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Top hotels and accommodation in Winchester

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 NZ$451
per night
15 May - 16 May
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 NZ$342
per night
11 Jun - 12 Jun
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 NZ$451
per night
15 May - 16 May
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 NZ$287
per night
28 May - 29 May
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 NZ$451
per night
15 May - 16 May
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 NZ$533
per night
16 May - 17 May
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 NZ$298
per night
28 May - 29 May
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 NZ$451
per night
15 May - 16 May
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 NZ$618
per night
15 May - 16 May
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 NZ$375
per night
15 May - 16 May
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 NZ$385
per night
27 May - 28 May
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 NZ$269
per night
21 May - 22 May
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 NZ$308
per night
16 May - 17 May
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 NZ$309
per night
20 May - 21 May
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 NZ$451
per night
15 May - 16 May
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 NZ$451
per night
15 May - 16 May
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 NZ$451
per night
15 May - 16 May
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 NZ$322
per night
15 May - 16 May
Mountain Point of View Cottage
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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.

Frequently asked questions

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

Yes, most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

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 travellers looking for an economical choice, and features free full breakfast and free WiFi. View all budget hotels in Winchester.

What's the best accommodation option when travelling with children 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. Also, children of all ages will enjoy a visit to Tim's Ford Marina.

What's the best hotel for a romantic holiday to Winchester?

Best Western Inn is a favourite hotel for couples, and features deep-soaking baths and LCD TVs.

What's it like staying in Winchester?

Visitors can enjoy all that Winchester has to offer, including the theme park, lake views and university setting. Tourists can also enjoy the city's coffee shops and shopping. In Winchester, there are 149 hotels and other accommodation options to choose from. Find out more about Winchester.

What are the top places to visit in Winchester?

Families come for attractions such as Tim's Ford Marina, Hammers and Expressions. Natural beauty is on display at Tims Ford State Park, Tims Ford Lake and Elk River. You'll also find Jack Daniel's Distillery and Monteagle Sunday School Assembly in the area. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the seasonal weather like in Winchester?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Winchester is 1622 mm.