Hotels in Winchester

Where to?

Dates

January 2026

19

February 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Where to stay in Winchester?

Desk, laptop workspace, blackout drapes, iron/ironing board

Best Western Inn

Winchester

Experience southern comfort at this Winchester retreat with 24-hour fitness and pool.

CNY772 total

includes taxes & fees

Jan 21 - Jan 22

Quality Inn Decherd - Winchester

Decherd

Seasonal outdoor pool and free daily breakfast in charming Decherd.

CNY626 total

includes taxes & fees

Feb 17 - Feb 18

The Sewanee Inn

Sewanee

Nestled near Sewanee Golf Club, this charming inn offers a serene retreat for golfers.

CNY2,180 total

includes taxes & fees

Jan 20 - Jan 21

Grand Lux Inn

Tullahoma

Charming Victorian retreat with nearby trails, complimentary breakfast, and garden.

CNY955 total

includes taxes & fees

Jan 25 - Jan 26

The Smokehouse Lodge and Cabins

Monteagle

Southern retreat with cozy cabins and on-site grill near Monteagle attractions.

CNY392 total

includes taxes & fees

Jan 20 - Jan 21

Quality Inn Monteagle

Downtown Monteagle

Near Monteagle Sunday School Assembly with seasonal outdoor pool and trail access.

CNY648 total

includes taxes & fees

Jan 20 - Jan 21

Holiday Inn Express Hotel & Suites Tullahoma by IHG

Tullahoma

Central Tennessee hotel with indoor pool for year-round swimming and fitness center.

CNY817 total

includes taxes & fees

Feb 7 - Feb 8

LivSmart Studios by Hilton Tullahoma

Tullahoma

Experience Tullahoma with 24-hour fitness and convenient perks at this studio hotel.

CNY932 total

includes taxes & fees

Jan 25 - Jan 26

Superior Room, 1 King Bed, Smoking | Desk, laptop workspace, free WiFi, bed sheets

Red Roof Inn Monteagle - I-24

Monteagle

Experience the Smoky Mountain foothills at this charming, pet-friendly inn.

CNY453 total

includes taxes & fees

Jan 20 - Jan 21

Lynchburg Country Inn

Lynchburg

Enjoy a serene stay in the heart of Lynchburg with free WiFi and parking.

CNY612 total

includes taxes & fees

Feb 2 - Feb 3

Seasonal outdoor pool, open 10 AM to 10 PM, sun loungers

Baymont by Wyndham Tullahoma

Tullahoma

Enjoy a convenient stay near Commerce Central with pool and fitness options.

CNY574 total

includes taxes & fees

Jan 20 - Jan 21

Quality Inn Tullahoma

Tullahoma

Comfortable Tullahoma stay near Big Springs Park with free breakfast and WiFi.

CNY534 total

includes taxes & fees

Feb 8 - Feb 9

Tolley House

Lynchburg

Restored 19th-century B&B in charming Lynchburg, steps from local galleries.

CNY1,560 total

includes taxes & fees

Jan 20 - Jan 21

Comfort Suites Manchester near Arnold AFB

Manchester

Inviting Manchester hideaway with an indoor pool and easy access to popular sites.

CNY734 total

includes taxes & fees

Feb 6 - Feb 7

Sleep Inn & Suites Manchester near Arnold AFB

Manchester

Spacious hotel with fitness amenities, near Arnold Air Force Base in Manchester.

CNY596 total

includes taxes & fees

Feb 8 - Feb 9

Microtel Inn & Suites by Wyndham Manchester

Manchester

Experience Southern charm at this Manchester hotel with free breakfast and parking.

CNY455 total

includes taxes & fees

Jan 22 - Jan 23

Holiday Inn Express & Suites Manchester by IHG

Manchester

Relax near Great Stage Park with an indoor pool and free breakfast in Manchester.

CNY758 total

includes taxes & fees

Feb 6 - Feb 7

La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

Manchester

Experience 24-hour fitness and indoor pool access near Great Stage Park.

CNY764 total

includes taxes & fees

Feb 15 - Feb 16

Best Western Manchester

Manchester

Located near Manchester's Great Stage Park, this hotel offers convenient freebies.

CNY705 total

includes taxes & fees

Feb 8 - Feb 9

Sasquatch Farm

South Pittsburg

Escape to a quiet forest cabin with onsite hiking and biking trails in South Pittsburg.

CNY750 total

includes taxes & fees

Jan 20 - Jan 21

View all properties

Go beyond your typical stay in Winchester

Family friendly

Pool

Top landmarks in Winchester

Aerial drone view of a lake marina with boats storage on Tims Ford lake in Winchester Tennessee

Tim's Ford Marina

If thrills are what you're after, head to Tim's Ford Marina, located 7.9 mi (12.7 km) from central Winchester. If you have fun at Tim's Ford Marina, you'll love Lakeview Marina, located nearby.

See properties

Early morning beautiful sky and marina with boats storage, twin creeks on Tims Ford lake in Winchester Tennessee USA

Twin Creeks Marina

Imagine strolling along Twin Creeks Marina for some great waterfront pics. It's located 1.2 mi (1.9 km) from central Winchester.

See properties

Learn more about Winchester

Winchester is well-known for its attractions such as Twin Creeks Marina and Tim's Ford Marina. This welcoming city has something for everyone including sights like Tims Ford State Park and Tims Ford.

See all hotels in Winchester

High resolution aerial view panorama of lakefront homes, boat docks and beautiful autumn colorful foliage on Tims Ford Lake in Winchester Tennessee USA.

Check out reviews of Winchester hotels guests love

Microtel Inn & Suites by Wyndham Manchester

10/10 Excellent

"Room was great, staff was nice"

Frequently asked questions

How much does a hotel room cost in Winchester?

You can discover great hotels in Winchester from CNY392 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Winchester that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.

How can I find deals and earn rewards at Winchester hotels?

Discover great deals on Winchester hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Winchester hotels.

Can I book Winchester hotels with free cancellation?

It's easy to book a refundable Winchester hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some of the best Winchester hotels with free parking?

If you're exploring by car, finding a great Winchester hotel with free parking is a win. Our travelers' favorites include:

Best Western Inn: A hotel with an average guest rating of 8.8 out of 10

What hotels do travelers like in Winchester?

Best Western Inn is a property that our guests really like.

Where can I get free parking at my hotel in Winchester?

Best Western Inn offers the perk of free parking.

Can I book refundable hotels in Winchester?

If you want the flexibility to change your travel plans to Winchester, most accommodations provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

Where should I stay in Winchester if I want a reasonably priced accommodation?

Best Western Inn is an accommodation you might want to consider that'll save you money.

Where can I stay in Winchester if I want a vacation home instead of a traditional hotel?

If you're looking for a good alternative to a hotel, browse our selection of 109 vacation homes. You can also consider one of the 8 apartments or 10 cottages.

What will the weather in Winchester be like during my visit?

July and August are typically the warmest months in Winchester when the average temp is 74°F. January and February are the coldest months when the average temperature is 43°F. March and April are the months with the most rain.

Why should I book my Winchester hotel through Hotels.com?

There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Keep exploring

Book Hotels in Winchester on Hotels.com