Compare Cheap Hotels in Pittsfield
Secret Bargains - Save an extra 10% or more on select hotels
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Cheap Pittsfield Hotels
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
$124 nightly
The price is $136 total per night
$136 total
Nov 16 - Nov 17
Total with taxes and fees
Free Cancellation
14.43 mi from city center
With a stay at Comfort Inn Rutland - Killington in Rutland, you'll be 0.6 mi (1 km) from Rutland Regional Medical Center and 9.8 mi (15.7 km) from Pico Mountain at Killington Ski Resort.
Pool
Hot Tub
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
$156 nightly
The price is $172 total per night
$172 total
Oct 28 - Oct 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
9.83 mi from city center
When you stay at The Mountain Inn at Killington in Killington, you'll be next to a golf course, a 1-minute drive from Killington Resort and 7 minutes from Green Mountain National Forest.
Pool
Breakfast included
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
$409 nightly
The price is $450 total per night
$450 total
Nov 16 - Nov 17
Total with taxes and fees
17.93 mi from city center
A stay at Woodstock Inn & Resort places you in the heart of Woodstock, a 1-minute drive from Billings Farm and Museum and 7 minutes from Saskadena Six Ski Area.
Pool
Hot Tub
Mountain Meadows Lodge
285 Thundering Brook Road Killington VT
$165 nightly
The price is $181 total per night
$181 total
Nov 10 - Nov 11
Total with taxes and fees
7 mi from city center
When you stay at Mountain Meadows Lodge in Killington, you'll be near ski lifts, a 1-minute drive from Green Mountain National Forest and 7 minutes from Killington Resort.
Hot Tub
Breakfast included
On The River Inn
1653 West Woodstock Road Woodstock VT
$181 nightly
The price is $200 total per night
$200 total
Nov 16 - Nov 17
Total with taxes and fees
17.29 mi from city center
With a stay at On The River Inn in Woodstock (West Woodstock), you'll be within a 15-minute drive of Green Mountain National Forest and Union Arena Community Center.
Pool
Hot Tub
Mountain Sports Inn
813 Killington Road Killington VT
$109 nightly
The price is $120 total per night
$120 total
Nov 22 - Nov 23
Total with taxes and fees
7.87 mi from city center
When you stay at Mountain Sports Inn in Killington, you'll be in the business district, within a 5-minute drive of Green Mountain National Forest and Killington Resort.
Breakfast included
Parking included
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
$139 nightly
The price is $153 total per night
$153 total
Nov 8 - Nov 9
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
9.49 mi from city center
With a stay at Killington Mountain Lodge, Tapestry Collection by Hilton in Killington, you'll be next to a golf course, just steps from Killington Resort and a 3-minute drive from Killington Golf Course.
Hot Tub
Pet friendly
My Place Hotel-Randolph VT
2440 Vermont 66 Randolph Center VT
$104 nightly
The price is $113 total per night
$113 total
Nov 22 - Nov 23
Total with taxes and fees
15.35 mi from city center
Located in Randolph Center, My Place Hotel-Randolph VT is within a 5-minute drive of Whale Dance Sculpture and Vermont Veterans Memorial Cemetery.
Pet friendly
Parking included
The Shire Woodstock
46 Pleasant St. Woodstock VT
$138 nightly
The price is $152 total per night
$152 total
Nov 23 - Nov 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.1 mi from city center
When you stay at The Shire Woodstock in Woodstock, you'll be on a river, within a 15-minute drive of Quechee Gorge Bridge and Green Mountain National Forest.
Pet friendly
Parking included
The Jackson
43 Senior Lane Woodstock VT
$176 nightly
The price is $194 total per night
$194 total
Nov 3 - Nov 4
Total with taxes and fees
17.2 mi from city center
With a stay at The Jackson in Woodstock (West Woodstock), you'll be within a 15-minute drive of Green Mountain National Forest and Union Arena Community Center.
Parking included
Free WiFi
Emrose Luxury Cabins
1246 Franklin Street Brandon VT
$206 nightly
The price is $226 total per night
$226 total
Oct 28 - Oct 29
Total with taxes and fees
12.85 mi from city center
Located in Brandon, Emrose Luxury Cabins is a 5-minute drive from Neshobe Golf Club and 8 minutes from New England Maple Museum.
Pool
Hot Tub
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 | 1,848 hotels |
|---|---|
Lowest Price | $113 |
Highest Price | $450 |
Popular hotels | Comfort Inn Rutland - Killington, The Mountain Inn at Killington, Woodstock Inn & Resort, Mountain Meadows Lodge, On The River Inn, Mountain Sports Inn, Killington Mountain Lodge, Tapestry Collection by Hilton, My Place Hotel-Randolph VT, The Shire Woodstock, The Jackson , Emrose Luxury Cabins, Turn of River Lodge |
Most Recent Pittsfield Hotel Reviews
The Shire Woodstock
5 out of 5
Posted 10 hours ago
CheapTickets Verified Review
"We enjoyed our stay at The Shire. We chose a room with a river view, so we were located in a nicely restored house located right next to the main Inn. Our room was very spacious, clean and comfortable. The location was perfect for walking into town, and a quick drive to the Marsh-Billings-Rockefeller National Historic Park."
A verified traveler stayed at The Shire Woodstock
