Find 4 Star Hotels in Pittsfield, VT from AED 658

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Check availability on Pittsfield 4 Star Hotels

Tonight
29 Mar - 30 Mar
Tomorrow
30 Mar - 31 Mar
Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr

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

Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (504)
"The Woodstock Inn & Resort is the quintessential New England inn. Walk in the lobby and you are greeted by a large warm fire. The staff at all levels were gracious and helpful. The room was large, well decorated and extremely comfortable. Great location to walk downtown even with single digit temperatures. The shops were expensive but worth browsing & buying. "
The price is AED 1,098
AED 1,370 total
includes taxes & fees
6 Apr - 7 Apr
Woodstock Inn & Resort
The Jackson
Fireplace

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (207)
"Beautiful property with wonderful attention to detail and warm, friendly staff — really enjoyed our stay! Woodstock is a charming town and The Jackson staff offered great local recommendations in addition to providing comfortable lodging with thoughtful amenities, delicious breakfast and pretty views. Thank you to Dave and team — highly recommend!"
The price is AED 774
AED 852 total
includes taxes & fees
31 Mar - 1 Apr
The Jackson
506 On the River Inn
Family Suite, 2 Bedrooms | Private kitchen | Microwave

506 On the River Inn

4.0 star property
9.4 out of 10, Exceptional, (982)
"My children loved the pool and the breakfast"
The price is AED 658
AED 858 total
includes taxes & fees
30 Mar - 31 Mar
506 On the River Inn
The Village Inn of Woodstock
Garden

The Village Inn of Woodstock

4.0 star property
9.8 out of 10, Exceptional, (86)
"From the moment we arrived, Heather welcomed us and helped us have a relaxing stay. Our bed was very comfy and the shower had great water pressure. The tap water tasted like spring water! Delicious! Close to the village, there’s also a small market next door where we bought sandwiches for lunch. Heather’s breakfasts were gourmet amazing! "
The Village Inn of Woodstock
The Woodstocker B&B
Front of property

The Woodstocker B&B

4.0 star property
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! "
The Woodstocker B&B
The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
Cottage, 1 Bedroom | Interior

The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home

4.0 star property
The price is AED 4,529
AED 6,171 total
includes taxes & fees
31 Mar - 1 Apr
The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
Eagle Ridge Treehouse
Terrace/patio

Eagle Ridge Treehouse

4.0 star property
Eagle Ridge Treehouse
The Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 1 Bedroom Home
Cottage, 1 Bedroom | Interior

The Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 1 Bedroom Home

4.0 star property
The price is AED 3,594
AED 4,947 total
includes taxes & fees
31 Mar - 1 Apr
The Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 1 Bedroom Home
The Birch Ridge: American Classic Room #7 - King Suite In Killington. Hot Tub. 1 Bedroom Home
Cottage, 1 Bedroom | Interior

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

4.0 star property
The price is AED 3,768
AED 5,174 total
includes taxes & fees
31 Mar - 1 Apr
The Birch Ridge: American Classic Room #7 - King Suite In Killington. Hot Tub. 1 Bedroom Home
Rent An Inn! Takeover The Birch Ridge W/ Your Group. Mountain Lodge: 11 Rooms, Bar, Fireplace. 28ppl 11 Bedroom Home
Cottage, Multiple Bedrooms | Interior

Rent An Inn! Takeover The Birch Ridge W/ Your Group. Mountain Lodge: 11 Rooms, Bar, Fireplace. 28ppl 11 Bedroom Home

4.0 star property
The price is AED 6,578
AED 12,176 total
includes taxes & fees
31 Mar - 1 Apr
Rent An Inn! Takeover The Birch Ridge W/ Your Group. Mountain Lodge: 11 Rooms, Bar, Fireplace. 28ppl 11 Bedroom Home
The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home
Cottage, 1 Bedroom | Interior

The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home

4.0 star property
The price is AED 3,768
AED 5,174 total
includes taxes & fees
31 Mar - 1 Apr
The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home
The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
Cottage, 1 Bedroom | Interior

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

4.0 star property
The price is AED 3,522
AED 4,852 total
includes taxes & fees
31 Mar - 1 Apr
The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home
Cottage, 1 Bedroom | Interior

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

4.0 star property
The price is AED 4,134
AED 5,872 total
includes taxes & fees
31 Mar - 1 Apr
The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home
The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
Cottage, 1 Bedroom | Interior

The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room

4.0 star property
The price is AED 4,823
AED 6,774 total
includes taxes & fees
31 Mar - 1 Apr
The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
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: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home

4.0 star property
The price is AED 6,294
AED 8,796 total
includes taxes & fees
31 Mar - 1 Apr
The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home
Deer Brook Inn
Terrace/patio

Deer Brook Inn

4.0 star property
10.0 out of 10, Exceptional, (21)
"The Inn was so lovely and charming and exceeded our expectations! The hospitality offered by the Inn Keeper and his team was truly remarkable and we felt welcome and spoiled throughout our stay. The property itself is stunning and the attention to detail is five star in our book!!! We will definitely be back! Plan your stay!! You won’t be disappointed!!"
Deer Brook Inn
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: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home

4.0 star property
The price is AED 4,086
AED 5,591 total
includes taxes & fees
31 Mar - 1 Apr
The Birch Ridge: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home
Tanglewood Blues by Killington Vacation Rentals
House, 4 Bedrooms | Spa

Tanglewood Blues by Killington Vacation Rentals

4.0 star property
Tanglewood Blues by Killington Vacation Rentals
The Birch Ridge: Lace Room #3 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
Cottage, 1 Bedroom | Interior

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

4.0 star property
The price is AED 3,768
AED 5,174 total
includes taxes & fees
31 Mar - 1 Apr
The Birch Ridge: Lace Room #3 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
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: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home

4.0 star property
The price is AED 4,259
AED 5,818 total
includes taxes & fees
31 Mar - 1 Apr
The Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
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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 658

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.