Find 4 Star Hotels in Pittsfield, VT
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Compare Pittsfield 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.
Woodstock Inn & Resort
Woodstock Inn & Resort
9.2 out of 10, Wonderful, (449)
The price is SAR 1,684
SAR 2,003 total
includes taxes & fees
24 Jun - 25 Jun
506 On the River Inn
506 On the River Inn
9.4 out of 10, Exceptional, (879)
The price is SAR 1,084
SAR 1,193 total
includes taxes & fees
2 Jul - 3 Jul
The Village Inn of Woodstock
The Village Inn of Woodstock
9.6 out of 10, Exceptional, (70)
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The Jackson House Inn
The Jackson House Inn
10.0 out of 10, Exceptional, (167)
The price is SAR 1,069
SAR 1,176 total
includes taxes & fees
23 Jun - 24 Jun
The Woodstocker B&B
The Woodstocker B&B
10.0 out of 10, Exceptional, (50)
Eagle Ridge Treehouse
Eagle Ridge Treehouse
The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
The price is SAR 2,485
SAR 3,701 total
includes taxes & fees
24 Jun - 25 Jun
Northeast Passage Chalet
Northeast Passage Chalet
Deer Brook Inn
Deer Brook Inn
10.0 out of 10, Exceptional, (21)
Inn at Water's Edge
Inn at Water's Edge
The Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 1 Bedroom Home
The Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 1 Bedroom Home
The price is SAR 2,485
SAR 3,701 total
includes taxes & fees
24 Jun - 25 Jun
The Birch Ridge: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home
The Birch Ridge: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home
The price is SAR 2,485
SAR 3,701 total
includes taxes & fees
24 Jun - 25 Jun
The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
The price is SAR 2,485
SAR 3,923 total
includes taxes & fees
24 Jun - 25 Jun
Whiffletree A4
Whiffletree A4
Tanglewood Blues by Killington Vacation Rentals
Tanglewood Blues by Killington Vacation Rentals
The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home
The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home
The price is SAR 2,485
SAR 3,701 total
includes taxes & fees
24 Jun - 25 Jun
Breakaway B
Breakaway B
Tanglewood Chalet at Killington by Killington Vacation Rentals
Tanglewood Chalet at Killington by Killington Vacation Rentals
Frequently asked questions
Recent reviews of Pittsfield hotelsExpedia verified reviews
![506 On the River Inn](http://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/528a7f5b_y.jpg)
506 On the River Inn
5/5 Excellent
"Beautiful location, wonderful breakfast buffet, quiet setting, location near Woodstock Farmers Market. Very comfortable and clean rooms."
A verified traveler stayed at 506 On the River Inn
Posted 6 days ago
Pittsfield Hotels by Star Rating
Stay near popular Pittsfield attractions
- Killington Resort
- Middlebury College
- Pico Mountain at Killington Ski Resort
- Green Mountain National Forest
- Killington Peak
- Killington Golf Course
- Billings Farm and Museum
- Paramount Theater
- Vermont State Fairgrounds
- Appalachian Trail Adventures
- Branbury State Park
- Killington Adventure Center
- Rutland Regional Medical Center
- Calvin Coolidge Historic Site
- Bear Mountain Quad Ski Lift
- Sugarbush Farm
- Woodstock Town Hall Theatre
- Superstar Express Quad Ski Lift
- Green Mountain National Golf Course
- Moss Glen Falls
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- B&B in Pittsfield (16)
- Aparthotels in Pittsfield (13)
- Motels in Pittsfield (9)
- Inns in Pittsfield (8)
- Farmstay in Pittsfield (6)
- Guest Houses in Pittsfield (5)
- Resorts in Pittsfield (4)
- Villas in Pittsfield (2)
- Castles in Pittsfield (1)
- Treehouses in Pittsfield (1)
Explore more hotels
- Best Western Inn & Suites Rutland-Killington
- Sleep Woodstock Motel
- Courtyard Middlebury
- Brandon Inn
- Turn of River Lodge
- Summit Lodge
- Greenbrier Inn
- 506 On the River Inn
- Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
- Snowed Inn
- Cozy Loft for two with Hot Tub
- Middlebury Sweets Motel
- The Lilac Inn
- The Mountain Top Inn & Resort
- Happy Bear Motel
- Mountain Valley Retreat
- The Jackson House Inn
- Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
- The Trailside Inn
- Cozy 1850s home on the riverfront with mountain & river views - dog-friendly