Winchester Holidays from £1,071

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Your Winchester Holiday

The rich history and spectacular views are just the start of the things Winchester has on offer. Experience the very best of this interesting city your way with a tailor-made Winchester holiday package. Any trip to Winchester should include some sightseeing. Hammers is a great place to kick things off. Whoever you're going away with and whatever you want to spend, your dream Winchester holiday is just a few clicks away with Expedia.

Top Winchester Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Kimpton Aertson Hotel by IHG

Kimpton Aertson Hotel by IHG

4.5 out of 5
Music Row
Price was £1,433, price is now £1,071 per person
£1,071
per person
23 Sept - 27 Sept
found 17 hours ago
Return direct flight included
London (LON) to Nashville (BNA)
9.2/10 Wonderful! (1,000 reviews)
The shower leaked a lot even when the shower door was closed Room 413 should be checked out. Water on the floor. I was afraid I was going to slip . I didn’t mention it bcz I was only there for two nights

Reviewed on 8 Jul 2026

1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was £4,264, price is now £2,726 per person
£2,726
per person
12 Sept - 19 Sept
found 1 day ago
Return flight included
Glasgow (GLA) to Nashville (BNA)
9.4/10 Exceptional! (1,001 reviews)
Everyone at the hotel was wonderful from our check in service to holding our bags on our last day! In between, we had rides to places near the hotel and sound advice on where to eat and what to do! Our room was beautiful and unique!

Reviewed on 7 Jul 2026

Bode Nashville

Bode Nashville

3.5 out of 5
Downtown Nashville
Price was £1,547, price is now £1,120 per person
£1,120
per person
1 Sept - 8 Sept
found 5 hours ago
Return direct flight included
London (LON) to Nashville (BNA)
9.2/10 Wonderful! (1,062 reviews)
We did not know our room was a "pod". Super small...no housekeeping service unless you pay extra. The room was so humid the bedding and our clothes felt damp.

Reviewed on 11 Jul 2026

The Nashville Reserve

The Nashville Reserve

4 out of 5
Downtown Nashville
Price was £1,513, price is now £1,161 per person
£1,161
per person
1 Sept - 8 Sept
found 5 hours ago
Return direct flight included
London (LON) to Nashville (BNA)
9.4/10 Exceptional! (2,221 reviews)
Unfortunately, our stay was disrupted by a fire alarm with a low battery that began emitting a loud, screeching beep in the bedroom every minute starting around 2:30 a.m. We called the emergency number and were told that no one was on-site to address the issue, and it would take some time for someone to arrive. The beeping stopped temporarily, so we canceled the late-night service call. About 30 minutes later, it started again and continued to interrupt our sleep. Needless to say, no one in our apartment got a good night’s rest. I hope the property will be more proactive about replacing smoke alarm batteries so future guests don’t have the same experience.

Reviewed on 10 Jul 2026

Loews Nashville Hotel at Vanderbilt Plaza

Loews Nashville Hotel at Vanderbilt Plaza

4 out of 5
West End
Save 100% on your flight
Price was £2,798, price is now £2,149 per person
£2,149
per person
12 Sept - 19 Sept
found 1 day ago
Return direct flight included
London (LON) to Nashville (BNA)
9.2/10 Wonderful! (1,007 reviews)
Was under construction but nice.

Reviewed on 6 Jul 2026

Winchester Essential Information

Language
English
Currency
U.S dollars
Population
8,500
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Tims Ford State Park, University of the South and Tims Ford Lake

Top hotels in Winchester

Best Western Inn

Best Western Inn

2.5 out of 5
1602 Dinah Shore Boulevard Winchester TN
Fully refundableReserve now, pay when you stay
The price is £84 per night from 14 Jul to 15 Jul
£84
14 Jul - 15 Jul
includes taxes & fees
8.8/10 Excellent! (729 reviews)
"Great"

Reviewed on 6 Jul 2026

Best Western Inn
Lakefront w/Private Dock and Walk to Historic Downtown Winchester!

