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

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Check availability on Winchester 4 Star Hotels

Tonight
2 Dec - 3 Dec
Tomorrow
3 Dec - 4 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Winchester 4 Star Hotels

Garden
Four Columns Inn

Four Columns Inn

4.0 star property
Newfane
9.8 out of 10, Exceptional, (13)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
Four Columns Inn
Exterior
Inn on Putney Road

Inn on Putney Road

4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (56)
"wonderful atmosphere, great breakfast, friedly staff, great location"
United States
Kurt
The price is Rp3.909.140
Rp4.300.054 total
includes taxes & fees
1 Jan - 2 Jan 2026
Inn on Putney Road
Lobby
Chesterfield Inn

Chesterfield Inn

4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"Great stay"
United States
Wayne
The price is Rp5.017.896
Rp5.444.469 total
includes taxes & fees
3 Dec - 4 Dec
Chesterfield Inn
Hiking
The Brattleboro

The Brattleboro

4.0 star property
Brattleboro
10.0 out of 10, Exceptional, (5)
"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
Winchester, New Hampshire in winter

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 Rp4.300.054

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.

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