Top 10 Hotels in Winchester, NH from ￥10,858 - Competitive Prices

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

Chalet

Cottage

Cabin

Condo

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Our top choices for Winchester hotels

Premium bedding, desk, laptop workspace, blackout drapes

1. Best Western Plus Keene Hotel

Keene

Karen

￥23,684

￥25,698 total

includes taxes & fees

Aug 25 - Aug 26

Deluxe Room, 1 Queen Bed, Valley View | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

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

Deluxe Room, 1 Queen Bed, Valley View | Television

2. Windmill Motel Restaurant

Bernardston

Robert

￥19,312

￥21,572 total

includes taxes & fees

Aug 25 - Aug 26

Standard Room, 1 King Bed, Non Smoking | In-room safe, desk, iron/ironing board, cribs (free)

3. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

James

￥19,074

￥20,695 total

includes taxes & fees

Sep 1 - Sep 2

Suite, 1 King Bed with Sofa bed, Non Smoking | Desk, blackout drapes, iron/ironing board, WiFi (free)

4. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Morgan

￥20,584

￥22,643 total

includes taxes & fees

Aug 31 - Sep 1

5. Hampton Inn & Suites Keene

Keene

Christopher

￥23,982

￥26,021 total

includes taxes & fees

Sep 1 - Sep 2

6. Latchis Hotel

Brattleboro

Stark

￥17,359

￥19,094 total

includes taxes & fees

Aug 25 - Aug 26

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

7. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Marnie

￥28,293

￥31,122 total

includes taxes & fees

Sep 13 - Sep 14

8. Days Inn by Wyndham Keene NH

Keene

Michael

￥15,404

￥16,713 total

includes taxes & fees

Sep 16 - Sep 17

Standard Double Room, 2 Double Beds, Non Smoking | Cribs (surcharge), rollaway beds (surcharge), WiFi (free), bed sheets

9. Econo Lodge Brattleboro South

Brattleboro

Edgardo

￥14,162

￥15,577 total

includes taxes & fees

Aug 30 - Aug 31

Coffee/tea maker, mini-fridge, microwave

10. Hampton Inn Brattleboro

Brattleboro

Timothy

￥18,085

￥19,893 total

includes taxes & fees

Sep 8 - Sep 9

Standard Double Room, 2 Double Beds, Refrigerator & Microwave | Desk, blackout drapes, iron/ironing board, WiFi (free)

11. The Covered Bridge Inn

Brattleboro

VINCENT JOEL

￥11,190

￥12,309 total

includes taxes & fees

Aug 26 - Aug 27

Blackout drapes, WiFi (free), bed sheets

12. Travelodge by Wyndham Brattleboro VT

Brattleboro

Jessica

￥9,871

￥10,858 total

includes taxes & fees

Aug 25 - Aug 26

Suite, 1 King Bed with Sofa bed | Desk, blackout drapes, iron/ironing board, WiFi (free)

Deluxe Single Room, 1 King Bed | Desk, blackout drapes, iron/ironing board, WiFi (free)

13. Colonial Motel

Brattleboro

James

￥13,061

￥14,367 total

includes taxes & fees

Aug 25 - Aug 26

14. The Putney Inn

Putney

JANE

￥17,310

￥19,041 total

includes taxes & fees

Sep 1 - Sep 2

Loft, 1 King Bed with Sofa bed | Premium bedding, down comforters, pillowtop beds, in-room safe

15. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

James

￥28,539

￥30,965 total

includes taxes & fees

Aug 30 - Aug 31

Hypo-allergenic bedding available, in-room safe, desk, laptop workspace

16. Courtyard by Marriott Keene Downtown

Keene

Deborah

￥28,539

￥30,965 total

includes taxes & fees

Aug 30 - Aug 31

Deluxe Chalet | 2 bedrooms, premium bedding, down comforters, in-room safe

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

17. Vikings Villages Resort

Guilford

Juli

￥23,825

￥27,787 total

includes taxes & fees

Sep 20 - Sep 21

18. The Carriage Barn Inn

Keene

Jonathan

￥22,067

￥23,942 total

includes taxes & fees

Aug 25 - Aug 26

Room, 1 King Bed, Non Smoking | Blackout drapes, WiFi (free), bed sheets

19. Black Mountain Inn

Brattleboro

Robert

￥21,529

￥23,682 total

includes taxes & fees

Sep 7 - Sep 8

20. The Inn At Crumpin Fox

Bernardston

Christopher

￥25,813

￥28,833 total

includes taxes & fees

Aug 25 - Aug 26

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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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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 license to fully enjoy this tranquil natural retreat.

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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 whiskeys while learning about the distillation process in a warm space adorned with reclaimed wood.

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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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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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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 artifacts 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 downtown district with its charming 19th-century architecture and local shops selling New Hampshire maple products.

See all hotels in Winchester

Top Winchester Hotel Reviews

Colonial Motel

8/10 Good

"X"

The Putney Inn

8/10 Good

"I would recommend the Putney inn"

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent

"The Riverside is a lovely place to stay when in the Brattleboro VT area. The rooms are spacious and exceptionally clean. View of the river makes for a nice setting. The hotel is very quiet. Staff are helpful and welcoming."

Windmill Motel Restaurant

10/10 Excellent

"Great place and convenience store was a nice touch"

Latchis Hotel

8/10 Good

"The art deco building is gorgeous. I applaud the non-profit organization that saved, renovated and maintains this exceptional building. I very much appreciated the original bathroom fixtures. The hotel really gives you a taste of what it might have been like to travel back in the 1930-40s. On the downside, my experience was not the best: When I arrived, the front desk lady said something like: "I'll be right with you". Two minutes later, she came to the front desk joking about having problems with her Emails. Not acceptable! You should pause your Email activity when someone is waiting in the lobby. My wife and I were looking forward to a drink at the hotel bar. The website indicated that the bar was open, and a note on the door confirmed. There was nobody there. Money and a lady's purse were spread out on the bar. We were told at the front desk that the people running the bar for them decided not to open that evening. Not acceptable. The next morning I took a lukewarm shower, as it took about ten minutes for the water to become warm enough, By then I was done and my feet were in about 5" of dirty water because the drain was clogged. We were also told that if we did not turn in our brass key, they would charge us $75 to replace it. When walked down to the lobby, there was a sign stating that front desk duty started at 9:00."

Hampton Inn Brattleboro

10/10 Excellent

"Staff were extremely friendly. The whole place was clean. Hit tub was really a whirlpool..movement but no bubbles. So nice and warm though. Great stay!!"

Days Inn by Wyndham Keene NH

8/10 Good

"It was a very pleasant stay"

Holiday Inn Express Hotel & Suites Brattleboro by IHG

8/10 Good

"Clean room, very nice front desk staff. Breakfast was good - nice variety and the coffee machine delivered great fresh coffee. It was worth paying the extra cost for this hotel vs the others in the area that seemed a bit sketchy."

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"The front desk staff were friendly and engaged, the room was clean. That’s all we needed."

More cheap stays in Winchester

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH

￥15,404

￥16,713 total

Sep 16 - Sep 17

includes taxes & fees

7/10 Good! (1,004 reviews)