Book 2 Star Hotels in Pittsfield
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Pittsfield 2 Stars Hotels

Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd, Killington, VT
Free Cancellation
Reserve now, pay when you stay
9.49 mi from city center
$130 nightly
The price is $143 total per night
$143 total
Nov 16 - Nov 17
Total with taxes and fees
At Killington Mountain Lodge, Tapestry Collection by Hilton, guests have access to a 24-hour gym, free WiFi in public areas, and a hot tub. If you drive, self parking is USD 10 per day, and there's also a free ski shuttle. The 24-hour front desk has staff standing by to help with access to locker space and luggage storage. Other amenities at this ski hotel include meeting rooms, conference space, and a business center.

The Mountain Inn at Killington
47 Old Mill Rd, Killington, VT
Free Cancellation
Reserve now, pay when you stay
9.83 mi from city center
$156 nightly
The price is $172 total per night
$172 total
Nov 13 - Nov 14
Total with taxes and fees
Guests staying at The Mountain Inn at Killington enjoy an outdoor pool, a gym, and free WiFi in public areas. There's free parking and a free ski shuttle. Front-desk staff can assist with concierge services, securing valuables, and luggage storage. Other amenities at this ski hotel include a meeting room, an arcade/game room, and express check-in.

Best Western Inn & Suites Rutland-Killington
5 Best Western Place, Rutland, VT
Free Cancellation
Reserve now, pay when you stay
11.32 mi from city center
$161 nightly
The price is $177 total per night
$177 total
Nov 18 - Nov 19
Total with taxes and fees
Guests staying at Best Western Inn & Suites Rutland-Killington enjoy a 24-hour gym, free WiFi in public areas, and an outdoor tennis court. There's free parking and a free ski shuttle. The 24-hour front desk has staff standing by to help with securing valuables and luggage storage. Other amenities at this ski hotel include a 24-hour business center, a seasonal outdoor pool, and coffee/tea in a common area.

Comfort Inn Rutland - Killington
19 Allen St, Rutland, VT
Free Cancellation
Reserve now, pay when you stay
14.43 mi from city center
$110 nightly
The price is $121 total per night
$121 total
Dec 1 - Dec 2
Total with taxes and fees
Guests staying at Comfort Inn Rutland - Killington enjoy an indoor pool, a gym, and free WiFi in public areas. A stay here includes free parking. The 24-hour front desk has staff standing by to help with concierge services and dry cleaning/laundry. Additional amenities include a hot tub, conference space, and a business center.

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
15.08 mi from city center
$110 nightly
The price is $121 total per night
$121 total
Nov 16 - Nov 17
Total with taxes and fees
Days Inn by Wyndham Rutland/Killington Area offers an indoor pool, a sauna, and free WiFi in public areas. Free parking is included with your stay. The front desk is staffed 24 hours a day to help with tours/tickets and luggage storage. Additional amenities include a 24-hour business center, coffee/tea in a common area, and express check-out.

My Place Hotel-Randolph VT
2440 Vermont 66, Randolph Center, VT
Free Cancellation
Reserve now, pay when you stay
15.35 mi from city center
$109 nightly
The price is $119 total per night
$119 total
Nov 28 - Nov 29
Total with taxes and fees
Guests of My Place Hotel-Randolph VT enjoy free WiFi in public areas, a 24-hour business center, and a computer station. If you plan to drive, free parking is available. The 24-hour front desk has staff always at the ready. Additional amenities include laundry facilities, a convenience store, and barbecue grills.

The Jackson
43 Senior Lane, Woodstock, VT
17.2 mi from city center
$175 nightly
The price is $193 total per night
$193 total
Nov 16 - Nov 17
Total with taxes and fees
The Jackson features free WiFi in public areas, coffee in a common area, and a library. If you drive, take advantage of free parking. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Additional amenities include express check-out, a terrace, and a garden.

Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
17.93 mi from city center
$369 nightly
The price is $406 total per night
$406 total
Nov 30 - Dec 1
Total with taxes and fees
Guests of Woodstock Inn & Resort have access to a golf course, a full-service spa, and an indoor pool. Free valet parking is included with your stay. The front desk is staffed 24/7 to help with concierge services, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury resort include a gym, 2 hot tubs, and a sauna.

The Shire Woodstock
46 Pleasant St., Woodstock, VT
Free Cancellation
Reserve now, pay when you stay
18.1 mi from city center
$139 nightly
The price is $152 total per night
$152 total
Nov 18 - Nov 19
Total with taxes and fees
The Shire Woodstock features free WiFi in public areas, coffee in a common area, and free use of bicycles. You can take advantage of free parking if you drive. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Additional amenities include a picnic area and a garden.
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 | 1,740 hotels |
|---|---|
Lowest Price | $119 |
Highest Price | $406 |
Popular hotels | Killington Mountain Lodge, Tapestry Collection by Hilton, Comfort Inn Rutland - Killington, Woodstock Inn & Resort, The Shire Woodstock, The Mountain Inn at Killington, Days Inn by Wyndham Rutland/Killington Area, Best Western Inn & Suites Rutland-Killington, The Jackson , My Place Hotel-Randolph VT |
Recent Reviews

Days Inn by Wyndham Rutland/Killington Area
5/5 Excellent
"Staff was very polite and curious "
A verified traveler stayed at Days Inn by Wyndham Rutland/Killington Area
Posted 6 days ago


