Photo by William E Berry Jr.

Find 4 Star Hotels in Windsor, VT

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Check availability on Windsor 4 Star Hotels

Compare Windsor 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
14 Apr - 15 Apr
Woodstock Inn & Resort
Hanover Inn Dartmouth
Breakfast, lunch, dinner served; local cuisine

Hanover Inn Dartmouth

4.0 star property
9.6 out of 10, Exceptional, (812)
"Very clean. Helpful staff. We had a nice stay and return. "
The price is AED 799
AED 867 total
includes taxes & fees
20 Apr - 21 Apr
Hanover Inn Dartmouth
The Jackson
Fireplace

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (208)
"Beautiful property with wonderful attention to detail and warm, friendly staff — really enjoyed our stay! Woodstock is a charming town and The Jackson staff offered great local recommendations in addition to providing comfortable lodging with thoughtful amenities, delicious breakfast and pretty views. Thank you to Dave and team — highly recommend!"
The price is AED 729
AED 802 total
includes taxes & fees
12 Apr - 13 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, (990)
"Beautiful pool setting"
The price is AED 579
AED 771 total
includes taxes & fees
13 Apr - 14 Apr
506 On the River Inn
The Inn at Weathersfield
King Room with Spa Bath | Egyptian cotton sheets, premium bedding, memory foam beds

The Inn at Weathersfield

4.0 star property
10.0 out of 10, Exceptional, (61)
"Fantastic property lovely stuff"
The price is AED 683
AED 879 total
includes taxes & fees
20 Apr - 21 Apr
The Inn at Weathersfield
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
Solitude Village at Okemo
Solitude Village Two Bedroom Suite Mountainside | Private kitchen | Fridge, microwave, stovetop, toaster

Solitude Village at Okemo

4.0 star property
8.0 out of 10, Very Good, (25)
"Very friendly costumer service, we arrived late and we're greated with kindness. "
Solitude Village at Okemo
Winterplace at Okemo
Property grounds

Winterplace at Okemo

4.0 star property
8.8 out of 10, Excellent, (23)
"I think it needs some wall touch ups and new shower liners , other than that is was a pleasant stay. "
Winterplace at Okemo
2BR Sunshine Town Condo
Signature Apartment, 2 Bedrooms, Non Smoking, Kitchen | Private kitchen | Fridge, microwave, oven, stovetop

2BR Sunshine Town Condo

4.0 star property
8.8 out of 10, Excellent, (6)
"Great stay. Most important: it was clean, quiet, comfortable, cute decor and cozy. Have two college age kds who stay up way too late, so needed two bedrooms and paying for two hotel rooms was not desirable. This worked perfect! Would have given excellent rating but little work needs to be done on place - closet door fell of track, soap dospenser about to fall off wall. Just minor things. Also clearer instructions are needed on how to reach the location. The address on text, when used on...
2BR Sunshine Town Condo
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 Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 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: 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
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 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 Birch Ridge: Mission Room #2 - 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 Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 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: 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
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Learn more about Windsor

Experience the beer, golf, and hiking in Windsor!

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Great views of Vermont and New Hampshire.
Photo by William E Berry Jr.
Open Photo by William E Berry Jr.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Windsor?
With Expedia’s handy search filters, landing a top deal on a 4-star hotel in Windsor just got easier. Start by entering your chosen arrival date and length of your stay. Then sort the results by price and pick the option that best fits your style and budget.

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What's the difference between 5-star and 4-star hotels in Windsor?
Treat yourself to refined living during your Windsor getaway by choosing a 4-star hotel. As well as featuring upscale accommodations, these properties are usually packed with amenities like large beds, bathrobes and more. A 5-star hotel will go the extra mile to make your trip an even more indulgent and unforgettable one. Concierge assistance, elegant décor and world-class dining are only the start of the exclusive conveniences and services you’ll likely be able to enjoy.
Does Windsor have any 4-star all-inclusive resorts?
Use our “All inclusive” filter to search for your dream resort in Windsor where everything is taken care of, from your accommodations to your food, entertainment and activities. We can also help you find standard 4-star stays in and around this much-loved destination.