Winchester Historic Hotels, New Hampshire: Winchester Hotel Guide

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

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A lakeside park with picnic tables and a concrete walkway.

A utility box labeled with the number 1, connected to a wooden structure with metal brackets and PVC pipes.

A beach with a lifeguard tower and a forested hill in the background.

A forested area with a clear sky and a dirt path.

1. 2 private mountain RV pads for rent. Full hook ups

Winchester

€77

includes taxes & fees

23 Oct - 24 Oct

A two-story house with a red door, green shutters, and a snow-covered front yard.

A group of women in formal attire standing in a garden with a house in the background.

A red building with white trim, surrounded by lush greenery and fruit trees.

A kitchenette with a refrigerator, a coffee station, and a fruit basket.

2. Centennial House

Northfield

Alan

€169

includes taxes & fees

25 Oct - 26 Oct

A bedroom with a geometric-patterned headboard, a bed with a textured white duvet, two pillows, a bedside table with a clock, and a potted plant.

A grassy area with picnic tables and a clock tower.

A flat-screen TV mounted on a wall displaying a streaming service interface.

A large, single-story building with a central entrance and a covered walkway.

3. Windmill Motel Restaurant

Bernardston

Donna

€128

includes taxes & fees

18 Oct - 19 Oct

A modern building with a brick facade and large windows, surrounded by lush greenery and flowers.

A brick building with a red awning and a sign that reads "The Inn."

A conference table set for a meeting with chairs and folded red napkins.

A conference room with a long table, six chairs, a projector screen, and a brick wall.

4. The Inn At Crumpin Fox

Bernardston

Heather

€112

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a TV, a desk, and a window with curtains.

A hotel gym with treadmills, an elliptical, dumbbells, and a stationary bike.

A reception area with a black marble counter, wooden cabinets, and a 'Staff Only' door.

A conference room with a black table, wooden chairs, a mounted TV, and a decorative mirror.

5. Days Inn by Wyndham Keene NH

Keene

CHERYL

€90

includes taxes & fees

25 Oct - 26 Oct

A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.

An indoor swimming pool with clear blue water, a lifebuoy, and a few lounge chairs.

A hotel room with a bed, a desk, a chair, a wooden door, and a window.

A modern fitness center with cardio machines, weightlifting equipment, and a large mirror.

6. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Angelo

€115

includes taxes & fees

2 Nov - 3 Nov

A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.

A hotel room with a bed, a sofa, a desk, and a chair. There are three framed pictures on the wall.

A hotel lobby with a reception desk, seating area, and a wall with framed pictures.

A hotel room with a sofa, a coffee table, a chair, a desk, and a lamp.

7. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Charlene

€109

includes taxes & fees

8 Nov - 9 Nov

A spacious lobby with a reception desk, seating area, and a modern ceiling light fixture.

A spacious lobby with modern furniture, a large digital map display, and a high ceiling with geometric lighting.

A hotel room with two beds, a microwave, a coffee maker, and a small kitchenette.

A hotel entrance with a modern design, featuring a prominent entrance canopy and stone pillars.

8. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Timothy

€136

includes taxes & fees

8 Nov - 9 Nov

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Top Winchester Hotel Reviews

The Putney Inn

8/10 Good

"The Putney Inn served its purpose. The place is quiet, very close to I-91, and well maintained. Putney is a cute little New England town, but restaurants are very limited. The rooms were fine, breakfast was basic but adequate, and overall, we had a good stay."

Colonial Motel

8/10 Good

"very convenient and cost was good, as we stay in Brattleboro as our daughter and granddaughter live in Turners Falls Mass. and its only a half hour drive to visit with them."

The Inn At Crumpin Fox

8/10 Good

"Lovely setting."

Hampton Inn & Suites Greenfield

10/10 Excellent

"Staff was helpful and super friendly. Rooms were clean and looked recently renovated. Thank you for a great stay, highly recommended and will return."

Riverside Hotel, an Ascend Collection Hotel

8/10 Good

"great views of the river and the room was very clean. Strange parking lot, Everyone at the hotel was very helpful 9/10"

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"We had a one night stay recently. We were on the newly-renovated 4th floor, which was very nice. The room was very clean. We were there early, so we went to the 99 Restaurants bar that was right in front of the Comfort Inn. Check-in was easy and the staff were very pleasant. Room was very nice. We did have an issue with the television, but staff responded quickly and solved the issue. The free breakfast in the morning was very nice. Pancakes, waffles (with fruit toppings & syrup), bacon, breads, bagels and muffins, fresh fruit, cereals, yogurts. Many beverage options. A very nice selection! Staff was right there to replenish anything that was running low. Parking was plentiful, and right in front of the entrance. Check-out was fast and easy. I would highly recommend Comfort Inn & Suites!"

Frequently asked questions

What can a history buff expect from a stay in Winchester?

The historical sites in Winchester are likely at the top of your sightseeing list. Why not appreciate the lakeside during your visit?

How many historically relevant hotels are located in Winchester?

In Winchester, you'll find 6 hotels and other accommodation options bookable on Expedia though you won't find many designated historic hotels.

What are the most important historical sites and other places to visit in Winchester?

Favourite places to visit include Winchester Speedpark, New England Sweetwater Farm & Distillery and Birch Point. A couple of additional sights to add to your itinerary are Pisgah State Park and Cass Pond.

What is a historic hotel like in Winchester?

Historic hotels give guests a chance to stay in a building that has been officially recognised with a historic designation. Historic hotels throughout the world have had many former lives and uses, such as castles, palaces, grand homes or even old police stations, pubs, lodges or skyscrapers — as long as it's of special interest. These types of hotels in Winchester typically preserve authentic elements like traditional architecture and period features in guestrooms or communal spaces.

What is the difference between a historic hotel and a heritage hotel?

These are quite similar. "Historic hotel" is a term often used in the US, while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to put more importance on the architecture and actual building. Mainly heritage hotels draw meaning from the cultural value and how it inspired the community.

Do historic hotels in Winchester have modern facilities?

Yes, efforts are made to preserve treasured traditions and historic facades, while interiors have safety features and modern conveniences. Tourists who book a stay should expect the popular amenities from a contemporary hotel such as private rooms with updated bathroom facilities, WiFi and more. Booking a historic hotel in Winchester doesn't mean you will stay in a place that's rundown or uncomfortable for guests.

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