Winchester Hotels from €70 - Fully Refundable Options

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

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Go beyond your typical stay in Winchester

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Hot tub

Apartment

Pool

Chalet

Cottage

Family friendly

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Condo

Waterpark

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Our top choices for Winchester hotels

1. Centennial House

Northfield

Alan

€165

includes taxes & fees

23 Sept - 24 Sept

Deluxe Room, 1 Queen Bed, Valley View | In-room dining

Deluxe Room, 1 Queen Bed, Valley View | Television

2. Windmill Motel Restaurant

Bernardston

Dan

€125

includes taxes & fees

23 Sept - 24 Sept

3. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

David

€127

includes taxes & fees

23 Sept - 24 Sept

Premium bedding, desk, laptop workspace, blackout curtains

4. Best Western Plus Keene Hotel

Keene

Ruddy

€141

includes taxes & fees

23 Sept - 24 Sept

In-room safe, desk, blackout curtains, iron/ironing board

5. Days Inn by Wyndham Keene NH

Keene

Alex

€84

includes taxes & fees

24 Sept - 25 Sept

Suite, 1 King Bed with Sofa bed, Non Smoking

6. Comfort Inn & Suites Brattleboro I-91

Brattleboro

John

€126

includes taxes & fees

28 Sept - 29 Sept

Coffee/tea maker, mini-fridge, microwave

7. Hampton Inn Brattleboro

Brattleboro

Francesca

€128

includes taxes & fees

28 Sept - 29 Sept

8. Hampton Inn & Suites Keene

Keene

sheri

€151

includes taxes & fees

29 Sept - 30 Sept

9. Latchis Hotel

Brattleboro

jeffrey

€110

includes taxes & fees

30 Sept - 1 Oct

10. The Inn At Crumpin Fox

Bernardston

Alan

€158

includes taxes & fees

24 Sept - 25 Sept

11. The Covered Bridge Inn

Brattleboro

VINCENT JOEL

€116

includes taxes & fees

23 Sept - 24 Sept

12. Colonial Motel

Brattleboro

Alida

€80

includes taxes & fees

27 Sept - 28 Sept

32-inch Smart TV with cable channels, TV, fireplace

13. Vikings Villages Resort

Guilford

Cecil

€140

includes taxes & fees

20 Oct - 21 Oct

Deluxe Double Room | Private kitchenette

14. The Burrell House

Keene

Justin

€142

includes taxes & fees

23 Sept - 24 Sept

Select Comfort beds, in-room safe, desk, blackout curtains

15. Riverside Hotel, an Ascend Collection Hotel

West Chesterfield

Jason

€152

includes taxes & fees

29 Sept - 30 Sept

Standard Room, 2 Queen Beds, Refrigerator & Microwave

16. The Putney Inn

Putney

JANE

€104

includes taxes & fees

23 Sept - 24 Sept

Blackout curtains, free WiFi, bed sheets

17. Travelodge by Wyndham Brattleboro VT

Brattleboro

Jessica

€70

includes taxes & fees

24 Sept - 25 Sept

18. The Carriage Barn Inn

Keene

Jonathan

€149

includes taxes & fees

23 Sept - 24 Sept

19. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Daniel

€193

includes taxes & fees

27 Sept - 28 Sept

20. Otherland Hotel

Newfane

Omar

€126

includes taxes & fees

27 Sept - 28 Sept

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Stay near popular Winchester attractions

Winchester Speedpark

Winchester Speedpark thrills with professionally designed motocross tracks featuring challenging jumps and turns. Experience heart-pounding night races or watch competitors tackle the New England racing circuit.

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New England Sweetwater Farm & Distillery

This rustic distillery crafts award-winning spirits using locally sourced ingredients. Sample their unique vodkas and whiskies while learning about the distillation process in a warm space adorned with reclaimed wood.

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Cass Pond

This serene 54-acre pond in Richmond offers peaceful fishing for bass, pickerel, and perch. Bring your own gear and a valid New Hampshire fishing licence to fully enjoy this tranquil natural retreat.

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Richmond Wildlife Manangement Area

This protected wilderness features diverse New Hampshire ecosystems across forests, wetlands, and meadows. Explore marked trails for wildlife viewing, especially during spring migration or autumn's foliage display.

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Barden State Wildlife Management Area

This serene wildlife reserve in New Hampshire offers undisturbed natural landscapes for wildlife observation. Bring binoculars for spotting native species while exploring the peaceful trails during spring through fall.

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Loring Field

Explore the great outdoors at Loring Field, a lovely green space in Winchester. While you're in the area, stroll along the lakeside.

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Bennett Gorge

This secluded woodland trail winds alongside a brook to the remnants of an historic mill. Explore Richmond's industrial past while enjoying the tranquil sounds of flowing water and forest solitude.

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Conant Public Library

This historic 1892 library houses Winchester's heritage collection, including one of New England's earliest pipe organs. Browse artefacts or research local history with help from knowledgeable staff.

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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.

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A snow-covered bridge over a river with a red roof, surrounded by trees and buildings.

Top Winchester Hotel Reviews

Latchis Hotel

10/10 Excellent

"WE enjoyed the architecture of the whole complex - reception coffee lounge (Hot Drinks day and night as a compliment). Parking was right there. Center of town. The staff helped us when we needed to extend at the special rate. It attracts fun guests. It is a special place - not the run of the mill franchise. The linen is first class, nice thick towels. The room had a microwave and a refrig, plus the record player theme is another theme for folks who appreciate the vinyl era. Remember - Art Deco Era - not modern era."

The Colonial Hotel

8/10 Good

"Nothing to add"

Best Western Plus Keene Hotel

10/10 Excellent

"Great! Clean, comfortable, friendly staff!"

Windmill Motel Restaurant

10/10 Excellent

"I love the windmill. The gentleman is very polite and helpful. The room reminds me of being in the country farmhouse. So quiet and its close to 90 and 5 and 10."

Vikings Villages Resort

10/10 Excellent

"The place was a dream come true. Beautifully and meticulously maintained. Owners are an amazing couple, super thoughtful and helpful. Already planning a second trip!"

The Putney Inn

8/10 Good

"The rooms are clean and the staff was helpful. The building and rooms were outdated but for the price it was a good stay. Not much at exit but available 20-30 minutes away."

Hampton Inn Brattleboro

10/10 Excellent

"The breakfast room was great"

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"Though it's not a luxury hotel, the staff is exceptionally nice & helpful. the property is clean, there are carts for moving luggage, the breakfast service is fine. It's quiet. the bathroom is spacious w.nice towels & toiletries. Parking is easy."

Colonial Motel

8/10 Good

"The room was substantially larger than most motels provide. It was quiet, bed was comfortable. Location was convenient, easy to find and agreeable. Breakfast was very limited— coffee, tea, toast, bagel. Overall, I would stay there again."

More cheap stays in Winchester