Find Hotels with Air Conditioning in Pittsfield, VT

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Check availability on Pittsfield Hotels with Air Conditioning

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Dec 12 - Dec 14

Top Pittsfield Hotels with Air Conditioning

Fridge, microwave, oven, stovetop
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

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

North Sherburne
10.0 out of 10, Exceptional, (1)
"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...
United States
Essa R.
$559 nightly
The price is $626
Dec 8 - Dec 9
Total with taxes and fees
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
House, 4 Bedrooms | Exterior
The Getaway 4 Bedroom Home

The Getaway 4 Bedroom Home

3.0 star property
Pittsfield
$872 nightly
The price is $962
Dec 16 - Dec 17
Total with taxes and fees
The Getaway 4 Bedroom Home
Exterior
The Getaway: Relax with hot tub, fire pit, and mountain views—just 15 mins from Killington slopes!

The Getaway: Relax with hot tub, fire pit, and mountain views—just 15 mins from Killington slopes!

Pittsfield
$737 nightly
The price is $825
Dec 8 - Dec 9
Total with taxes and fees
The Getaway: Relax with hot tub, fire pit, and mountain views—just 15 mins from Killington slopes!
Exterior
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 star property
Rutland
8.0 out of 10, Very Good, (1002)
"Clean, great steak house by the hotel"
United States
Caridad
$116 nightly
The price is $128
Dec 10 - Dec 11
Total with taxes and fees
Comfort Inn Rutland - Killington
Deluxe Suite | Individually decorated, desk, blackout drapes, iron/ironing board
Sleep Woodstock Motel

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (547)
"Clean, friendly, easy check in, welcoming accommodations. Can’t wait to come back"
United States
David
$158 nightly
The price is $174
Dec 7 - Dec 8
Total with taxes and fees
Sleep Woodstock Motel
Exterior
Courtyard Middlebury

Courtyard Middlebury

3.0 star property
Middlebury
8.8 out of 10, Excellent, (543)
"Great hotel, fairly centered , great staff!"
United States
Angelo
$116 nightly
The price is $128
Jan 4 - Jan 5, 2026
Total with taxes and fees
Courtyard Middlebury
Full-size fridge, microwave, stovetop, coffee/tea maker
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (339)
"Awesome staff and great room with Kitchenette"
United States
Mary
$111 nightly
The price is $121
Jan 4 - Jan 5, 2026
Total with taxes and fees
My Place Hotel-Randolph VT
Terrace/patio
On The River Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1010)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
$153 nightly
The price is $169
Dec 7 - Dec 8
Total with taxes and fees
On The River Inn
Terrace/patio
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, (1000)
"It’s a small beautiful cabin like/feel hotel and they have everything you need and most esp a quick drive to Killington resort Their food is also very good and well prepared. "
United States
Cynthia
$147 nightly
The price is $161
Dec 9 - Dec 10
Total with taxes and fees
Killington Mountain Lodge, Tapestry Collection by Hilton
Exterior
Hampton Inn Rutland

Hampton Inn Rutland

2.5 star property
Rutland
9.0 out of 10, Wonderful, (966)
"Very clean, good location, and super helpful staff!"
United States
Sheryl
$139 nightly
The price is $152
Dec 11 - Dec 12
Total with taxes and fees
Hampton Inn Rutland
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 Pittsfield Hotel Reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Nice amenities, clean room, welcoming staff. Only 2 min drive from the Snowshed lodge. The on-site brewery and restaurant are pretty great."
Dmitriy 3-night trip
Posted 12 hours ago
The Mountain Inn at Killington

Frequently asked questions

How much do hotels with air conditioning in Pittsfield cost?
Hotels with air conditioning in Pittsfield range between $121 and $962 per night. These retreats provide the comfort you need at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with air conditioning in Pittsfield?
Pick from multiple hotels with air conditioning in Pittsfield that have a total average guest review rating of 9.1. Greenbrier Inn is recommended by travelers. This 2-stars hotel also offers individually decorated rooms and pool sun loungers. Mountain Meadows Lodge is another top-rated option with air-conditioned rooms. It has a 3.5-stars rating and amenities such as a firepit and pillow top mattresses.
How many hotels with air conditioning are there in Pittsfield?
Pittsfield has 1 hotels with air-conditioned rooms. To help you find the ideal stay, use our handy filters to search for other amenities or perks you need.
What are the best cheap hotels with air conditioning in Pittsfield?
Hotels with air conditioning start from $121 per night, so your Pittsfield escape doesn't need to stretch your budget! Greenbrier Inn is a money-saving option that features many amenities, including pool sun loungers and a garden. Killington Motel is another of our favorite low-cost hotels with AC. Amenities here include WiFi and complimentary breakfast. Exploring free attractions in Pittsfield makes your vacation budget stretch even further. Fire Tower and Lefferts Pond are visitor favorites. With the money you save, why not sightsee some more? This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with air conditioning in Pittsfield?
Kick back at Mountain Meadows Lodge, a 3.5-stars option just a short drive from downtown. Amenities here include AC, complimentary breakfast and housekeeping services. Another family-friendly hotel with air conditioning is North Star Lodge and Resort. A sauna and a barbecue grill help make this 2-stars property a favorite among guests. Once you've checked in and unpacked your suitcase, there are loads of family-friendly attractions to visit in and around Pittsfield. Fire Tower and Pico Mountain at Killington Ski Resort are two of our top picks.
Why book your hotel with air conditioning in Pittsfield with Expedia?
Vacationing should be simple, so if you're after hotels with air conditioning at a competitive price, Expedia has your back. Save those pennies and select a thrifty stay with AC, or splurge and book a 5-star hotel to spoil your favorite people.
How can I find cheap hotels with air conditioning in Pittsfield?
A great way to locate cheap hotels with air conditioning in Pittsfield is with Expedia's nifty filter tool. First, set your star rating and budget per night, then tick air conditioning under the amenities menu to nab the right place at an impressive price.
What is there to do in Pittsfield near my hotel with air conditioning?
Whatever your tastes or interests, Pittsfield has loads of things to keep you entertained. Pico Mountain at Killington Ski Resort, Pico Peak and Gifford Woods State Park are on many visitors' lists. Don't leave without exploring Fire Tower, Green Mountain National Golf Course and Lefferts Pond either. With Expedia's Pittsfield hotel deals, you can see more wonderful attractions like these with the cash you save.

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