Find 4 Star Hotels in Pittsfield, VT from SAR 540
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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, (512)
The price is SAR 1,159
SAR 1,440 total
includes taxes & fees
27 Apr - 28 Apr

The Jackson
The Jackson
9.8 out of 10, Exceptional, (211)
The price is SAR 837
SAR 921 total
includes taxes & fees
7 May - 8 May

506 On the River Inn
506 On the River Inn
9.4 out of 10, Exceptional, (991)
The price is SAR 540
SAR 732 total
includes taxes & fees
27 Apr - 28 Apr

The Village Inn of Woodstock
The Village Inn of Woodstock
9.8 out of 10, Exceptional, (86)

The Woodstocker B&B
The Woodstocker B&B
10.0 out of 10, Exceptional, (51)

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 3,750
SAR 5,163 total
includes taxes & fees
27 Apr - 28 Apr

Eagle Ridge Treehouse
Eagle Ridge Treehouse

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
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Recent reviews of Pittsfield hotels
Recent reviews of Pittsfield hotels

506 On the River Inn
5/5 Excellent
Perfect Weekend Escape
"We had a wonderful weekend away here! The Inn is beautiful, charming/well decorated, has fabulous amenities (hot tub, pool, sauna, game room with arcades, lovely library, outdoor firepit, etc.) stunning views of the river, comfortable rooms and includes an incredible complementary breakfast. Hands down one of the best hotel breakfasts we've ever had. Staff was friendly and went out of our way to make sure we had everything we needed. It's only a quick 3 minute drive to town center, and 506 On The River is a perfect escape in itself, a hidden gem. From complementary smores by the fire at night to the relaxing sauna or a drink at the bar, this is the perfect spot for families or couples. We will definitely be back!"
A verified traveler stayed at 506 On the River Inn
Posted 10 days ago

The Jackson
5/5 Excellent
"The beds are extremely comfortable. The availability of ice is a nice feature. The flavored coffee machine was a nice surprise. Great recommendations from David. We will be back"
A verified traveler stayed at The Jackson
Posted 11 days ago
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Pittsfield Hotels by Star Rating
Stay near popular Pittsfield attractions
- Hotels near Killington Resort
- Hotels near Middlebury College
- Hotels near Green Mountain National Forest
- Hotels near Pico Mountain at Killington Ski Resort
- Hotels near Killington Peak
- Hotels near Billings Farm and Museum
- Hotels near Killington Golf Course
- Hotels near Appalachian Trail Adventures
- Hotels near Vermont State Fairgrounds
- Hotels near Marsh-Billings-Rockefeller National Historical Park
- Hotels near Branbury State Park
- Hotels near Mad River Valley
- Hotels near Rutland Regional Medical Center
- Hotels near Paramount Theater
- Hotels near Wilson Castle
- Hotels near Killington Adventure Center
- Hotels near Silver Lake State Park
- Hotels near Sunrise Village Triple Ski Lift
- Hotels near Woodstock Town Hall Theatre
- Hotels near Sugarbush Farm
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