Compare and book 4 Star hotels in Pittsfield, Vermont

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Check availability on Pittsfield 4 Star Hotels

Tonight
29 Jun - 30 Jun
Tomorrow
30 Jun - 1 Jul
Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul

Top Pittsfield 4 Star Hotels

Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (520)
"The Woodstock Inn is beautiful. Nice having access to the Athletic Club and a shuttle."
The price is 11.194.755 ₫
13.462.411 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Woodstock Inn & Resort
On The River Inn
Family Suite, 2 Bedrooms | Private kitchen | Microwave

On The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1005)
"Wonderful place to stay. "
The price is 4.937.174 ₫
6.387.795 ₫ total
includes taxes & fees
30 Jun - 1 Jul
On The River Inn
The Jackson
Fireplace

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (217)
"What a lovely place to stay. The couple that manage The Jackson are absolutely wonderful and made our stay fabulous. I would highly recommend staying here with gorgeous surroundings, charming rooms and lovely hospitality."
The Jackson
The Village Inn of Woodstock
Garden

The Village Inn of Woodstock

4.0 star property
9.8 out of 10, Exceptional, (88)
"Lovely place, people, and breakfast. Old buildings have smaller spaces but they are so interesting and fun. Cute little bar on nights it was open. Bed comfortable and place very clean. Very nice owners and staff, and town is cute. "
The Village Inn of Woodstock
The Woodstocker B&B
Exterior

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
Eagle Ridge Treehouse
Terrace/patio

Eagle Ridge Treehouse

4.0 star property
Eagle Ridge Treehouse
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 26.088.998 ₫
35.915.826 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
Deer Brook Inn
Terrace/patio

Deer Brook Inn

4.0 star property
10.0 out of 10, Exceptional, (21)
Deer Brook Inn
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 41.081.880 ₫
80.037.273 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Rent An Inn! Takeover The Birch Ridge W/ Your Group. Mountain Lodge: 11 Rooms, Bar, Fireplace. 28ppl 11 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 price is 33.708.999 ₫
48.185.332 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home
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 Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 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 Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 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
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 20.303.476 ₫
28.342.578 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Birch Ridge: Mission Room #2 - 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
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 Birch Ridge: Lace Room #3 - 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 23.831.259 ₫
34.549.237 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 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
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 Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
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 Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home
Tanglewood Chalet at Killington by Killington Vacation Rentals
House, 4 Bedrooms | Exterior

Tanglewood Chalet at Killington by Killington Vacation Rentals

4.0 star property
Tanglewood Chalet at Killington 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 4.937.174 ₫

What's the difference between 5-star and 4-star hotels in Pittsfield?
If you choose to holiday 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 accommodation. 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 holiday 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, accommodation 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.