4 Stars Hotels in Pittsfield, Vermont from CA $172 - Find Cheap Pittsfield Hotels With 4 Stars

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Pittsfield 4-star hotels

A large, white building with a symmetrical facade, multiple windows, and a central entrance with steps.

1. Woodstock Inn & Resort

Woodstock

Darrah

CA $615 total

includes taxes & fees

Nov 29 - Nov 30

A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.

2. The Jackson

West Woodstock

Ava

CA $190 total

includes taxes & fees

Nov 10 - Nov 11

A large estate with a main building surrounded by a well-maintained lawn and a river.

3. On The River Inn

West Woodstock

Joseph

CA $280 total

includes taxes & fees

Nov 29 - Nov 30

An outdoor patio with tables and chairs, surrounded by lush greenery and string lights.

4. The Village Inn of Woodstock

Woodstock

Sam

An indoor swimming pool with a hot tub, steps leading to the pool, and a reception area with chairs.

5. Mountain Green Resort

Killington

Jing

A two-story white house with green shutters, a front porch, and a flagpole with two flags.

6. The Woodstocker B&B

Woodstock

Kavina

A deck with a fire pit, a chair, and a table.

7. Eagle Ridge Treehouse

Stockbridge

A modern house with a covered porch, large windows, and a stone pathway.

8. Killington Condo w/ Spa ~ 3 Miles to Ski Resort!

The Woods

Craig

A spacious loft-style living area with a high ceiling, exposed wooden beams, and large windows offering a view of the outdoors.

9. The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home

Killington

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

Killington

A spacious kitchen with wooden cabinets, a stainless steel refrigerator, and a large island.

11. 1 Mi to Killington Resort: Townhome w/ Dry Sauna!

Killington

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

Killington

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

Killington

A spacious loft-style living area with high ceilings, exposed wooden beams, and large windows offering a view of the outdoors.

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

Killington

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

Killington

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

Killington

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

Killington

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

Killington

19. The Birch Ridge: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home

Killington

20. The Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home

Killington

Find out more about Pittsfield

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Pittsfield are calling your name. Known for providing first-rate service in amazing locations, each of the Pittsfield 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Pittsfield. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Pittsfield, Vermont, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Pittsfield hotels with 4 Stars provide everything you need to unwind in style.

Frequently Asked Questions

How much does it cost to stay in a 4-star hotel in Pittsfield?

To book a 4-star hotel in Pittsfield that matches your budget, use Expedia's handy filter tool. Check out what's available during your chosen dates and use our pricing filter to set your limit. You can also list your results by the most budget-friendly property first.

Search for the lowest price from CA $172

What's the difference between 5-star and 4-star hotels in Pittsfield?

If you decide to vacation at a 4-star hotel in Pittsfield, you'll usually find lots of conveniences to keep you relaxed, such as a gym, restaurant and pool. You can experience high-quality service and deluxe accommodations. Choose a 5-star hotel and you'll get a few extra bells and whistles — think around-the-clock concierge, on-site spas and nightly turndown services. You'll most likely get additional amenities and first-rate services at a 5-star retreat, though both are fabulous options for luxury travellers.

Does Pittsfield have any 4-star all-inclusive resorts?

Enjoy a relaxing vacation experience where just about everything is included in one upfront price by using our "All inclusive" filter. Budgeting is a cinch when your room, food, activities and entertainment are already taken care of. Eager for more options? Browse the great deals on Expedia's standard 4-star stays in and around Pittsfield.

Are there any 4-star casino hotels in Pittsfield?

Use our handy filters to narrow your Pittsfield search by star rating, amenities and much more. Whether you're craving a complete casino resort experience or simply want to give Lady Luck a try while living it up in 4-star style, you're sure to find a stay that strikes the ideal balance between entertainment and relaxation.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pittsfield 4-star hotels

1. Woodstock Inn & Resort

2. The Jackson

3. On The River Inn

4. The Village Inn of Woodstock

5. Mountain Green Resort

6. The Woodstocker B&B

7. Eagle Ridge Treehouse

8. Killington Condo w/ Spa ~ 3 Miles to Ski Resort!

9. The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home

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

11. 1 Mi to Killington Resort: Townhome w/ Dry Sauna!

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

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

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

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

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

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

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

19. The Birch Ridge: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home

20. The Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home

Find out more about Pittsfield

Frequently Asked Questions

How much does it cost to stay in a 4-star hotel in Pittsfield?

What's the difference between 5-star and 4-star hotels in Pittsfield?

Does Pittsfield have any 4-star all-inclusive resorts?

Are there any 4-star casino hotels in Pittsfield?

Explore a world of travel with Expedia