Winchester 4 Stars Hotels

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Our top choices for Winchester 4-star hotels

Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (25 reviews)
"Clean, spacious and well decorated. A pleasure to spend time in."
United States
Elizabeth
Four Columns Inn
Front of property - evening/night

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104 reviews)
"Great stay"
United States
Wayne
The price is NT$9,844
NT$10,680 total
includes taxes & fees
Mar 22 - Mar 23
Chesterfield Inn
Exterior

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (57 reviews)
"Room was super clean and the hosts are excellent. "
United States
Joe
The price is NT$7,511
NT$8,263 total
includes taxes & fees
Mar 22 - Mar 23
Inn on Putney Road
Apartment (2 Bedrooms) | Interior

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
Hiking

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 downtown 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

Four Columns Inn

Four Columns Inn

10/10 Excellent
"I arrived after dark and the hotel and the village were like a magical New England winter scene with sparkling lights everywhere. The proximity of the hotel to a typical New England church and numerous white painted wooden framed structures was a scene from our historical heritage. The hotel was reopened less than a year ago after extensive renovations. The outcome is a GEM. Decorations deserve an A+."
James 1-night trip
Posted 11 days ago
Four Columns Inn

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$8,263

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.

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