Winchester Hotels from ₹8,957

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Top 10 Winchester hotels and places to stay

The Colonial Hotel

3.0 star property
Gardner
8.8 out of 10, Excellent, (1000)
"Great hotel, fantastic restaurant, wonderful place!"
United States
Kate
The price is ₹24,289
₹27,131 total
includes taxes & fees
31 Dec - 1 Jan 2026
The Colonial Hotel

The Inn At Crumpin Fox

2.5 star property
Bernardston
9.2 out of 10, Wonderful, (342)
"Room was great, we will be back again, favorite place in the valley thus far to stay. "
United States
Christine
The price is ₹11,742
₹13,116 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Inn At Crumpin Fox

The Covered Bridge Inn

2.5 star property
Brattleboro
7.6 out of 10, Good, (1000)
"Quiet, easy to get to right off the highway with lots of quick eats within walking distance. Staff was friendly and helpful with any requests."
United States
Zachery
The price is ₹7,126
₹7,839 total
includes taxes & fees
7 Dec - 8 Dec
The Covered Bridge Inn

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1000)
"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "
United States
Belinda
The price is ₹13,676
₹15,044 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Best Western Plus Keene Hotel

3.0 star property
Keene
8.4 out of 10, Very good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is ₹12,507
₹13,570 total
includes taxes & fees
14 Dec - 15 Dec
Best Western Plus Keene Hotel

Gardner Inn

2.0 star property
Gardner
5.6 out of 10, (16)
"The property needs work but hte staff was pleasant and the facility was quiet. "
United States
Lou
The price is ₹8,018
₹8,957 total
includes taxes & fees
4 Jan - 5 Jan 2026
Gardner Inn

Travelodge by Wyndham Brattleboro VT

2.5 star property
Brattleboro
6.0 out of 10, (736)
"Reasonable rate for the the accomadations."
United States
David
The price is ₹6,397
₹7,037 total
includes taxes & fees
9 Dec - 10 Dec
Travelodge by Wyndham Brattleboro VT

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
Peterborough
9.4 out of 10, Exceptional, (433)
"Super cute place! Would stay here again"
United States
Danielle
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverside Hotel, an Ascend Collection Hotel

2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (628)
"Clean room, beautiful location"
United States
Marcie
The price is ₹13,692
₹14,856 total
includes taxes & fees
4 Jan - 5 Jan 2026
Riverside Hotel, an Ascend Collection Hotel

Days Inn by Wyndham Keene NH

2.0 star property
Keene
7.0 out of 10, Good, (1001)
"Not exactly spotless by the experience was better than at the Courtyard by Marriott on Railroad St. in Keene NH."
United States
Miroslaw
The price is ₹8,338
₹9,047 total
includes taxes & fees
25 Dec - 26 Dec
Days Inn by Wyndham Keene NH

Comfort Inn & Suites Brattleboro I-91

2.5 star property
Brattleboro
8.6 out of 10, Excellent, (736)
"Staff was friendly and pool was nice"
United States
Joshua
The price is ₹10,362
₹11,398 total
includes taxes & fees
18 Dec - 19 Dec
Comfort Inn & Suites Brattleboro I-91

Black Mountain Inn

2.0 star property
Brattleboro
7.4 out of 10, Good, (474)
"Clean, very friendly staff. Will stay again."
United States
Scot
The price is ₹9,197
₹10,116 total
includes taxes & fees
9 Dec - 10 Dec
Black Mountain Inn

Latchis Hotel

2.5 star property
Brattleboro
8.4 out of 10, Very good, (834)
"Great stay"
United States
Jason
The price is ₹11,624
₹12,787 total
includes taxes & fees
7 Dec - 8 Dec
Latchis Hotel

Hampton Inn Brattleboro

2.5 star property
Brattleboro
8.2 out of 10, Very good, (924)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is ₹12,885
₹14,173 total
includes taxes & fees
13 Dec - 14 Dec
Hampton Inn Brattleboro

Colonial Motel And Spa

3.0 star property
Brattleboro
6.8 out of 10, (1001)
"Nice place to stay for the night."
United States
Robin
The price is ₹10,797
₹11,877 total
includes taxes & fees
9 Dec - 10 Dec
Colonial Motel And Spa

Hampton Inn & Suites Greenfield

2.5 star property
Greenfield
8.6 out of 10, Excellent, (877)
"Friendly staff, great breakfast, comfy beds"
United States
Lori
The price is ₹16,487
₹18,416 total
includes taxes & fees
13 Dec - 14 Dec
Hampton Inn & Suites Greenfield

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
Keene
8.8 out of 10, Excellent, (755)
"Front desk pleasant and helpful Breakfast was good Room was spacious and clean Able to walk to shopping and dining. "
United States
Stephen
The price is ₹16,196
₹17,572 total
includes taxes & fees
13 Dec - 14 Dec
Fairfield Inn & Suites by Marriott Keene Downtown

Hampton Inn & Suites Keene

2.5 star property
Keene
8.8 out of 10, Excellent, (351)
"Nice place to stay, nice area, will stay again."
United States
Catherine
The price is ₹13,247
₹14,373 total
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn & Suites Keene

Four Columns Inn

4.0 star property
Newfane
9.8 out of 10, Exceptional, (13)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
Four Columns Inn

The Putney Inn

2.5 star property
Putney
8.4 out of 10, Very good, (1001)
"Nice motel. "
United States
Richard
The Putney Inn
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Stay near popular Winchester attractions

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.

