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

Winchester Hotel Guide - 4 Stars Hotels in Winchester, New Hampshire

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Check availability on Winchester 4 Star Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Winchester 4-star hotels

A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

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 Rp1.941.240
Rp2.115.951 total
includes taxes & fees
2 Nov - 3 Nov
Four Columns Inn
A large, white, two-story house with a dark roof, surrounded by lush greenery and a gravel pathway.

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 Rp4.840.594
Rp5.324.617 total
includes taxes & fees
3 Nov - 4 Nov
Inn on Putney Road
A large, two-story house with a snow-covered driveway and surrounding trees.

3. Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (106 reviews)
"Great stay"
United States
Wayne
The price is Rp5.461.174
Rp5.925.430 total
includes taxes & fees
4 Nov - 5 Nov
Chesterfield Inn
A modern kitchen with a central island, stainless steel appliances, and wooden flooring.

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
Room

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
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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 city centre district with its charming 19th-century architecture and local shops selling New Hampshire maple products.

See all hotels in Winchester
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?
With Expedia's search and sort filters, bagging a top deal on a 4-star hotel in Winchester just got easier. Start by keying in your chosen travel dates and length of your trip. Then sort the results by price and pick a hotel that best matches your style and budget.

  • Search for the lowest price from Rp2.115.951

What's the difference between 5-star and 4-star hotels in Winchester?
If you choose to spend your holiday at a 4-star hotel in Winchester, you'll typically find lots of conveniences to ensure you're comfortable, such as a gym, restaurant and pool. You can look forward to excellent service and upscale surroundings. Pick a 5-star hotel and you'll have access to a few more bells and whistles — think on-site spas, 24-hour front desk and indulgent turndown services. You're likely to get more amenities and first-class services at a 5-star retreat, but both are fabulous options for luxury travellers.
Does Winchester have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to search for your next getaway in Winchester where everything is taken care of, from your room to your meals, entertainment and activities. We can also help you find standard 4-star stays in and around this leading destination.