3 Star Hotels in Pittsfield

October 2026
November 2026

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This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

3 Star Hotels in Pittsfield

1. Mountain Meadows Lodge

Mountain Meadows Lodge
Killington
$156
$197 total
includes taxes & fees
Oct 26 - Oct 27
Mountain Meadows Lodge

2. The Trailside Inn

The Trailside Inn
North Sherburne
$159
$175 total
includes taxes & fees
Oct 18 - Oct 19
The Trailside Inn

3. Snowed Inn

Snowed Inn
Killington
$140
$169 total
includes taxes & fees
Oct 25 - Oct 26
Snowed Inn

4. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
Chittenden
$276
$301 total
includes taxes & fees
Oct 1 - Oct 2
The Mountain Top Inn & Resort

5. Summit Lodge

Summit Lodge
Killington
$194
$240 total
includes taxes & fees
Oct 16 - Oct 17
Summit Lodge

6. Brandon Inn

Brandon Inn
Brandon
$137
$150 total
includes taxes & fees
Oct 22 - Oct 23
Brandon Inn

7. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
Killington
$203
$223 total
includes taxes & fees
Oct 31 - Nov 1
Killington Mountain Lodge, Tapestry Collection by Hilton

8. Killington Grand Hotel

Killington Grand Hotel
Base Area
$245
$287 total
includes taxes & fees
Oct 12 - Oct 13
Killington Grand Hotel

9. Inn at Neshobe River

Inn at Neshobe River
Brandon
$175
$193 total
includes taxes & fees
Oct 20 - Oct 21
Inn at Neshobe River

10. The Vesper

The Vesper
Woodstock
$165
$182 total
includes taxes & fees
Oct 25 - Oct 26
The Vesper

11. The Lilac Inn

The Lilac Inn
Brandon
$239
$263 total
includes taxes & fees
Oct 1 - Oct 2
The Lilac Inn

12. The Suites at Killington Center

The Suites at Killington Center
Killington
$227
$470 total
includes taxes & fees
Oct 19 - Oct 20
The Suites at Killington Center

13. Cozy Hotel Room Style Studio Condo With Pool

Cozy Hotel Room Style Studio Condo With Pool
Killington
$197
$332 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Hotel Room Style Studio Condo With Pool

14. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
Ripton
$319
$348 total
includes taxes & fees
Oct 1 - Oct 2
Robert Frost Mountain Cabins

15. The Shire Woodstock

The Shire Woodstock
Woodstock
$281
$333 total
includes taxes & fees
Oct 29 - Oct 30
The Shire Woodstock

16. Courtyard Middlebury

Courtyard Middlebury
Middlebury
$170
$187 total
includes taxes & fees
Oct 20 - Oct 21
Courtyard Middlebury

17. Stay At Jimmy's

Stay At Jimmy's
Woodstock
$299
$329 total
includes taxes & fees
Oct 29 - Oct 30
Stay At Jimmy's

18. Deer Brook Inn

Deer Brook Inn
Woodstock
$431
$474 total
includes taxes & fees
Oct 12 - Oct 13
Deer Brook Inn

19. Woodbridge Inn

Woodbridge Inn
Woodstock
$550
$605 total
includes taxes & fees
Oct 20 - Oct 21
Woodbridge Inn

20. Kedron Valley Inn

Kedron Valley Inn
South Woodstock
$558
$614 total
includes taxes & fees
Oct 26 - Oct 27
Kedron Valley Inn
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Top landmarks in Pittsfield

Pittsfield Town Hall

Pittsfield Town Hall is worth a visit when in central Pittsfield.
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Roger Clark Memorial Central Library

Roger Clark Memorial Central Library is worth a visit when in central Pittsfield.
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