Winchester, New Hampshire in winter

Top Winchester Hotel Reviews

More cheap stays in Winchester

Find out more about Winchester

Historic charm and cultural delights await in Winchester

Winchester, located in Hampshire, is a picturesque town surrounded by stunning natural landscapes. With its serene lake, visitors can enjoy activities like canoeing, boating, and kayaking. The lush forests provide the perfect setting for relaxing walks and scenic views. Winchester also boasts a charming marina and port, where you can indulge in swimming and take in the beautiful scenery. The town is home to the prestigious University of Winchester and the iconic Winchester Cathedral, which attracts visitors from around the world. Whether it's a wedding or a peaceful stay, Winchester offers a delightful experience for all.

How to find great deals and cheap hotels in Winchester

  • Consider booking your stay during off-peak times, as prices for hotels and attractions may be lower. The months of May to July are a good option.
  • Use the search filters on Expedia's website to find the cheapest hotels in Winchester that meet your specific preferences and requirements.
  • Take advantage of any Rewards programs or loyalty schemes offered by Expedia to earn points and save on future bookings.
  • Compare prices and deals from different hotels in Winchester to ensure you get the best value for your money.
  • Consider staying in a hotel near the lake or marina to enjoy easy access to activities like canoeing, boating, swimming, and kayaking.
  • Explore the nearby forests and enjoy the beautiful scenery Winchester has to offer.
  • Don't forget to read reviews and ratings from other travelers to get an idea of the quality and service provided by the hotels in Winchester.
  • Keep an eye out for any special promotions or discounts on Expedia's website that can help you save even more on your accommodation in Winchester.

Discover the flavours of Winchester

Winchester is a culinary haven with a diverse range of local cuisine and unique dishes to tantalize your taste buds. Whether you're in the mood for traditional British fare or international flavours, this charming city has it all. Indulge in the highlights of Winchester's dining scene, where you can savor innovative dishes from world-class chefs, enjoy high-end high teas, and sip on sunset cocktails on rooftop terraces. For a truly unique experience, venture out to a Bedouin camp in the desert and feast on mouthwatering barbecue, or try Japanese-Cuban fusion cuisine with stunning views across the Corniche. Don't miss the opportunity to spot yachts at Yas Marina while enjoying a delightful brunch or dine in a revolving restaurant with spectacular vistas.

When it comes to popular restaurants in Winchester, there are several options to satisfy your cravings. Win Win Express offers delectable Asian cuisine, while The Rustic Table serves up European and North American dishes. Craving pizza? Head over to A1 Pizza for a taste of their delicious pies. Each restaurant brings its own culinary style and flavours, ensuring a memorable dining experience in Winchester. So, whether you're a local or a visitor, be sure to explore the city's vibrant restaurant scene and discover the culinary delights it has to offer.

Best time to go to Winchester

Winchester boasts a year-around average temperature of 7.7°C, peaking at 20.9°C in July, its warmest month, and dipping to an average low of -6.6°C in January, the coolest. Rainfall averages at 92.3mm annually, with October seeing the heaviest showers and February being the driest month.

Monthcalendar iconTemperature (Celcius)temperature iconRainfall (mm)rain icon
January-6.675.7
February-4.769.3
March0.184.3
April7.185.9
May13.299.8
June18.299.1
July20.9109.0
August20.196.8
September15.796.8
October8.8110.5
November3.195.2
December-3.284.8

The Winchester info point: What you need to know

Category
Details
LocationWinchester, New Hampshire, United States of America
PopulationApproximately 4,340
LanguageEnglish
Time ZoneEastern Standard Time (EST)
ClimateHumid continental climate
AttractionsWinchester Historical Society Museum, Pisgah State Park, Cathedral of the Pines
Local CuisineNew England-style seafood, apple cider donuts
TransportationCar rental, taxi services

Frequently asked questions

What's the best place to stay in Winchester?
The Colonial Hotel, located 26.3 mi (42.3 km) from the heart of Winchester, is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Hampton Inn & Suites Greenfield and Hampton Inn Brattleboro. See all available top hotels, or vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What are some hotels with pools in Winchester?
The Colonial Hotel: Features a sauna, an indoor pool and free self parking. Hampton Inn Brattleboro and Comfort Inn & Suites Brattleboro I-91 are a couple of other choices that offer an on-site pool. View all hotels with pools in Winchester.
What is staying in Winchester like?
Visitors to Winchester will definitely enjoy the lakeside setting. Tourists can also enjoy so much more including its forests. In Winchester, there are 6 hotels and other accommodation options to choose from. Find out more about Winchester.
What are the top places to visit in Winchester?
Natural beauty is on display at Birch Point, Ashuelot River and Cass Pond. A couple of additional sights to add to your itinerary are Pisgah State Park and New England Sweetwater Farm & Distillery. Take a look at what more there is to see and do in Expedia's Winchester guide.
What's the weather like in Winchester?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winchester are January, March, February and November, with each month seeing an average of 26 cm of snowfall.

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