A snow-covered town with a river running through it, surrounded by mountains and trees.

Winchester 4 Stars Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester 4 Star Hotels

This weekend
Next weekend

Our top choices for Winchester 4-star hotels

1. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (63 reviews)
"Lovely grounds, great location, wonderful restaurant. Staff was very pleasant and helpful. Just booke another stay."
United States
Raymond
The price is NT$5,141
NT$5,604 total
includes taxes & fees
Nov 8 - Nov 9
Four Columns Inn

2. Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (61 reviews)
"Helpful staff, wonderful breakfast and homey ambiance."
United States
Karla
The price is NT$8,764
NT$9,640 total
includes taxes & fees
Nov 8 - Nov 9
Inn on Putney Road

3. Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.4 out of 10, Exceptional, (106 reviews)
"Great stay"
United States
Wayne
The price is NT$9,887
NT$10,728 total
includes taxes & fees
Nov 8 - Nov 9
Chesterfield Inn

4. Updated Vintage Apartment < 1/2 Mi to Main St

Updated Vintage Apartment < 1/2 Mi to Main St
4.0 star property
Keene
Updated Vintage Apartment < 1/2 Mi to Main St

5. The Brattleboro

The Brattleboro
4.0 star property
Brattleboro
10.0 out of 10, Exceptional, (5 reviews)
"Peaceful, comfortable, great views. We were made welcome and had wonderful beverage and snack options and the Breakfast were Superior. We will definitely return. "
United States
Roger
The Brattleboro
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Winchester

Hike the scenic trails of Pisgah State Park where rangers know which routes offer the best wildlife viewing. Explore the historic downtown district with its charming 19th-century architecture and local shops selling New Hampshire maple products.

A snow-covered bridge over a river with a red roof, surrounded by trees and buildings.

Top Winchester Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Winchester?
To lock in a 4-star hotel in Winchester that matches your budget, take advantage of Expedia's handy search filters. Browse the availability during your chosen dates and use our pricing filter to set your maximum rate. You can also list your results by the most economical escape first.

  • Search for the lowest price from NT$5,604

What's the difference between 5-star and 4-star hotels in Winchester?
Offering an inviting traveler experience and upmarket surroundings, 4-star hotels are a wonderful option for your Winchester trip. These types of accommodations generally feature loads of handy amenities that make it easy to unpack and unwind — think complimentary bathrobes, restaurants and pools. Or get a taste of the high life at a 5-star hotel designed to indulge you in high-end perks and amenities. 24-hour front desk, premium toiletries and world-class dining are typically featured at these swanky retreats.
Does Winchester have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to search for your next dream escape in Winchester where just about everything is taken care of, from your accommodations to your meals, entertainment and activities. We can also help you find standard 4-star stays in and around this popular destination.

Explore a world of travel with Expedia