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Compare Winchester 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Inn on Putney Road
Exterior

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (53)
"Outstanding breakfast in a charming home. A 15 minute walk excellent to restaurants and art galleries."
$295 nightly
The price is $324
Sep 1 - Sep 2
Total with taxes and fees
Inn on Putney Road
Chesterfield Inn
Lobby

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (104)
"Great stay"
$301 nightly
The price is $327
Sep 1 - Sep 2
Total with taxes and fees
Chesterfield Inn
The Brattleboro
Hiking

The Brattleboro

4.0 star property
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. "
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
The Ashuelot Covered Bridge is a historic wooden covered bridge over the Ashuelot River on Bolton Road, just south of its intersection with NH 119 in Ashuelot, New Hampshire, an unincorporated village of Winchester.
Photo by Donny Campos
Open Photo by Donny Campos

Top Winchester Hotel Reviews

Find out more about Winchester

Find out more about Winchester

Winchester Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Winchester, New Hampshire are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Winchester 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Winchester. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Winchester, New Hampshire, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Winchester hotels offer everything your heart desires.

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Frequently asked questions

How much does it cost to stay in a 4-star hotel in Winchester?
We can help you easily locate the ideal 4-star hotel for your stay in Winchester. Use our handy filter tool to tailor your search by things like amenities, budget and hotel star rating and get access to unbeatable deals in a few clicks.

  • Search for the lowest price from $324

What's the difference between 5-star and 4-star hotels in Winchester?
Treat yourself to luxury living during your Winchester escape by staying at a 4-star hotel. As well as featuring upscale accommodations, these retreats are typically packed with amenities such as large beds, bathrobes and more. A 5-star hotel will go the extra mile to make your trip an even more lavish and memorable one. Concierge assistance, on-site spas and world-class dining are only the start of the superior conveniences and services you'll likely get access to.
Does Winchester have any 4-star all-inclusive resorts?
Finding your dream hotel in Winchester is as simple as entering your dates and destination, and clicking on our "All inclusive" filter. Stay and play where almost everything is already taken care of like your accommodations, food and activities, or choose a standard 4-star resort in or around this sought-after destination.