Book 2 Star Hotels in Winchester
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Featured Winchester 2 Stars Hotels

Best Western Inn
1602 Dinah Shore Boulevard Winchester TN
Free Cancellation
Reserve now, pay when you stay
1.39 mi from city center
$93 nightly
The price is $106 total per night
$106 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At Best Western Inn, guests enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and securing valuables. Additional amenities include a 24-hour business center, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Breakfast included

Beautiful Lake Views at Twin Creeks!
Winchester TN
1.21 mi from city center
Guests staying at this vacation home enjoy an outdoor pool, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include a garden and barbecue grills.
Pool
Kitchen

Modern Charm with Rare Flat Lot, Dock, Game Area
Winchester TN
3.28 mi from city center
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer

Paradise Resort-Dock, Pool, Hot Tub, Movie Theatre
Winchester TN
8.05 mi from city center
Guests of this vacation home enjoy a hot tub, an arcade/game room, and laundry facilities. This smoke-free vacation home also has barbecue grills.
Pool
Hot Tub

The Sewanee Inn
1235 University Ave Sewanee TN
Free Cancellation
Reserve now, pay when you stay
11.25 mi from city center
$195 nightly
The price is $227 total per night
$227 total
Dec 29 - Dec 30
Total with taxes and fees
Guests staying at The Sewanee Inn enjoy access to a golf course, a gym, and free WiFi in public areas. Front-desk staff can answer questions 24/7, and assist with luggage storage, securing valuables, and tours or tickets. Other amenities at this golf hotel include meeting rooms, conference space, and a business center.
Free WiFi
Restaurant

The Smokehouse Lodge and Cabins
844 W Main Street Monteagle TN
Free Cancellation
Reserve now, pay when you stay
15.06 mi from city center
$44 nightly
The price is $51 total per night
$51 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Smokehouse Lodge and Cabins features an outdoor pool, free WiFi in public areas, and a 24-hour business center. There's free parking, and an airport shuttle (available 24 hours) for USD 1 per person one-way. The 24-hour front desk has staff always at the ready. Additional amenities include coffee/tea in a common area, a computer station, and express check-out.
Pool
Pet friendly

Comfort Suites Manchester near Arnold AFB
152 Hospitality Blvd Manchester TN
Free Cancellation
Reserve now, pay when you stay
19.15 mi from city center
$94 nightly
The price is $111 total per night
$111 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At Comfort Suites Manchester near Arnold AFB, guests enjoy an indoor pool, a gym, and free WiFi in public areas. There's free parking if you drive. The front desk is staffed 24/7 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

Microtel Inn & Suites by Wyndham Manchester
201 Expressway Dr Manchester TN
Free Cancellation
Reserve now, pay when you stay
19.23 mi from city center
$63 nightly
The price is $74 total per night
$74 total
Dec 29 - Dec 30
Total with taxes and fees
Guests of Microtel Inn & Suites by Wyndham Manchester enjoy an outdoor pool, free WiFi in public areas, and conference space. If you decide to drive, there's free parking. Front-desk staff are standing by 24/7 to assist with any requests. This hotel also has a business center.
Pool
Breakfast included

Spark by Hilton Kimball
205 Kimball Crossing Dr Jasper TN
Free Cancellation
Reserve now, pay when you stay
26.07 mi from city center
$75 nightly
The price is $87 total per night
$87 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
Guests of Spark by Hilton Kimball have access to an outdoor pool, a gym, and free WiFi in public areas. If you plan to drive, free parking is available. The 24-hour front desk has multilingual staff ready to help secure valuables, 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 business center, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Breakfast included
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.
Winchester hotels essential information
Accommodation | 685 hotels |
|---|---|
Lowest Price | $51 |
Highest Price | $227 |
Popular hotels | Best Western Inn, Beautiful Lake Views at Twin Creeks!, Modern Charm with Rare Flat Lot, Dock, Game Area, Paradise Resort-Dock, Pool, Hot Tub, Movie Theatre, The Smokehouse Lodge and Cabins, Microtel Inn & Suites by Wyndham Manchester, The Sewanee Inn, Comfort Suites Manchester near Arnold AFB, Spark by Hilton Kimball |
Recent Reviews

Best Western Inn
5/5 Excellent
"Clean room. Quiet - no fans unkess I turned it on. Convenient parking and ice close to rokm. "
A verified traveler stayed at Best Western Inn
Posted 8 days ago


