Hotels in Pittsfield
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Aug 22 - Aug 23Tomorrow
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Aug 28 - Aug 30In two weeks
Sep 4 - Sep 6Where to stay in Pittsfield?
1. Mountain Sports Inn
Mountain Sports InnKillington
$109
$120 total
includes taxes & fees
Aug 24 - Aug 25
2. The Trailside Inn
The Trailside InnNorth Sherburne
$159
$175 total
includes taxes & fees
Aug 24 - Aug 25
3. Mountain Meadows Lodge
Mountain Meadows LodgeKillington
$166
$208 total
includes taxes & fees
Sep 7 - Sep 8
4. North Star Lodge and Resort
North Star Lodge and ResortKillington
$132
$145 total
includes taxes & fees
Sep 8 - Sep 9
6. Greenbrier Inn
Greenbrier InnKillington
$156
$180 total
includes taxes & fees
Aug 30 - Aug 31
7. The Mountain Inn at Killington
The Mountain Inn at KillingtonKillington
$149
$172 total
includes taxes & fees
Sep 6 - Sep 7
8. Après Inn Killington
Après Inn KillingtonKillington
$138
$152 total
includes taxes & fees
Aug 27 - Aug 28
9. Killington Haus
Killington HausKillington
$112
$124 total
includes taxes & fees
Aug 24 - Aug 25
10. Comfort Inn Rutland - Killington
Comfort Inn Rutland - KillingtonRutland
$113
$124 total
includes taxes & fees
Aug 30 - Aug 31
11. Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by HiltonKillington
$139
$152 total
includes taxes & fees
Aug 30 - Aug 31
12. Best Western Inn & Suites Rutland-Killington
Best Western Inn & Suites Rutland-KillingtonRutland
$161
$177 total
includes taxes & fees
Aug 30 - Aug 31
13. Hampton Inn Rutland
Hampton Inn RutlandRutland
$130
$143 total
includes taxes & fees
Aug 30 - Aug 31
14. Sleep Woodstock Motel
Sleep Woodstock MotelWoodstock
$86
$95 total
includes taxes & fees
Aug 24 - Aug 25
15. Cozy Hotel Room Style Studio Condo With Pool
Cozy Hotel Room Style Studio Condo With PoolKillington
$94
$219 total
includes taxes & fees
Aug 26 - Aug 27
16. My Place Hotel-Randolph VT
My Place Hotel-Randolph VTRandolph Center
$160
$174 total
includes taxes & fees
Aug 30 - Aug 31
17. The Mountain Top Inn & Resort
The Mountain Top Inn & ResortChittenden
$325
$354 total
includes taxes & fees
Aug 24 - Aug 25
19. Mountain Green
Mountain GreenKillington
$78
$233 total
includes taxes & fees
Aug 24 - Aug 25
20. Days Inn by Wyndham Rutland/Killington Area
Days Inn by Wyndham Rutland/Killington AreaRutland
$118
$130 total
includes taxes & fees
Aug 30 - Aug 31
Go beyond your typical stay in Pittsfield
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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.
Pittsfield Town Hall
Pittsfield Town Hall is worth a visit when in central Pittsfield.
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
Check out reviews of Pittsfield hotels guests love
Days Inn by Wyndham Rutland/Killington Area
10/10 Excellent
"Everything was great…staff was super friendly."
North Star Lodge and Resort
8/10 Good
"Clean rooms!! The heated pool was amazing and so dreamy at night! The bar lounge was exemplary! Definitely will be staying there again!"
The Shire Woodstock
10/10 Excellent
"Great stay, staff and room was great. Bed was super comfy. Only flaw, they should put a fence up in front of garbage and dumpsters. They are an eye sore."
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."