Book Cheap Hotels in Pittsfield
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Most frequently booked Pittsfield hotels

The Shire Woodstock
46 Pleasant St., Woodstock, VT
Free cancellation
Reserve now, pay when you stay
29.15 km from city centre
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Billings Park and Trail and Red Wagon Toy Company are located nearby.
Pet-friendly
Parking included

Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
28.87 km from city centre
The price is CA $708 per night
CA $708
CA $840 total
Oct 30 - Oct 31
includes taxes & fees
Stay at this 4.5-star luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Middle Covered Bridge and Woodstock Town Hall Theatre are located nearby.
Pool
Hot tub

The Mountain Inn at Killington
47 Old Mill Rd, Killington, VT
Free cancellation
Reserve now, pay when you stay
15.82 km from city centre
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Pool
Breakfast included

North Star Lodge and Resort
78 Weathervane Dr, Killington, VT
Free cancellation
Reserve now, pay when you stay
12.99 km from city centre
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Killington Resort and Fire Tower are located nearby.
Pool
Parking included

Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd, Killington, VT
15.28 km from city centre
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Hot tub
Pet-friendly

Mountain Sports Inn
813 Killington Road, Killington, VT
Free cancellation
Reserve now, pay when you stay
12.71 km from city centre
The price is CA $166 per night
CA $166
CA $182 total
Oct 14 - Oct 15
includes taxes & fees
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Killington Resort and Fire Tower are located nearby.
Breakfast included
Parking included

My Place Hotel-Randolph VT
2440 Vermont 66, Randolph Center, VT
24.72 km from city centre
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whale Dance Sculpture and Montague Golf Club are located nearby.
Pet-friendly
Parking included

Comfort Inn Rutland - Killington
19 Allen St, Rutland, VT
Free cancellation
Reserve now, pay when you stay
23.23 km from city centre
The price is CA $183 per night
CA $183
CA $202 total
Oct 20 - Oct 21
includes taxes & fees
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Vermont State Fairgrounds and Green Mountain Shopping Plaza are located nearby.
Pool
Hot tub

Days Inn by Wyndham Rutland/Killington Area
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
Free cancellation
Reserve now, pay when you stay
24.29 km from city centre
The price is CA $144 per night
CA $144
CA $159 total
Oct 21 - Oct 22
includes taxes & fees
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Green Mountain Shopping Plaza and Spartan Arena are located nearby.
Pool
Breakfast included
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.
Pittsfield hotels essential information
Accommodation | 1,715 hotels |
---|---|
Lowest Price | CA $159 |
Highest Price | CA $840 |
Popular hotels | The Shire Woodstock, Woodstock Inn & Resort, The Mountain Inn at Killington, North Star Lodge and Resort, Killington Mountain Lodge, Tapestry Collection by Hilton, Mountain Sports Inn, My Place Hotel-Randolph VT, Comfort Inn Rutland - Killington, Days Inn by Wyndham Rutland/Killington Area |
Frequently asked questions
Recent Pittsfield hotel reviews by fellow wanderers

Brandon Inn
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Historic building very well maintained. Friendly and helpful staff. Great location in town "
A verified traveller stayed at Brandon Inn
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