Hotels in Winchester

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Nov 12 - Nov 13
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Nov 13 - Nov 14
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Top Rated Winchester Hotels

The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
Free Cancellation
Reserve now, pay when you stay
26.28 mi from city center
$160 nightly
The price is $179 total per night
$179 total
Nov 25 - Nov 26
Total with taxes and fees
At The Colonial Hotel, guests enjoy an indoor pool, a gym, and a sauna. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with securing valuables, concierge services, and dry cleaning/laundry. Additional amenities include free WiFi in public areas, a hot tub, and meeting rooms.
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road, Brattleboro, VT
Free Cancellation
Reserve now, pay when you stay
11.6 mi from city center
$85 nightly
The price is $94 total per night
$94 total
Nov 13 - Nov 14
Total with taxes and fees
The Covered Bridge Inn features free WiFi in public areas and a vending machine. There's free parking if you drive. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. This hotel also has a TV in a common area.
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Free Cancellation
Reserve now, pay when you stay
11.82 mi from city center
$91 nightly
The price is $100 total per night
$100 total
Dec 7 - Dec 8
Total with taxes and fees
At Hampton Inn Brattleboro, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. If you plan to drive, free parking is available. The front desk is staffed 24 hours a day to help with securing valuables and dry cleaning/laundry. Additional amenities include a hot tub, a 24-hour business center, and coffee/tea in a common area.
Pool
Hot Tub
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road, Brattleboro, VT
Free Cancellation
Reserve now, pay when you stay
11.76 mi from city center
$104 nightly
The price is $115 total per night
$115 total
Nov 17 - Nov 18
Total with taxes and fees
Guests of Comfort Inn & Suites Brattleboro I-91 have access to an indoor pool, a gym, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include meeting rooms, a business center, and laundry facilities.
Pool
Breakfast included
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

2.5 out of 5
184 Shelburne Rd, Greenfield, MA
Free Cancellation
Reserve now, pay when you stay
17.71 mi from city center
$143 nightly
The price is $160 total per night
$160 total
Nov 19 - Nov 20
Total with taxes and fees
Renovated in 2015, Hampton Inn & Suites Greenfield offers a gym, free WiFi in public areas, and conference space. If you drive, put free parking to good use. The 24-hour front desk has multilingual staff ready to help with dry cleaning or laundry, and answer any questions about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.
Pool
Breakfast included
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street, Brattleboro, VT
Free Cancellation
Reserve now, pay when you stay
10.35 mi from city center
$121 nightly
The price is $134 total per night
$134 total
Nov 17 - Nov 18
Total with taxes and fees
At Latchis Hotel, guests have access to karaoke, free WiFi in public areas, and conference space. You can take advantage of free parking if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include coffee/tea in a common area, local meal delivery service, and wedding services.
Pet friendly
Parking included
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St, Keene, NH
Free Cancellation
Reserve now, pay when you stay
11.18 mi from city center
$149 nightly
The price is $162 total per night
$162 total
Nov 13 - Nov 14
Total with taxes and fees
Guests staying at Best Western Plus Keene Hotel enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with securing valuables and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Breakfast included
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road, Keene, NH
Free Cancellation
Reserve now, pay when you stay
11.1 mi from city center
$111 nightly
The price is $120 total per night
$120 total
Dec 8 - Dec 9
Total with taxes and fees
Guests of Days Inn by Wyndham Keene NH enjoy a gym, free WiFi in public areas, and a 24-hour business center. If you decide to drive, there's free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include coffee/tea in a common area, a computer station, and free newspapers.
Breakfast included
Pet friendly
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd, Putney, VT
Free Cancellation
Reserve now, pay when you stay
14.86 mi from city center
$80 nightly
The price is $89 total per night
$89 total
Dec 11 - Dec 12
Total with taxes and fees
The Putney Inn features free WiFi in public areas and a picnic area. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready.
Breakfast included
Pet friendly
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Free Cancellation
Reserve now, pay when you stay
11.51 mi from city center
$120 nightly
The price is $132 total per night
$132 total
Nov 13 - Nov 14
Total with taxes and fees
Guests of Colonial Motel And Spa have access to a full-service spa, 2 indoor pools, and a gym. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Other amenities at this spa motel include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

