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May 14 - May 15
Tomorrow
May 15 - May 16
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

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Top 10 Winchester hotels and places to stay

Exterior
Tiny Haven at The Retreat at Deer Lick Falls
10.0 out of 10, Exceptional, (13)
"Very nice and clean. We love it. Thank you"
The price is CA $137
CA $373 total
includes taxes & fees
May 28 - May 29
Tiny Haven at The Retreat at Deer Lick Falls
Fridge, microwave, coffee/tea maker, toaster
Beautifully Renovated Studio 2 miles from the Marina
10.0 out of 10, Exceptional, (10)
"Great relaxing weekend get away! It was really cute and nicely decorated. I loved the retro fridge! It’s a perfect amount of space for a couple. Close to the lake and the square!"
The price is CA $133
CA $281 total
includes taxes & fees
Jun 11 - Jun 12
Beautifully Renovated Studio 2 miles from the Marina
Exterior
On the Edge at The Retreat at Deer Lick Falls
10.0 out of 10, Exceptional, (9)
"We liked it so much the first time we came back. Highly recommended."
The price is CA $137
CA $372 total
includes taxes & fees
May 17 - May 18
On the Edge at The Retreat at Deer Lick Falls
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Fridge, microwave, oven, stovetop
Snuggle Up in our Teddy Cottage! *New Listing*
10.0 out of 10, Exceptional, (1)
"Easy to get to The Caverns. Absolutely great managers! Chelsea made everything such a breeze even with a couple minor glitches (no fault glitches) she made sure to see everything was the best! "
The price is CA $73
CA $236 total
includes taxes & fees
May 28 - May 29
Snuggle Up in our Teddy Cottage! *New Listing*
Exterior
Creekside Hideaway at The Retreat at Deer Lick Falls
10.0 out of 10, Exceptional, (8)
"The cabin is very clean, very charming, very private, and very small. Appropriate for a couple or family with small kids who can sleep in the loft (with a very low ceiling). Ours was a quick one night stay to be at an event at the college and the property was suitable for that. The outdoor space is amazing. Lots of outdoor seating space to relax and enjoy the sound of the creek."
The price is CA $137
CA $372 total
includes taxes & fees
May 19 - May 20
Creekside Hideaway at The Retreat at Deer Lick Falls
Lake
3 bedroom 1 bath vacation home, sleeps 6 people.
10.0 out of 10, Exceptional, (143)
"Great place would stay again!!"
The price is CA $239
CA $439 total
includes taxes & fees
May 16 - May 17
3 bedroom 1 bath vacation home, sleeps 6 people.
Interior
Have the Sweetest Dreams @ the Honey Bear Cottage!
10.0 out of 10, Exceptional, (2)
"We enjoyed our stayed in the Bear Hollow cottage. The space was clean and comfortable. It was close to all the amenities in Monteagle and Sewanee."
The price is CA $80
CA $245 total
includes taxes & fees
May 28 - May 29
Have the Sweetest Dreams @ the Honey Bear Cottage!
Fridge, microwave, oven, stovetop
NEW! Twin Creeks Marina Resort Oasis - 5 Stars
10.0 out of 10, Exceptional, (5)
"I was a little concerned as we entered the community as one of the security gates was broken allowing anyone in and out of the area without requiring a security code. The black numerals on the house against dark brown wood were hard to find as we arrived after dark. The interior of the home is beautiful! There seem to be a couple outlets in the kitchen without power to them or possibly a circuit breaker issue? While the listing states it will sleep 10, there are only 3 bedrooms. The master...
NEW! Twin Creeks Marina Resort Oasis - 5 Stars
Property grounds
Leprechaun Lodge at The Retreat at Deer Lick Falls
10.0 out of 10, Exceptional, (15)
"Great"
The price is CA $137
CA $371 total
includes taxes & fees
May 15 - May 16
Leprechaun Lodge at The Retreat at Deer Lick Falls
