Find 4 Star Hotels in Pittsfield, VT from AED 529

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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.

Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (508)
"Wood fireplace in the lobby a lot of seating areas. The staff was excellent. Excellent food."
The price is AED 1,098
AED 1,370 total
includes taxes & fees
20 Apr - 21 Apr
Woodstock Inn & Resort
The Jackson
Fireplace

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (209)
"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"
The price is AED 774
AED 852 total
includes taxes & fees
19 Apr - 20 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, (991)
"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 price is AED 529
AED 716 total
includes taxes & fees
20 Apr - 21 Apr
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 3,599
AED 4,959 total
includes taxes & fees
20 Apr - 21 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 2,917
AED 4,067 total
includes taxes & fees
20 Apr - 21 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 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 6,776
AED 12,522 total
includes taxes & fees
20 Apr - 21 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 2,965
AED 4,129 total
includes taxes & fees
20 Apr - 21 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 2,801
AED 3,915 total
includes taxes & fees
20 Apr - 21 Apr
The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 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 3,832
AED 5,489 total
includes taxes & fees
20 Apr - 21 Apr
The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
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 3,287
AED 4,775 total
includes taxes & fees
20 Apr - 21 Apr
The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home
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 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: 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 3,454
AED 4,769 total
includes taxes & fees
20 Apr - 21 Apr
The Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
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 3,056
AED 4,249 total
includes taxes & fees
20 Apr - 21 Apr
The Birch Ridge: Lace Room #3 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
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 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
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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 529

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.