2.5 out of 5
1254 Putney Rd, Brattleboro, VT
Free Cancellation
Reserve now, pay when you stay
11.79 mi from city center
$71 nightly
The price is $78 total per night
$78 total
Nov 16 - Nov 17
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT features free WiFi in public areas and a vending machine. You can take advantage of free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests.
Pet friendly
Parking included
The Inn At Crumpin Fox

The Inn At Crumpin Fox

2.5 out of 5
71 Northfield Rd, Bernardston, MA
Free Cancellation
Reserve now, pay when you stay
10.67 mi from city center
$145 nightly
The price is $162 total per night
$162 total
Nov 13 - Nov 14
Total with taxes and fees
Guests of The Inn At Crumpin Fox enjoy access to free WiFi in public areas, a conference center, and a business center. If you decide to drive, there's free parking. Staff members can help with accommodation requests, and provide front-desk service during limited hours. Additional amenities include coffee/tea in a common area, a microwave in a common area, and express check-out.
Parking included
Free WiFi
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Top reasons to visit Winchester

  1. Outdoor Paradise: Winchester, New Hampshire offers an outdoor paradise with stunning lakes, lush forests, and breathtaking scenery.
  2. Water Activities: Explore the serene waters of Winchester for exciting activities like canoeing, boating, and kayaking.
  3. Refreshing Swims: Take a dip in the crystal-clear lakes of Winchester for a refreshing and invigorating swim.
  4. Nature Immersion: Immerse yourself in nature and enjoy the vibrant local vibes of Winchester, surrounded by picturesque landscapes.
  5. Santa's Land: Don't miss Winchester's beloved attraction, Santa's Land, where both kids and adults can experience pure joy and wonder.

Popular hotels in Winchester

Winchester, New Hampshire offers a variety of hotel accommodations to suit every traveler's needs. From cozy bed and breakfasts to modern hotels, there are options for every budget. If you're looking for a little extra space, some hotels in the nearby city of Keene offer suites that provide a home away from home. For those seeking unique experiences, there are also theme hotels available. No matter where you choose to stay, you'll find comfortable and rated accommodations near Winchester.

  1. Comfort Inn & Suites - This 2.5-star hotel is located 29.7 miles away from Winchester. With close proximity to an indoor pool, connecting rooms, and a fitness center, it's a great option for your outdoor vacation. The friendly staff, free breakfast, and swimming pool make it even more appealing.
  2. Colonial Motel And Spa - Situated 11.5 miles away from Winchester, this 3.0-star motel offers a range of amenities like a steam room, cross-country skiing, and an indoor pool. With friendly staff, a spa, and a fitness center, it's a perfect choice for your outdoor getaway.
  3. Howard Johnson by Wyndham Amherst Hadley - Located 29.7 miles away from Winchester, this 2.0-star hotel is near a university and offers friendly service. It also provides facilities like connecting rooms, a fitness center, and an outdoor pool, making it an affordable option for your outdoor vacation.

Top things to see and do in Winchester

Winchester, New Hampshire, located in the United States, offers a plethora of activities for visitors to enjoy. From the serene beauty of nearby lakes and forests to the thrill of boating and kayaking, there is something for everyone. Take in the breathtaking scenery and relax by the marina or venture out for a swim in the lake. Winchester also boasts Santa's Land, a beloved attraction that is sure to delight both children and adults alike. Don't miss out on the exciting events happening in Winchester, as well as the abundance of photo spots to capture your memorable moments.

  1. Fenway Park: Immerse yourself in the historic charm of Fenway Park, a sports stadium that offers a unique blend of culture, sports, and architecture. Witness the exhilarating energy of baseball games, explore the rich history of the venue through informative tours, and take in the breathtaking views of the urban skyline and sunsets from the stands. Whether you're a sports enthusiast or an architecture lover, Fenway Park is a must-visit destination that will leave you in awe with its picturesque scenery and towering skyscrapers.
  2. Mohegan Sun Casino: Indulge in the vibrant atmosphere of Mohegan Sun Casino, where romance meets city excitement. Try your luck at the casino games, enjoy live music and theater performances, and dance the night away in the lively clubs. Take a tour of the casino's luxurious amenities, explore the bustling port area, and catch a thrilling basketball game. The friendly people, sports events, and mesmerizing aquarium add to the overall charm of this casino, making it an unforgettable experience for couples and city enthusiasts alike.
  3. Lake Winnipesaukee: Escape to the serene beauty of Lake Winnipesaukee, a picturesque lake surrounded by mountains and offering a wide range of activities. Shop for unique souvenirs, enjoy live music and dancing at lakeside venues, and indulge in delicious dining experiences. Explore the scenic hiking trails and enjoy family-friendly activities and festivals that bring the lake to life. Whether you're seeking a romantic getaway, a beach adventure, or simply want to immerse yourself in the stunning outdoor scenery, Lake Winnipesaukee offers an unforgettable experience that will leave you feeling refreshed and rejuvenated.