Exterior
Luxe Nest at The Retreat at Sunset Bluff
10.0 out of 10, Exceptional, (2)
"We stayed here a weekend to attend a caverns concert which was amazing. The home was spacious, clean, and very convenient to all the hiking trails and concert venue! We had no issues!"
The price is CA $157
CA $513 total
includes taxes & fees
May 20 - May 21
Luxe Nest at The Retreat at Sunset Bluff
TV, fireplace, stereo, offices
Dove Treehouse Getaway w/ Hot Tub & Firepit!
9.8 out of 10, Exceptional, (270)
"Great"
Dove Treehouse Getaway w/ Hot Tub & Firepit!
Exterior
The Sewanee Inn
4.0 star property
9.8 out of 10, Exceptional, (294)
"A first class experience from start to finish!"
The price is CA $274
CA $319 total
includes taxes & fees
May 28 - May 29
The Sewanee Inn
Smart TV
The Private Reserve Cabin, Hot Tub, Pet Friendly, Secluded
9.8 out of 10, Exceptional, (7)
"We were visiting Coalmont OHV area and wanted something more than our typical tent camping setup without breaking the bank. This cabin was 10 minutes from the park and provided everything we needed for a few comfortable nights sleeping. Will use again when in the Coalmont area."
The price is CA $96
CA $317 total
includes taxes & fees
May 27 - May 28
The Private Reserve Cabin, Hot Tub, Pet Friendly, Secluded
Exterior
Hickory Creek Cottage: Monteagle @Trailhead Cabins
9.8 out of 10, Exceptional, (42)
"This cabin was a great place to get away from the noise of the city. It was super cozy and just what we needed."
The price is CA $94
CA $221 total
includes taxes & fees
May 22 - May 23
Hickory Creek Cottage: Monteagle @Trailhead Cabins
Fridge, microwave, oven, coffee/tea maker
Log Cabin on Spectacular Mountain Waterfall
9.8 out of 10, Exceptional, (122)
"My parents stayed here for a quiet getaway and had a wonderful relaxing time."
The price is CA $149
CA $253 total
includes taxes & fees
May 19 - May 20
Log Cabin on Spectacular Mountain Waterfall
Property grounds
Cozy Tiny House Cabin @ Trailhead Cabins. South Cumberland Plateau
9.8 out of 10, Exceptional, (15)
"Quaint and cozy cabin, perfect for a 2 night stay. We loved the loft and how intimate the area felt. Great location only a few minutes from fiery gizzard and not too far off the interstate. Would definitely return!"
The price is CA $108
CA $254 total
includes taxes & fees
May 20 - May 21
Cozy Tiny House Cabin @ Trailhead Cabins. South Cumberland Plateau
Exterior
Cozy Cottage at The Retreat at Deer Lick Falls
9.8 out of 10, Exceptional, (9)
"Cute! Family enjoyed the long weekend:) "
The price is CA $137
CA $373 total
includes taxes & fees
May 20 - May 21
Cozy Cottage at The Retreat at Deer Lick Falls
Fridge, microwave, oven, stovetop
Stargazer at The Retreat at Deer Lick Falls
9.8 out of 10, Exceptional, (8)
"Great tiny home very clean with everything you need! make sure you take the time to hike to the bottom of the Falls! no need to drive you can walk from the house!"
The price is CA $137
CA $372 total
includes taxes & fees
May 17 - May 18
Stargazer at The Retreat at Deer Lick Falls
Property grounds
The Woods at The Retreat at Deer Lick Falls
9.6 out of 10, Exceptional, (20)
"We were staying for a college visit at Suwanee university of the south. The house was comfortable and close to everything without being in too crowded."
The price is CA $137
CA $372 total
includes taxes & fees
May 17 - May 18
The Woods at The Retreat at Deer Lick Falls
Property grounds
Mountain Point of View Cottage
9.6 out of 10, Exceptional, (8)
"Very well maintained"
The price is CA $127
CA $265 total
includes taxes & fees
May 19 - May 20
Mountain Point of View Cottage
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See all available properties in Winchester
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.

