Find hotels in Pittsfield, VT from ฿2,782
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22 Aug - 23 AugTomorrow
23 Aug - 24 AugNext weekend
28 Aug - 30 AugIn two weeks
4 Sep - 6 SepOur top choices for Pittsfield hotels
1. The Trailside Inn
The Trailside InnNorth Sherburne
Niall
฿5,204
฿5,725 total
includes taxes & fees
25 Aug - 26 Aug
2. Hampton Inn Rutland
Hampton Inn RutlandRutland
Tarsha
฿4,282
฿4,711 total
includes taxes & fees
30 Aug - 31 Aug
3. Mountain Meadows Lodge
Mountain Meadows LodgeKillington
Barry
฿4,981
฿6,296 total
includes taxes & fees
24 Aug - 25 Aug
4. The Mountain Top Inn & Resort
The Mountain Top Inn & ResortChittenden
Kristen
฿10,618
฿11,573 total
includes taxes & fees
24 Aug - 25 Aug
5. Comfort Inn Rutland - Killington
Comfort Inn Rutland - KillingtonRutland
Mancione
฿3,695
฿4,065 total
includes taxes & fees
30 Aug - 31 Aug
6. Best Western Inn & Suites Rutland-Killington
Best Western Inn & Suites Rutland-KillingtonRutland
Alex
฿5,292
฿5,821 total
includes taxes & fees
30 Aug - 31 Aug
7. The Mountain Inn at Killington
The Mountain Inn at KillingtonKillington
Travis
฿4,381
฿5,060 total
includes taxes & fees
9 Sept - 10 Sept
8. Greenbrier Inn
Greenbrier InnKillington
David
฿5,508
฿6,348 total
includes taxes & fees
23 Aug - 24 Aug
9. Mountain Sports Inn
Mountain Sports InnKillington
Davis
฿3,561
฿3,917 total
includes taxes & fees
23 Aug - 24 Aug
10. My Place Hotel-Randolph VT
My Place Hotel-Randolph VTRandolph Center
Joey
฿4,815
฿5,248 total
includes taxes & fees
6 Sept - 7 Sept
11. Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by HiltonKillington
Joseph
฿4,552
฿5,007 total
includes taxes & fees
30 Aug - 31 Aug
12. North Star Lodge and Resort
North Star Lodge and ResortKillington
Jessica
฿3,881
฿4,269 total
includes taxes & fees
9 Sept - 10 Sept
13. Days Inn by Wyndham Rutland/Killington Area
Days Inn by Wyndham Rutland/Killington AreaRutland
Douglas
฿3,881
฿4,269 total
includes taxes & fees
30 Aug - 31 Aug
14. Brandon Inn
Brandon InnBrandon
Michael
฿4,927
฿5,419 total
includes taxes & fees
23 Aug - 24 Aug
15. Snowed Inn
Snowed InnKillington
Rebecca
฿4,149
฿5,020 total
includes taxes & fees
25 Aug - 26 Aug
16. Après Inn Killington
Après Inn KillingtonKillington
Margaret
฿4,508
฿4,959 total
includes taxes & fees
27 Aug - 28 Aug
17. The Lilac Inn
The Lilac InnBrandon
Kymberly
฿7,808
฿8,589 total
includes taxes & fees
14 Sept - 15 Sept
18. Inn at Neshobe River
Inn at Neshobe RiverBrandon
Keith
฿5,717
฿6,289 total
includes taxes & fees
24 Aug - 25 Aug
19. Emrose Luxury Cabins
Emrose Luxury CabinsBrandon
Katie
฿5,293
฿5,981 total
includes taxes & fees
23 Aug - 24 Aug
20. Sleep Woodstock Motel
Sleep Woodstock MotelWoodstock
Sean
฿2,529
฿2,782 total
includes taxes & fees
24 Aug - 25 Aug
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
The Mountain Inn at Killington
8/10 Good
"The property was clean and quiet very relaxing the pool was small but the kids had a blast the staff was friendly and the room was clean"
The Shire Woodstock
10/10 Excellent
"Great location and amenities waterfront. Seems rooms are dog-friendly so may have needed a bit more cleaning!!"
North Star Lodge and Resort
8/10 Good
"All together it was very good"
Killington Mountain Lodge, Tapestry Collection by Hilton
10/10 Excellent
"the whole staff was so nice and friendly and helpful. beautiful property."
Hampton Inn Rutland
10/10 Excellent
"Clean room. Friendly staff"
On The River Inn
8/10 Good
"Staff was friendly and the room was clean. Nice social atmosphere, game rooms."
Sleep Woodstock Motel
10/10 Excellent
"This is one of the cleanest places I have ever stayed, including five star hotels. Even though it was an older building, the bathroom and shower was spotless. The bed was comfortable and having a full fridge in freezer as well as a working Keurig and pods was everything I needed. Would highly recommend this place!! and I appreciate them being dog friendly"
Emrose Luxury Cabins
10/10 Excellent
"The property is beautiful loved the heated pool and outdoor activities ."
The Jackson
8/10 Good
"If you are looking for a quiet B & B type experience, a little bit off the beaten path, then this could be a great option for you. Our room was on the second floor with a narrow wooden staircase which made it challenging to bring our multiple bags up to the room. We opted to pull a few necessities out of our main bag and just bring in a carry on, which worked fine. The rooms are lovely and comfortably furnished. The bed was comfortable. One of the "charms" of staying in a B&B type lodging is getting to meet your hosts. We went into town for dinner, so missed the complimentary wine and cheese offering. Other than that, all communication (check-in, questions and checkout) was entirely electronic and we did not see anyone throughout our one-night stay. That felt strange and impersonal to us, but perhaps our expectations were too high. I think we would have been happier in a more traditional hotel setting."
More cheap stays in Pittsfield
Sleep Woodstock Motel
4324 West Woodstock Road Woodstock VT
฿2,529
฿2,782 total
24 Aug - 25 Aug
includes taxes & fees
9.6/10 Exceptional! (605 reviews)
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
฿3,695
฿4,065 total
30 Aug - 31 Aug
includes taxes & fees
Days Inn by Wyndham Rutland/Killington Area
401 US-7 Rutland VT
฿3,881
฿4,269 total
30 Aug - 31 Aug
includes taxes & fees
Hampton Inn Rutland
47 Farrell Rd Rutland VT
฿4,282
฿4,711 total
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
฿4,381
฿5,060 total
9 Sept - 10 Sept
includes taxes & fees
9.2/10 Wonderful! (1,025 reviews)
My Place Hotel-Randolph VT
2440 Vermont 66 Randolph Center VT
฿4,815
฿5,248 total
6 Sept - 7 Sept
includes taxes & fees