Lakefront w/Private Dock and Walk to Historic Downtown Winchester!

Winchester TN
10/10 Exceptional! (3 reviews)
"Absolutely amazing time and experience at Amy’s Lake house!! The pictures are as shown. Beautiful house that was perfect for my families lake vacation. Plenty of room for everyone. Large kitchen for cooking and sharing meals together and a dock for our two boats. Each bedroom had a very nice mattress ..."

Reviewed on 18 Jun 2026

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Lakefront w/Private Dock and Walk to Historic Downtown Winchester!
Lakefront Farmhouse | 14 Guests | Tims Ford Lake

Lakefront Farmhouse | 14 Guests | Tims Ford Lake

Winchester TN
9.6/10 Exceptional! (5 reviews)
"We chose this home because of the close proximity to our family who lives there and the size was perfect for us! Location to the pools and marina were also very close. We had a golf cart to use to get around. The only negatives were it was missing a few basic items that i felt should have been better ..."

Reviewed on 8 Jul 2026

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Lakefront Farmhouse | 14 Guests | Tims Ford Lake
See all 792 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.
All Inclusive Holidays
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Stay near popular Winchester attractions

Bear Trace Golf Course

Jack Nicklaus designed this lakeside golf course to harmonise with Tennessee's natural landscape. Enjoy strategic play across 18 holes with panoramic views of Tims Ford Lake and pristine fairways.
See properties

Frequently asked questions

How much does a Winchester travel package cost?
Get ready to book, because a getaway to Winchester starts from only £1,071. When you bundle your flights, hotels and more into a travel package, you'll score the biggest deals.
If I'm not able to travel, can I cancel my Winchester travel package?
Because we know life can throw you a few curveballs, the answer is yes. For further details, head to our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it for no charge. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.
How do I get a cheap travel package to Winchester?
It's as simple as bundling. Flights, rental cars and hotels — combine whatever you need into a Winchester travel package to save loads of cash. Score even bigger bargains when you add extras such as day tours to your booking. But that's not the only impressive part. You have the freedom to customize your trip your own way. We offer over 550 airlines and 1,000,000 hotels throughout the world, so that everyone has an opportunity to travel and fulfil those holiday fantasies.
Does Expedia offer Book Now, Pay Later Winchester holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has devised a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a dream getaway without using up all your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Klarna has easy monthly payment plans that suit all types of budgets, so you can jet away on that well-earned holiday now.
  • Pay in instalments holidays: If you'd prefer to pay off your escape in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan from Klarna.

Where should I stay in Winchester?
Stay where the action is. Many visitors favor hotels in the vicinity of popular sights, such as Tims Ford Marina, Hammers and Expressions.
What are the top hotels in Winchester?
If it's your first visit to Winchester, secure a room at Best Western Inn or Quality Inn Decherd / Winchester. Both have good amenities and are top options with many travellers.
How far in advance should I book my Winchester holiday?
It's hard to pick the ideal time for airfares, but we usually say the earlier, the better. Many international flights on Expedia become available up to a year in advance. If you can't book early, fear not. Low prices appear from time to time just weeks before departure dates.
What does an Expedia Winchester travel package include?
Flights, hotels and rental cars — we've got them covered. With Expedia, you can create your Winchester package the way you want. All you have to do is decide exactly what you need. Once you've made your booking, you can add on fun things like activities and experiences. The more you bundle, the greater the savings!
What should I know before booking a Winchester travel package?
Whether it's relaxation or adventure you're after, a Winchester travel package lets you plan your escape your way. Plus, you'll score great discounts just for combining your accommodation with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Winchester Expedia travel package?
With a travel package, the choice is in your hands. Whether you'd like to fly to Winchester in business or coach, simply pick from the available airline options. Expedia has access to over 550 airline partners all over the world.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.