Pittsfield 4 Stars Hotels

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Our top choices for Pittsfield 4-star hotels

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Woodstock Inn & Resort

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (558 reviews)
"Luxurious and friendly resort! Loved it"
United States
Elizabeth
The price is NT$10,086
NT$12,485 total
includes taxes & fees
Jan 19 - Jan 20
Woodstock Inn & Resort
Restaurant
The Jackson

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (261 reviews)
"The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing."
United States
Abby
The Jackson
Hallway
On The River Inn

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,006 reviews)
"Brilliant stay"
United States
Enrico
On The River Inn
Terrace/patio
The Village Inn of Woodstock

The Village Inn of Woodstock

The Village Inn of Woodstock
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (95 reviews)
"Super clean and the ambiance was so perfect for such a neat place. Owners are awesome!"
United States
Curtis
The Village Inn of Woodstock
Exterior
The Woodstocker B&B

The Woodstocker B&B

The Woodstocker B&B
4.0 star property
Woodstock
10.0 out of 10, Exceptional, (51 reviews)
"This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! "
United States
Kavina
The Woodstocker B&B
Cottage, 1 Bedroom | Living area
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 Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
4.0 star property
Killington
The price is NT$32,038
NT$49,967 total
includes taxes & fees
Jan 11 - Jan 12
The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
Rafting
Eagle Ridge Treehouse

Eagle Ridge Treehouse

Eagle Ridge Treehouse
4.0 star property
Stockbridge
Eagle Ridge Treehouse
Cottage, 1 Bedroom | Living area
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 Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
4.0 star property
Killington
The price is NT$34,115
NT$54,278 total
includes taxes & fees
Jan 11 - Jan 12
The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
Terrace/patio
Deer Brook Inn

Deer Brook Inn

Deer Brook Inn
4.0 star property
Woodstock
10.0 out of 10, Exceptional, (21 reviews)
"One of the best experiences I have ever had! The staff were kind, attentive, and just plain wonderful! I can't wait to return as soon as possible! This place is BEAUTIFUL inside and out! (Not to mention that the breakfast was to die for). Don't think twice- you need to stay at the Deer Brook Inn!"
United States
Joseph
Deer Brook Inn
Cottage, 1 Bedroom | Living area
The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home

The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home

The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home
4.0 star property
Killington
The price is NT$29,270
NT$47,456 total
includes taxes & fees
Jan 11 - Jan 12
The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home
Cottage, 1 Bedroom | Interior
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 Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home
4.0 star property
Killington
The price is NT$26,674
NT$42,414 total
includes taxes & fees
Jan 11 - Jan 12
The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home
Cottage, 1 Bedroom | Interior
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 Birch Ridge: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home
4.0 star property
Killington
The price is NT$28,924
NT$45,582 total
includes taxes & fees
Jan 11 - Jan 12
The Birch Ridge: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home
Cottage, 1 Bedroom | Interior
The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home

The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home

The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home
4.0 star property
Killington
The price is NT$41,382
NT$64,510 total
includes taxes & fees
Jan 11 - Jan 12
The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home
Cottage, 1 Bedroom | Living area
The Birch Ridge: Lace Room #3 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home

The Birch Ridge: Lace Room #3 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home

The Birch Ridge: Lace Room #3 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
4.0 star property
Killington
The price is NT$26,674
NT$42,414 total
includes taxes & fees
Jan 11 - Jan 12
The Birch Ridge: Lace Room #3 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
Cottage, 1 Bedroom | Living area
The Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home

The Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home

The Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
4.0 star property
Killington
The price is NT$30,135
NT$47,287 total
includes taxes & fees
Jan 11 - Jan 12
The Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
Cottage, 1 Bedroom | Living area
The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home

The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home

The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
4.0 star property
Killington
The price is NT$24,944
NT$39,978 total
includes taxes & fees
Jan 11 - Jan 12
The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
Restaurant
Mountain Green Resort

Mountain Green Resort

Mountain Green Resort
4.0 star property
Killington
6.0 out of 10, (1 review)
"Clean room, elevator broken and not enough bathroom towels."
United States
Jing
Mountain Green Resort
Cottage, 1 Bedroom | Living area
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 Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 1 Bedroom Home
4.0 star property
Killington
The price is NT$25,463
NT$40,709 total
includes taxes & fees
Jan 11 - Jan 12
The Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 1 Bedroom Home
Cottage, 1 Bedroom | Living area
The Birch Ridge: American Classic Room #7 - King Suite In Killington. Hot Tub. 1 Bedroom Home

The Birch Ridge: American Classic Room #7 - King Suite In Killington. Hot Tub. 1 Bedroom Home

The Birch Ridge: American Classic Room #7 - King Suite In Killington. Hot Tub. 1 Bedroom Home
4.0 star property
Killington
The price is NT$26,674
NT$42,414 total
includes taxes & fees
Jan 11 - Jan 12
The Birch Ridge: American Classic Room #7 - King Suite In Killington. Hot Tub. 1 Bedroom Home
House, 4 Bedrooms | Living room
Tanglewood Blues by Killington Vacation Rentals

Tanglewood Blues by Killington Vacation Rentals

Tanglewood Blues by Killington Vacation Rentals
4.0 star property
Killington
Tanglewood Blues by Killington Vacation Rentals
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Top Pittsfield Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Pittsfield?
With Expedia's handy search filters, landing a superb deal on a 4-star hotel in Pittsfield just got easier. Start by entering your chosen travel dates and length of your escape. Then sort the results by price and choose a hotel that best suits your budget and style.

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What's the difference between 5-star and 4-star hotels in Pittsfield?
If you choose to vacation at a 4-star hotel in Pittsfield, you'll usually find loads of amenities to make sure you're comfortable, such as a restaurant, pool and gym. You can enjoy top-quality service and upscale accommodations. Go for a 5-star hotel and you'll get a few more bells and whistles — think on-site spas, around-the-clock concierge and indulgent turndown services. You'll most likely get more amenities and premium services at a 5-star stay, though both are great options for luxury guests.
Does Pittsfield have any 4-star all-inclusive resorts?
Enjoy a stress-free vacation experience where just about everything is included in the one upfront price by using our "All inclusive" filter. Staying within budget is a breeze when your meals, accommodations and activities are already taken care of. Want more options? Check out the terrific deals on Expedia's standard 4-star stays in and around Pittsfield too.

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