Find 4 Star Hotels in Pittsfield, VT from AED 1,092

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Check availability on Pittsfield 4 Star Hotels

Compare Pittsfield 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 star property
Woodstock
9.2 out of 10, Wonderful, (550)
"Highly recommend stay here"
United States
Margie
The price is AED 1,208
AED 1,491 total
includes taxes & fees
3 Dec - 4 Dec
Woodstock Inn & Resort
Front of property
The Jackson

The Jackson

4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (251)
"Very cute inn, the restaurant was a plus. Had a great dinner there and def will come back. "
United States
Jaunita
The Jackson
Terrace/patio
On The River Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1006)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is AED 870
AED 1,092 total
includes taxes & fees
22 Nov - 23 Nov
On The River Inn
Garden
The Village Inn of Woodstock

The Village Inn of Woodstock

4.0 star property
Woodstock
9.6 out of 10, Exceptional, (95)
"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

4.0 star property
Woodstock
10.0 out of 10, Exceptional, (51)
"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 | Interior
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 AED 3,690
AED 5,403 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
Terrace/patio
Eagle Ridge Treehouse

Eagle Ridge Treehouse

4.0 star property
Stockbridge
Eagle Ridge Treehouse
Cottage, 1 Bedroom | Interior
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 AED 3,850
AED 5,766 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
Terrace/patio
Deer Brook Inn

Deer Brook Inn

4.0 star property
Woodstock
10.0 out of 10, Exceptional, (21)
"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 | Interior
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 AED 3,303
AED 5,043 total
includes taxes & fees
26 Nov - 27 Nov
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

4.0 star property
Killington
The price is AED 3,040
AED 4,545 total
includes taxes & fees
26 Nov - 27 Nov
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

4.0 star property
Killington
The price is AED 3,331
AED 4,929 total
includes taxes & fees
26 Nov - 27 Nov
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

4.0 star property
Killington
The price is AED 4,720
AED 6,914 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home
Cottage, 1 Bedroom | Interior
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 AED 3,071
AED 4,586 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: Lace Room #3 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
Cottage, 1 Bedroom | Interior
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 AED 3,471
AED 5,113 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
Cottage, 1 Bedroom | Interior
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 AED 2,843
AED 4,284 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
Reception
Mountain Green Resort

Mountain Green Resort

4.0 star property
Killington
Mountain Green Resort
Cottage, 1 Bedroom | Interior
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 AED 2,902
AED 4,363 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 1 Bedroom Home
Cottage, 1 Bedroom | Interior
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 AED 3,040
AED 4,545 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: American Classic Room #7 - King Suite In Killington. Hot Tub. 1 Bedroom Home
Exterior
Horse Boarding, Riding nearby, Sugarbush 25 min away, fast internet.

Horse Boarding, Riding nearby, Sugarbush 25 min away, fast internet.

4.0 star property
Roxbury
Horse Boarding, Riding nearby, Sugarbush 25 min away, fast internet.
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Top Pittsfield Hotel Reviews

The Jackson

The Jackson

10/10 Excellent
"The room, the staff, the amenities were what we were hoping for. The Jackson is a great place to stay! "
Frederick 2-night trip
Posted 5 days ago
The Jackson
On The River Inn

On The River Inn

10/10 Excellent
"Homey, cozy, clean, and accommodating. The continental breakfast each morning was so nice. A full buffet of hot foods plus cereals, muffins, yogurt, and fruit. Coffee available all day in multiple locations. The pool, hot tub, and sauna were great to have on cold days. The bedding was very comfortable as well. "
Brittany 4-night trip
Posted 10 days ago
On The River Inn

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.

  • Search for the lowest price from AED 1,092

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?
Finding your dream vacation in Pittsfield is as simple as entering in your destination and dates, and selecting our "All inclusive" filter. Stay and play where almost everything is already taken care of like your accommodations, food and activities, or choose a standard 4-star resort in or around this popular destination.

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