Find 4 Star Hotels in Pittsfield, VT from AED 621

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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, (494)
"The room was very small yet comfortable. Bathroom was very tight. Very little space to put things. The bed was very soft and cozy. However there was a dead bug squished in The curtains. Cookies and hot chocolate were a nice touch and a wine tasing with great cheese was a special treat. The entrance to the Billings farm was free because we stayed at the Inn. Nice touch."
The price is AED 1,135
AED 1,410 total
includes taxes & fees
20 Jan - 21 Jan
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, (944)
"This hotel offered nicely furnished rooms with exceptional and cozy seating areas around the hotel with quaint fireplaces , game rooms, bistro bar and pool. Also outdoor fire pits with s’mores. Will stay again. Only downside is the taxes and fees"
The price is AED 621
AED 683 total
includes taxes & fees
8 Jan - 9 Jan
506 On the River Inn
The Jackson
Exterior

The Jackson

4.0 star property
10.0 out of 10, Exceptional, (189)
"the manager Lea was wonderful and most accommodating . she went above and beyond to be sure we had everything we needed. The inn is very quaint and exceptionally clean. The breakfast could use more choices if it is going to stay continental. Not what you would expect from a Bed and Breakfast! That would be our biggest complaint."
The price is AED 774
AED 852 total
includes taxes & fees
8 Jan - 9 Jan
The Jackson
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
Living area

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 621

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.