Best places to visit in Winchester

Winchester, New Hampshire, offers an outdoor paradise with lakes, forests, and stunning scenery. Explore the serene waters for canoeing, boating, and kayaking. Take a dip in the crystal-clear lakes for a refreshing swim. Immerse yourself in nature and enjoy the vibrant local vibes of Winchester.

  1. Richmond: Known as the River City, Richmond is a vibrant city that offers a unique outdoor experience. Nestled along the James River, outdoor enthusiasts will find plenty to do here. Take a leisurely stroll along the scenic Canal Walk, or go kayaking or paddleboarding on the river. For those seeking a bit more adventure, there are miles of mountain biking trails in nearby Pocahontas State Park. Richmond is also home to the James River Park System, where you can go hiking, rock climbing, or even try your hand at whitewater rafting. After a day of outdoor fun, relax and enjoy the local affinities and atmosphere by dining at one of the many farm-to-table restaurants or visiting a craft brewery in the city.

Seasonal travel trends of Winchester

The popularity of Winchester shows no change throughout the year. The most popular time to visit is between June and August, with a seasonal peak in July. The off-peak tourist season is from November and January, with December typically being the quietest month.

Check out the month-by-month weather chart for Winchester to help you plan your next trip. With a monthly average of 71.2 degrees Fahrenheit, you can expect the hottest temperatures in July. The coldest month, on average, is January. The most rainfall typically happens in October. Regardless of when you visit Winchester, every season has a reason to stay.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January23.2°F (-4.9°C)Light RainMostly Sunny
February25.2°F (-3.8°C)Light RainMostly Sunny
March32.9°F (0.5°C)Light RainMostly Sunny
April45.0°F (7.2°C)Light RainMostly Sunny
May57.0°F (13.9°C)Light RainMostly Sunny
June64.9°F (18.3°C)Light RainMostly Sunny
July71.2°F (21.8°C)Light RainMostly Sunny
August69.3°F (20.7°C)Light RainMostly Sunny
September61.9°F (16.6°C)Light RainMostly Sunny
October50.5°F (10.3°C)Light RainMostly Sunny
November38.7°F (3.7°C)Light RainMostly Sunny
December29.7°F (-1.3°C)Light RainMostly Sunny

Where is a good place to stay in Winchester?

What are some of the best hotels in Winchester?

Consider these top hotels around Winchester:

  • The Colonial Hotel is located 26.3 mi away, and this hotel has free WiFi, free parking, and a fitness center.
  • The Covered Bridge Inn is located 11.6 mi away, and this hotel has free breakfast, free WiFi, and free parking.
  • Hampton Inn Brattleboro is located 11.8 mi away, and this hotel has free breakfast, free parking, and a fitness center.

Enjoy the natural setting of Winchester and experience the lakefront.

Winchester hotels essential information

Accommodation
435 hotels
Lowest Price
$78
Highest Price
$179
Popular hotels
The Colonial Hotel, The Covered Bridge Inn, Hampton Inn Brattleboro, Comfort Inn & Suites Brattleboro I-91, Hampton Inn & Suites Greenfield, Latchis Hotel, Best Western Plus Keene Hotel, Days Inn by Wyndham Keene NH, The Putney Inn, Colonial Motel And Spa, Travelodge by Wyndham Brattleboro VT, The Inn At Crumpin Fox

Booking tips for Winchester

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Saving tips for your trip

When planning your trip to Winchester, consider visiting during the less popular season from November to January to save money. Bundle your flights, hotel, and car bookings together to take advantage of discounted prices. As for inexpensive local activities, you can enjoy relaxing by the lake, exploring the nearby forests, and taking in the beautiful scenery. Winchester offers a variety of affordable options for travelers looking to experience nature and outdoor activities.

Recent Reviews

The Colonial Hotel

The Colonial Hotel

5/5 Excellent
"Property was great"
A verified traveler stayed at The Colonial Hotel
Posted 4 days ago
The Colonial Hotel

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