Winchester B&B: Find the Best Bed and Breakfast from CA $264

Q: What are the top B&Bs in Winchester?

Here is a B&B that guests like in the area: Tolley House : 4 rooms. 16.4 mi (26.4 km) from the downtown core. Enjoy the unique décor and patio area.

A calm lake with autumn foliage, a dock, and houses along the shore.

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Our top choices for Winchester bed & breakfast

1. Nostalgic Q ensuite room in historic railroad inn.

Cowan

Bennett R.

CA $291 total

includes taxes & fees

Sep 23 - Sep 24

2. Retro Vibe RR inn/town! 2nd flr full ensuite BR

Cowan

CA $264 total

includes taxes & fees

Sep 23 - Sep 24

3. Tolley House

Lynchburg

charmain

CA $344 total

includes taxes & fees

Sep 16 - Sep 17

4. Children’s Choice- Full Bd, Twin Bunks, Family Rm

Cowan

CA $281 total

includes taxes & fees

Sep 23 - Sep 24

5. Artsy pet-friendly Q room in historic railroad inn

Cowan

Brenda L.

CA $329 total

includes taxes & fees

Sep 23 - Sep 24

Iron/ironing board, WiFi (free), bed sheets

6. Eclectic Boutique RR hotel, 2nd flr Q ensuite

Cowan

CA $279 total

includes taxes & fees

Sep 23 - Sep 24

7. Cozy king ensuite room in historic railroad inn

Cowan

Jeff

CA $329 total

includes taxes & fees

Sep 23 - Sep 24

8. Mulberry Lavender Farm and B&B

Mulberry

Christian

CA $410 total

includes taxes & fees

Sep 11 - Sep 12

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Top Winchester Hotel Reviews

Microtel Inn & Suites by Wyndham Manchester

8/10 Good

"Room was very clean but housekeeping staff failed to replenish trash/ laundry bags in our room . There was no hand soap in the bathroom either. Receptionist was nice and welcoming. Breakfast was ok.. wish there were scrambled eggs as stated on their website. However, overall experience was good and the price for a 2 days stay was reasonable."

The Smokehouse Lodge and Cabins

10/10 Excellent

"Great place to stay over the holiday weekend to see some concerts at the Caverns. We stayed in a cabin, which had a very camp vibe because of being in the woods (so a bit dusty and some bugs around), but it was comfy and spacious. The front porch with the rocking chairs was a nice touch. The kitchen was very useful (basic cooking supplies were provides - pots, pans, some utensils, plates, glasses, etc). The staff was always friendly and helpful. I will absolutely return next time I head to the Caverns."

Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak

10/10 Excellent

"This is our second year staying at Whispering Waters and our family thoroughly enjoyed our stay. The house is new and clean. The neighborhood is quiet, and having the dock so close by makes it easy to load up and head to the lake for the day! The owners are attentive and if we needed anything they had someone show up within an hour. We will return next year!"

Rustic Cabin, Dock, Hot Tub, Firepit, Kayaks

10/10 Excellent

"We had a wonderful Labor Day Weekend at this property with three generations of the family. The house is clean, comfortable, and exactly as described, with a well-stocked kitchen and a fun game room. The dock is a short drive away and very easy to park next to on the side of the road. We came mostly to fish, and would love to come back and try again when it’s not so hot. Doesn’t hurt to bring some shade with you for the morning/midday, but we had a nice time swimming, kayaking, and fishing. The hosts were very communicative and eager to make sure we had a great stay. Would definitely come back."

Relaxing Getaway Cabin in Winchester, TN

10/10 Excellent

"The owners were the nicest people I've ever met. The cabin was amazing and I had a fantastic time with my family. Would highly recommend this place and I've stayed a ton of places in this area. Best so far. Thank you for sharing your cabin with my family."

Find out more about Winchester

Winchester B&B information

Number of reviews	126
Accommodation	5 B&B
Lowest Price	CA $264
Highest Price	CA $410

Frequently asked questions

Searching for B&Bs in Winchester?

If you're looking for something a little quirkier than your standard hotel, a stay at a bed and breakfast might be the perfect option for your getaway. If your ideal vacation to Winchester includes spending lots of time outside, Harvey's Garden is a good spot to enjoy the scenery.

Are you thinking about a B&B instead of a traditional hotel?

With attentive service, opportunities to interact with the owner, and delectable breakfasts, B&Bs offer a truly one-of-a-kind environment.

What are the top B&Bs in Winchester?

Here is a B&B that guests like in the area: Tolley House: 4 rooms. 16.4 mi (26.4 km) from the downtown core. Enjoy the unique décor and patio area.

What's the best time of year to book my B&B in Winchester?

When you're dreaming of a stay in Winchester, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 43°F. Average annual precipitation for Winchester is 64 inches.

What is there to do in Winchester?

When you want to spend some time in the great outdoors, Tims Ford Lake and Elk River are some notable spots. You might put Twin Creeks Marina and Tim's Ford Marina on your list if you want to see more of the area.

How can I get to and around Winchester?

Mapping out your trip in and around Winchester is easy with these transportation options. Fly into Chattanooga Metropolitan Airport (CHA), which is located 52.8 mi (85 km) from the city center. You can also search for flights into Huntsville International Airport (HSV), which is 52.8 mi (85 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winchester bed & breakfast

1. Nostalgic Q ensuite room in historic railroad inn.

2. Retro Vibe RR inn/town! 2nd flr full ensuite BR

3. Tolley House

4. Children’s Choice- Full Bd, Twin Bunks, Family Rm

5. Artsy pet-friendly Q room in historic railroad inn

6. Eclectic Boutique RR hotel, 2nd flr Q ensuite

7. Cozy king ensuite room in historic railroad inn

8. Mulberry Lavender Farm and B&B

9. Artsy pet-friendly king room/historic railroad inn

Top Winchester Hotel Reviews

Microtel Inn & Suites by Wyndham Manchester

The Smokehouse Lodge and Cabins

Best Western Inn

Reflection Bay-Dock, Hot Tub, Kayaks

Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak

Rustic Cabin, Dock, Hot Tub, Firepit, Kayaks

By The Pool

Lakehouse 4BR4BA FreeKayaks 2Kitchen DoubleDeck SwimPool BoatRamp FamilyVacation

Relaxing Getaway Cabin in Winchester, TN

Find out more about Winchester

Winchester B&B information

Frequently asked questions

Explore a world of travel with Expedia

Find a Bed and Breakfast in Winchester from CA $264

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winchester bed & breakfast

1. Nostalgic Q ensuite room in historic railroad inn.

2. Retro Vibe RR inn/town! 2nd flr full ensuite BR

3. Tolley House

4. Children’s Choice- Full Bd, Twin Bunks, Family Rm

5. Artsy pet-friendly Q room in historic railroad inn

6. Eclectic Boutique RR hotel, 2nd flr Q ensuite

7. Cozy king ensuite room in historic railroad inn

8. Mulberry Lavender Farm and B&B

9. Artsy pet-friendly king room/historic railroad inn

Top Winchester Hotel Reviews

Microtel Inn & Suites by Wyndham Manchester

Find out more about Winchester

Winchester B&B information

Frequently asked questions

Explore a world of travel with Expedia