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Go beyond your typical stay in Pittsfield

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Our top choices for Pittsfield hotels

1. The Trailside Inn
The Trailside InnNorth Sherburne
9.2 out of 10, Wonderful, (167 reviews)
The price is ¥25,451
¥27,996 total
includes taxes & fees
Nov 30 - Dec 1

2. Mountain Meadows Lodge
Mountain Meadows LodgeKillington
9.6 out of 10, Exceptional, (377 reviews)
The price is ¥20,404
¥26,438 total
includes taxes & fees
Nov 15 - Nov 16

3. The Mountain Top Inn & Resort
The Mountain Top Inn & ResortChittenden
9.0 out of 10, Wonderful, (132 reviews)
The price is ¥32,546
¥35,475 total
includes taxes & fees
Nov 23 - Nov 24

4. Greenbrier Inn
Greenbrier InnKillington
9.4 out of 10, Exceptional, (706 reviews)
The price is ¥27,946
¥32,207 total
includes taxes & fees
Nov 19 - Nov 20

5. Mountain Sports Inn
Mountain Sports InnKillington
8.8 out of 10, Excellent, (1,000 reviews)
The price is ¥17,415
¥19,156 total
includes taxes & fees
Nov 22 - Nov 23

6. Snowed Inn
Snowed InnKillington
9.8 out of 10, Exceptional, (439 reviews)
The price is ¥27,640
¥33,444 total
includes taxes & fees
Dec 1 - Dec 2

7. North Star Lodge and Resort
North Star Lodge and ResortKillington
8.6 out of 10, Excellent, (1,002 reviews)
The price is ¥18,872
¥20,759 total
includes taxes & fees
Nov 22 - Nov 23

8. Killington Haus
Killington HausKillington
9.2 out of 10, Wonderful, (72 reviews)
The price is ¥19,332
¥21,266 total
includes taxes & fees
Nov 14 - Nov 15

9. The Mountain Inn at Killington
The Mountain Inn at KillingtonKillington
9.2 out of 10, Wonderful, (1,006 reviews)
The price is ¥18,869
¥21,795 total
includes taxes & fees
Nov 15 - Nov 16

10. Best Western Inn & Suites Rutland-Killington
Best Western Inn & Suites Rutland-KillingtonRutland
8.8 out of 10, Excellent, (1,000 reviews)
The price is ¥25,741
¥28,316 total
includes taxes & fees
Nov 19 - Nov 20

11. Après Inn Killington
Après Inn KillingtonKillington
9.4 out of 10, Exceptional, (208 reviews)
The price is ¥22,048
¥24,253 total
includes taxes & fees
Nov 19 - Nov 20

12. Comfort Inn Rutland - Killington
Comfort Inn Rutland - KillingtonRutland
8.0 out of 10, Very good, (1,000 reviews)
The price is ¥18,877
¥20,764 total
includes taxes & fees
Dec 6 - Dec 7

13. Hampton Inn Rutland
Hampton Inn RutlandRutland
9.0 out of 10, Wonderful, (1,000 reviews)
The price is ¥22,000
¥24,200 total
includes taxes & fees
Dec 13 - Dec 14

14. Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by HiltonKillington
7.4 out of 10, Good, (1,000 reviews)
The price is ¥18,605
¥20,465 total
includes taxes & fees
Nov 23 - Nov 24

15. Days Inn by Wyndham Rutland/Killington Area
Days Inn by Wyndham Rutland/Killington AreaRutland
7.0 out of 10, Good, (1,004 reviews)
The price is ¥18,877
¥20,765 total
includes taxes & fees
Nov 16 - Nov 17

16. The Jackson
The JacksonWest Woodstock
9.6 out of 10, Exceptional, (342 reviews)
The price is ¥19,684
¥21,652 total
includes taxes & fees
Dec 1 - Dec 2

17. Brandon Inn
Brandon InnBrandon
8.8 out of 10, Excellent, (740 reviews)
The price is ¥20,635
¥22,698 total
includes taxes & fees
Nov 16 - Nov 17

18. On The River Inn
On The River InnWest Woodstock
9.2 out of 10, Wonderful, (1,008 reviews)
The price is ¥20,831
¥26,108 total
includes taxes & fees
Dec 6 - Dec 7

19. My Place Hotel-Randolph VT
My Place Hotel-Randolph VTRandolph Center
9.4 out of 10, Exceptional, (646 reviews)
The price is ¥15,659
¥17,069 total
includes taxes & fees
Dec 7 - Dec 8

20. Emrose Luxury Cabins
Emrose Luxury CabinsBrandon
8.8 out of 10, Excellent, (210 reviews)
The price is ¥25,902
¥29,269 total
includes taxes & fees
Nov 30 - Dec 1
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.
Stay near popular Pittsfield attractions
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.

























































































