Book Guest Houses in Winchester, TN
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Guest Houses in Winchester

Grand Lux Inn
212 East Lincoln Street Tullahoma TN
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $134 total per night
$134 total
Sep 10 - Sep 11
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center, conference space, and airport shuttle. A terrace, a garden, and luggage storage are also on offer.
Breakfast included
Parking included

The Monteagle Train Cottage
Monteagle TN
$148 nightly
The price is $173 total per night
$173 total
Sep 28 - Sep 29
Total with taxes and fees
This guesthouse features barbecue grills.
Air conditioning

The Meantime in Sewanee
Sewanee TN
$374 nightly
The price is $421 total per night
$421 total
Sep 10 - Sep 11
Total with taxes and fees
This guesthouse includes a garden and barbecue grills.
Pet friendly
Air conditioning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top hotels in Winchester

Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak
Winchester TN
10/10 Exceptional! (27 reviews)
Winchester Guest Houses essential information
Accommodation | 4 Guest Houses |
|---|---|
Lowest Price | $116 |
Highest Price | $421 |
Popular accommodation | Grand Lux Inn, The Monteagle Train Cottage, The Meantime in Sewanee, Midtown Hideaway - simple, cozy and convenient |
Explore More Ways to Travel with Travelocity
- Hotels in Chattanooga
- The Read House Hotel
- The Hotel Chalet at The Choo Choo
- Budget in Tullahoma
- Secluded Scandinavian Style Cabin 20 private acres View Hot Tub Game Room
- Ambassador Inn And Suites
- Aparthotels in Tullahoma
- Cabins in Tullahoma
- Bedandbreakfast in Tullahoma
- Hotels in Murfreesboro
- Hotels in Pelham
- Apartments in Sewanee
- Bedandbreakfast in Sewanee
- Cabins in Sewanee
- Hotels near Sewanee Golf and Tennis Club
- Budget in Sewanee
- Bar in Sewanee
- Hotels in Sewanee
- Motels in Sewanee
- Hotels in Shelbyville
- Hotels near Tennessee Aquarium
- Hotels near Tims Ford Lake
- Hotels near Tim's Ford Marina
- Hotels near Tims Ford State Park
- Cottages in Estill Springs
- Cabins in Estill Springs
- Bedandbreakfast in Estill Springs
- Downtown Chattanooga Hotels
- Privatevacationhomes in Decherd
- Motels in Decherd
- Hotels in Decherd
- Hot Tub in Chattanooga
- Hotels near Chattanooga Convention Center
- Hotels near Bonnaroo Music & Arts Festival
- Hotels in Belvidere
- Cabins in Belvidere
- Apartments in Belvidere
- Agritourism in Belvidere
- Hotels in Kimball
- Hotels near Jack Daniel's Distillery
- Motels in Huntland
- Inns in Franklin County
- Hotels in Fayetteville
- Hotels near Fall Creek Falls State Park
- Privatevacationhomes in Estill Springs
- Motels in Estill Springs
- Hotels in Monteagle
- Cabins in Monteagle
- Hotels in McMinnville
- Hotels in Manchester
- Lakeshore Modern Lake front with platform dock and 2 kayaks firepit and views
- Aparthotels in Winchester
- Condos in Winchester
- Bedandbreakfast in Winchester
- Apartments in Winchester
- Hotels in Tullahoma
- The Smokehouse Lodge and Cabins
- The Sewanee Inn
- Red Roof Inn Monteagle - I-24
- Quality Inn Decherd - Winchester
- Pet Friendly in Tullahoma
- Motel 6 Manchester TN
- Lynchburg Country Inn
- Indoor Pool in Tullahoma
- Cabins in Cowan
- Hotels in Cowan
- Cabins in Decherd
- Aparthotels in Decherd
- Hot Tub in Tullahoma
- FIREFLY FARMHOUSE IN NOSTALGIC PASTORAL SETTING
- Aparthotels in Manchester
- Hotels in Lynchburg
- Lg lakefront family home with a covered dock and jet-ski port Nicely remodeled
- Hotels in Winchester
- Motels in Winchester
- Caravanparks in Winchester






