Find 4 Star Hotels in Pittsfield, VT from AED 658

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

Woodstock Inn & Resort
Exterior

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (483)
"The overall experience was great. "
The price is AED 1,135
AED 1,410 total
includes taxes & fees
16 Dec - 17 Dec
Woodstock Inn & Resort
506 On the River Inn
Aerial view

506 On the River Inn

4.0 star property
9.4 out of 10, Exceptional, (927)
"It was welcoming and homey."
The price is AED 658
AED 724 total
includes taxes & fees
24 Nov - 25 Nov
506 On the River Inn
The Jackson House Inn
Exterior

The Jackson House Inn

4.0 star property
10.0 out of 10, Exceptional, (180)
"Such a beautiful inn! Breakfast was amazing. "
The price is AED 729
AED 802 total
includes taxes & fees
24 Nov - 25 Nov
The Jackson House Inn
The Village Inn of Woodstock
Front of property

The Village Inn of Woodstock

4.0 star property
9.6 out of 10, Exceptional, (76)
"This is an amazing bed and breakfast. A must stay if you’re planning a trip to Woodstock. The inn’s staff is incredible and made sure we had the perfect weekend getaway. Offers everything you need and more: friendly staff, cozy rooms, bar with great cocktails, phenomenal breakfast, cool interior design, and walking distance to Main Street near all the restaurants and shops. Highly recommend!"
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, (50)
"This is a lovely and charming guest house / B&B, run by a very nice and friendly couple. During our stay they recommended a number of places to visit and were warm and welcoming every day. I would not hesitate to book with them again."
The Woodstocker B&B
Eagle Ridge Treehouse
Terrace/patio

Eagle Ridge Treehouse

4.0 star property
Eagle Ridge Treehouse
Rent An Inn! Takeover The Birch Ridge W/ Your Group. Mountain Lodge: 11 Rooms, Bar, Fireplace. 28ppl 11 Bedroom Home
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
Rent An Inn! Takeover The Birch Ridge W/ Your Group. Mountain Lodge: 11 Rooms, Bar, Fireplace. 28ppl 11 Bedroom Home
Northeast Passage Chalet
View from property

Northeast Passage Chalet

4.0 star property
Northeast Passage Chalet
Deer Brook Inn
Property entrance

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
Tanglewood Blues by Killington Vacation Rentals
Exterior

Tanglewood Blues by Killington Vacation Rentals

4.0 star property
Tanglewood Blues by Killington Vacation Rentals
Tanglewood Chalet at Killington by Killington Vacation Rentals
Exterior

Tanglewood Chalet at Killington by Killington Vacation Rentals

4.0 star property
Tanglewood Chalet at Killington by Killington Vacation Rentals
Breakaway B
Living room

Breakaway B

4.0 star property
Breakaway B
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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.