More cheap stays in Winchester

Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester

201 Expressway Dr, Manchester, TN
The price is CA $103 per night from May 20 to May 21
CA $103
CA $122 total
includes taxes & fees
May 20 - May 21
8.6/10 Excellent! (325 reviews)

Hotels near Popular Winchester Attractions

Image for Tim's Ford Marina

Tim's Ford Marina

Bring the kids to Tim's Ford Marina and enjoy the excitement of this amusement park in Winchester. Discover the countryside while you're in the area.

See properties
Tim's Ford Marina

Winchester Travel Info

Number of hotels
621
Highest price
CA $274
Lowest price
CA $73
Known attractions
Tims Ford State Park, Tim's Ford Marina and Hammers
Hotels with family-friendly amenities
6

Frequently asked questions

Where is the best place to stay in Winchester?

Based on our traveler data, Best Western Inn is one of the top choices for your stay. This hotel offers free breakfast and an outdoor pool. Other good options for your visit include Family friendly lake front home with private dock in a cove and Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK. See all available top hotels, or vacation rentals in Winchester.

What are some of the best vacation rentals that Winchester has to offer?

Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK: This Winchester vacation home rental is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Winchester include Family friendly lake front home with private dock in a cove and The Yellow Cottage by Tims Ford Lake. See all vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! The majority of room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might be able to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

For more details about picking new dates or cancelling your trip to Winchester, head over to our customer service page.

What's the best place to stay on a budget in Winchester?

Based on reviews, Best Western Inn is a popular 2.5-star hotel for our travelers looking for an economical choice, and features free full breakfast and free WiFi. View all budget hotels in Winchester.

What's the best accommodation for a family vacation to Winchester?

Best Western Inn is a hotel with an outdoor pool and free parking, and it's a top choice on Expedia for families. Kids of all ages will also enjoy a visit to Tim's Ford Marina.

What's the best accommodation for a romantic getaway to Winchester?

Best Western Inn is a favorite hotel for couples, and features deep soaking bathtubs and LCD TVs.

What's the best pet-friendly accommodation in Winchester?

Best Western Inn is a top hotel for people traveling with their pets, and offers an outdoor pool and free wired internet for its human guests. Spectacular views and location on Tim's Ford Lake! is another good choice if you're bringing your pet along. See more pet-friendly hotel accommodations in Winchester.

What's the best place to stay close to Tim's Ford Marina?

Enjoy Farm life by Tim Ford’s Lake is one of the top choices for your stay based on our traveler data, and this property offers a water park and private pools. It's located 2 mi (3.2 km) from Tim's Ford Marina.

What about the best place to stay near Expressions?

One of the top choices for your stay is Best Western Inn, located 1.4 mi (2.2 km) from Expressions, and this hotel offers free breakfast and an outdoor pool. Quality Inn Decherd / Winchester and Lakeview Landing is the Perfect Lake Getaway for Your Friends and Family! are two other good choices within a few miles.

What are some hotels with pools in Winchester?

Best Western Inn is a top hotel with a seasonal outdoor pool, free full breakfast, and free internet. View all hotels with pools in Winchester.

What is the best hotel near Nashville International Airport (BNA)?

Red Roof Inn PLUS+ Nashville Airport is a popular property, featuring free WiFi and free parking. It's located a short 0.9 mi (1.5 km) from Nashville Intl. Airport. Other options close to the airport are Wingate by Wyndham Nashville Airport and La Quinta Inn & Suites by Wyndham Nashville Airport.

Recent Reviews in Winchester
Expedia verified reviews

Rustic Cabin, Dock, Hot Tub, Firepit, Kayaks

Rustic Cabin, Dock, Hot Tub, Firepit, Kayaks

5/5 Excellent
Excellent Trip! - Visited local distilleries
"We had a great time at this house. Loved the log cabin feel, it was very cozy and with great amenities. Great communication from the owner. Visited 3 local distilleries, what a fun trip! Would absolutely come back."
A verified traveller stayed at Rustic Cabin, Dock, Hot Tub, Firepit, Kayaks
Posted 8 days ago
Rustic Cabin, Dock, Hot Tub, Firepit, Kayaks