Compare and book 4 Star hotels in Winchester, New Hampshire

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Check availability on Winchester 4 Star Hotels

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 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 6.185.229 ₫
6.803.752 ₫ 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 7.939.556 ₫
8.614.500 ₫ 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?
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 6.803.752 ₫

What's the difference between 5-star and 4-star hotels in Winchester?
Offering an inviting traveller experience and upmarket surroundings, 4-star hotels are a wonderful option for your Winchester trip. These types of accommodation 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 accommodation to your meals, entertainment and activities. We can also help you find standard 4-star stays in and around this popular destination.

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