What accommodations do travelers recommend in Pittsfield?
Guests like The Mountain Inn at Killington, Killington Mountain Lodge, Tapestry Collection by Hilton and Mountain Meadows 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 28 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.