Find hotels in Pittsfield, VT from ₩139,386
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Sep 1 - Sep 2Tomorrow
Sep 2 - Sep 3This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Our top choices for Pittsfield hotels
1. The Mountain Inn at Killington
The Mountain Inn at KillingtonKillington
Allison
₩171,086
₩197,618 total
includes taxes & fees
Sep 2 - Sep 3
2. Comfort Inn Rutland - Killington
Comfort Inn Rutland - KillingtonRutland
Tracy
₩189,398
₩208,338 total
includes taxes & fees
Sep 7 - Sep 8
3. Hampton Inn Rutland
Hampton Inn RutlandRutland
Brent
₩185,090
₩203,599 total
includes taxes & fees
Sep 7 - Sep 8
4. Mountain Sports Inn
Mountain Sports InnKillington
Davis
₩126,708
₩139,386 total
includes taxes & fees
Sep 3 - Sep 4
5. Greenbrier Inn
Greenbrier InnKillington
David
₩192,155
₩221,459 total
includes taxes & fees
Sep 2 - Sep 3
6. Days Inn by Wyndham Rutland/Killington Area
Days Inn by Wyndham Rutland/Killington AreaRutland
Charlotte
₩179,320
₩197,252 total
includes taxes & fees
Sep 3 - Sep 4
7. North Star Lodge and Resort
North Star Lodge and ResortKillington
Corey
₩142,162
₩156,379 total
includes taxes & fees
Sep 3 - Sep 4
8. My Place Hotel-Randolph VT
My Place Hotel-Randolph VTRandolph Center
Holly
₩237,962
₩259,379 total
includes taxes & fees
Sep 3 - Sep 4
9. Best Western Inn & Suites Rutland-Killington
Best Western Inn & Suites Rutland-KillingtonRutland
Alex
₩244,951
₩269,445 total
includes taxes & fees
Sep 13 - Sep 14
10. The Trailside Inn
The Trailside InnNorth Sherburne
Niall
₩217,859
₩239,645 total
includes taxes & fees
Sep 14 - Sep 15
11. Après Inn Killington
Après Inn KillingtonKillington
Margaret
₩155,701
₩171,278 total
includes taxes & fees
Sep 16 - Sep 17
12. Sleep Woodstock Motel
Sleep Woodstock MotelWoodstock
John
₩105,852
₩169,090 total
includes taxes & fees
Sep 2 - Sep 3
13. Mountain Meadows Lodge
Mountain Meadows LodgeKillington
Kenneth
₩247,084
₩305,987 total
includes taxes & fees
Sep 2 - Sep 3
14. Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by HiltonKillington
Joseph
₩217,257
₩238,983 total
includes taxes & fees
Sep 7 - Sep 8
15. Brandon Inn
Brandon InnBrandon
Michael
₩206,234
₩226,857 total
includes taxes & fees
Sep 13 - Sep 14
16. Turn of River Lodge
Turn of River LodgeKillington
Anne
₩135,392
₩148,931 total
includes taxes & fees
Sep 10 - Sep 11
17. Summit Lodge
Summit LodgeKillington
Alex
₩240,309
₩291,868 total
includes taxes & fees
Sep 12 - Sep 13
18. Snowed Inn
Snowed InnKillington
James
₩173,685
₩210,159 total
includes taxes & fees
Sep 8 - Sep 9
19. Emrose Luxury Cabins
Emrose Luxury CabinsBrandon
Tiffany
₩221,551
₩250,354 total
includes taxes & fees
Sep 13 - Sep 14
20. Courtyard Middlebury
Courtyard MiddleburyMiddlebury
Nancy
₩244,937
₩269,430 total
includes taxes & fees
Sep 15 - Sep 16
Stay near popular Pittsfield attractions
Roger Clark Memorial Central Library
After visiting Roger Clark Memorial Central Library, make a plan to see the other sights and activities in Pittsfield.
Pittsfield Town Hall
After visiting Pittsfield Town Hall, make a plan to see the other sights and activities in Pittsfield.
Learn more about Pittsfield
Nestled in Vermont's Green Mountains, Pittsfield offers excellent hiking on the Long Trail and thrilling mountain biking at Green Mountain Trails. Riverside picnics along the Tweed River provide peaceful breaks between seasonal activities at nearby Killington Resort.
See all hotels in Pittsfield
Top Pittsfield Hotel Reviews
Days Inn by Wyndham Rutland/Killington Area
8/10 Good
"Room was very spacious"
Mountain Meadows Lodge
10/10 Excellent
"Great pleasant day recommend anybody"
My Place Hotel-Randolph VT
10/10 Excellent
"Very pleasant experience from checking in to when we left. Very helpful front desk staff and hotel was very clean."
Comfort Inn Rutland - Killington
10/10 Excellent
"Everything was perfect. The staff was really nice and helpful"
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."
Sleep Woodstock Motel
8/10 Good
"Centrally located to waterfalls we went to Had everything we needed"
More cheap stays in Pittsfield
Sleep Woodstock Motel
4324 West Woodstock Road Woodstock VT
₩105,852
₩169,090 total
Sep 2 - Sep 3
includes taxes & fees
9.6/10 Exceptional! (607 reviews)
Days Inn by Wyndham Rutland/Killington Area
401 US-7 Rutland VT
₩179,320
₩197,252 total
Sep 3 - Sep 4
includes taxes & fees
6.8/10 (1,002 reviews)
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
₩171,086
₩197,618 total
Sep 2 - Sep 3
includes taxes & fees
Hampton Inn Rutland
47 Farrell Rd Rutland VT
₩185,090
₩203,599 total
Sep 7 - Sep 8
includes taxes & fees
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
₩189,398
₩208,338 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very Good! (1,001 reviews)
My Place Hotel-Randolph VT
2440 Vermont 66 Randolph Center VT
₩237,962
₩259,379 total
Sep 3 - Sep 4
includes taxes & fees
9.4/10 Exceptional! (537 reviews)
