Find hotels in Pittsfield, VT from 2.875.287 ₫

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
29 Sep - 30 Sep
Tomorrow
30 Sep - 1 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Filter by

Guest rating
Guest rating
Star rating

Top 10 Pittsfield hotels and places to stay

Days Inn by Wyndham Rutland/Killington Area
Room, 1 King Bed, Non Smoking | Desk, blackout curtains, iron/ironing board, free cots/infant beds

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1015)
"The staff was fantastic the room was clean and they allowed me to bring my dog "
The price is 2.738.255 ₫
3.012.080 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Days Inn by Wyndham Rutland/Killington Area
Best Western Inn & Suites Rutland-Killington
Lobby

Best Western Inn & Suites Rutland-Killington

2.5 star property
8.8 out of 10, Excellent, (1007)
"Fantastic place to stay. It was clean, comfortable and inviting. Staff were friendly and hospitable. Would stay here again! "
The price is 4.253.787 ₫
4.679.165 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Best Western Inn & Suites Rutland-Killington
Comfort Inn Rutland - Killington
Exterior

Comfort Inn Rutland - Killington

2.5 star property
8.0 out of 10, Very good, (1012)
"Staff was very friendly and very helpful we had a pleasant stay."
The price is 3.478.595 ₫
3.826.455 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Comfort Inn Rutland - Killington
My Place Hotel-Randolph VT
Full-sized fridge, microwave, stovetop, coffee/tea maker

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (285)
"Great place to stay!"
The price is 5.187.133 ₫
5.653.975 ₫ total
includes taxes & fees
5 Oct - 6 Oct
My Place Hotel-Randolph VT
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (534)
"Clean room. Staff very polite and helpful "
The price is 13.439.127 ₫
15.944.772 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Woodstock Inn & Resort
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (832)
"great location and the staff were great"
The Shire Woodstock
Sleep Woodstock Motel
Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout curtains

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (524)
"I come to area for medical visits often and Sleep Woodstock is my new favorite stay!"
The price is 6.796.132 ₫
7.911.395 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Sleep Woodstock Motel
The Vermont Inn
Front of property

The Vermont Inn

3.0 star property
9.2 out of 10, Wonderful, (408)
"Great location & affordable lodging. "
The price is 5.346.607 ₫
5.827.802 ₫ total
includes taxes & fees
27 Oct - 28 Oct
The Vermont Inn
Hampton Inn Rutland
Exterior

Hampton Inn Rutland

2.5 star property
9.0 out of 10, Wonderful, (947)
"Nice breakfast buffet "
The price is 3.905.004 ₫
4.295.504 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn Rutland
Cortina Inn
Front of property

Cortina Inn

3.0 star property
6.6 out of 10, (614)
"location is excellent. As this is obviously an abandoned Holiday Inn, hopefully it is a renovation in progress."
The price is 2.613.897 ₫
2.875.287 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Cortina Inn
The Mountain Inn at Killington
Breakfast and dinner served

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (899)
"Nice accommodations, very inviting and friendly staff. "
The Mountain Inn at Killington
Brandon Inn
Exterior

Brandon Inn

3.0 star property
8.8 out of 10, Excellent, (528)
"Great charming stay! "
The price is 3.157.799 ₫
3.473.579 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Brandon Inn
Mountain Sports Inn
Front of property

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (937)
"Clean, quiet stay."
The price is 3.141.957 ₫
3.456.153 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Mountain Sports Inn
Mountain Meadows Lodge
Lake view

Mountain Meadows Lodge

3.5 star property
9.4 out of 10, Exceptional, (153)
"Lovely property and the staff members were extremely friendly"
The price is 4.435.704 ₫
5.539.349 ₫ total
includes taxes & fees
22 Oct - 23 Oct
Mountain Meadows Lodge
Summit Lodge
Fireplace

Summit Lodge

3.0 star property
8.6 out of 10, Excellent, (390)
"Love the old ski lodge feel and the layout of the hotel"
The price is 5.417.896 ₫
5.959.686 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Summit Lodge
Lincoln Inn & Gallery
Interior

Lincoln Inn & Gallery

3.0 star property
9.2 out of 10, Wonderful, (41)
"A very pleasant VT stay at a reasonable price."
The price is 9.742.707 ₫
10.716.978 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Lincoln Inn & Gallery
North Star Lodge and Resort
Standard Room, 2 Double Beds | Iron/ironing board, free WiFi, bed sheets

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1021)
"We have stayed here a few times and continue to enjoy our stay every time. We will keep staying here when in the area. "
North Star Lodge and Resort
Courtyard Middlebury
Exterior

Courtyard Middlebury

3.0 star property
8.8 out of 10, Excellent, (524)
"Very convenient to tour Middlebury and local areas. Staff was friendly. "
The price is 4.015.896 ₫
4.417.486 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Courtyard Middlebury
Stay At Jimmy's
Front of property

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (42)
"Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!"
The price is 7.894.497 ₫
8.683.947 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Stay At Jimmy's
The Mountain Top Inn & Resort
The Jewel | Living area | TV

The Mountain Top Inn & Resort

3.5 star property
9.0 out of 10, Wonderful, (91)
"We had a great time! Gorgeous view and everybody was super friendly and helpful!"
The price is 8.580.975 ₫
9.353.263 ₫ total
includes taxes & fees
30 Sept - 1 Oct
The Mountain Top Inn & Resort
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pittsfield Hotel Reviews

Emrose Luxury Cabins

Emrose Luxury Cabins

10/10 Excellent
"This is a unique stay. Cozy. Owners were very helpful ! Many new amenities being added. Cannot wait to bring my family back. Laura "
Laura 1-night trip
Posted 6 days ago
Emrose Luxury Cabins
Cortina Inn

Cortina Inn

6/10 Okay
"For the cost per night reasonable for a previous property with the Holiday Inn brand. Best rate in area if you are looking for a no frills hotel. Overall acceptable . "
charles 1-night trip
Posted 6 days ago
Cortina Inn

More cheap stays in Pittsfield

More cheap stays in Pittsfield

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

19 Allen St, Rutland, VT
The price is 3.478.595 ₫ per night from 20 Oct to 21 Oct
3.478.595 ₫
3.826.455 ₫ total
20 Oct - 21 Oct
includes taxes & fees
8/10 Very Good! (1,006 reviews)

Hotels in Pittsfield with star rating

Hotels in Pittsfield with star rating

Frequently asked questions

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia