Explore beach hotels in Winchester, VA from $75

Name: Red Roof Inn Winchester, VA
Price range: $75 total
Rating: 7.4

Top Winchester Beach Resorts & Hotels

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St Winchester VA

Fully refundableReserve now, pay when you stay

$122 nightly

$138 total

Jun 21 - Jun 22

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this Georgian hotel. Traveling on business? Take advantage of the business center, ...

9.4/10 Exceptional! (1,003 reviews)

"The physical structure of this hotel would have put it at 5 stars, but it seems like they have a really nice property here, but don't know how to run it like a really nice hotel. First, the idea that a hotel of this caliber has an UNO pizza as their hotel is just strange. Also, the bar is gorgeous ..."

Reviewed on Jun 11, 2026

Fairfield Inn & Suites Strasburg Shenandoah Valley

33760 Old Valley Pike Strasburg VA

Fully refundableReserve now, pay when you stay

$113 nightly

$126 total

Jun 28 - Jun 29

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...

9/10 Wonderful! (1,004 reviews)

"Standard hotel. Neither excellent nor lacking."

Reviewed on Jun 7, 2026

Spark by Hilton Winchester

150 Wingate Dr Winchester VA

Fully refundableReserve now, pay when you stay

$72 nightly

$81 total

Jun 28 - Jun 29

Total with taxes and fees

The hotel doesn't skimp on freebies - guests receive free continental breakfast and free self parking. Traveling for business? Take advantage of the business ...

9/10 Wonderful! (1,007 reviews)

"Best hotel Ive stayed in a while. However, breakfast was weak. Only boiled eggs and no waffle maker? No cranberry juice? No yogurt? It was sugary cereal, fruits, bagels, bread and sausage patties."

Reviewed on Jun 11, 2026

Sleep Inn & Suites Winchester near University

140 Costello Dr Winchester VA

Fully refundable

$77 nightly

$83 total

Jul 9 - Jul 10

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business ...

7.8/10 Good! (1,006 reviews)

"I was disappointed with broken drink vending machine. There were 2. One out of order and other was empty. I also was excited with free breakfast but all I had access was sausage patties. Sausage and gravy but no biscuit and hoped to see some scrambled egg but didn’t see any so I ate what they had ..."

Reviewed on Jun 11, 2026

Red Roof Inn Winchester, VA

991 Millwood Pike Winchester VA

Fully refundableReserve now, pay when you stay

$69 nightly

$75 total

Jul 1 - Jul 2

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Free parking, express check-in, and express check-out are also ...

7.4/10 Good! (1,007 reviews)

"When we checked in there were several issues with the room. We were told they would be corrected the next day, but they were not. There was trash and cigarette butts throughout the parking area and grass."

Reviewed on Jun 8, 2026

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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.

Beach Condos in Winchester

Upscale Walkup Apartment in the Heart of Historic Charles Town, WV

Charles Town WV

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10/10 Exceptional! (1 review)

Beach Villas in Winchester

UrbanHaven - 2BD/2.5BA City/Suburb Living

Gainesville VA

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10/10 Exceptional! (1 review)

How to find the best Winchester beach hotels?

We have 5,027 honest, unfiltered reviews from genuine customers you can check out, with an average review rating of 8.5.

How can I find Winchester beach hotels with nice views?

Use our ocean view filter to see the Winchester beach hotels that offer spectacular views. From cliffside panoramas to beach view hotels with rooms overlooking the sand. Check out poolside and tranquil garden views, too.

How much does it cost to stay in a beach hotel in Winchester?

Currently, we have resorts and hotels in Winchester on the beach going from $75 a night to $138 for top-end luxury. Prices vary depending on your travel dates, amenities, and neighborhood.

How do I find Winchester beach hotels that are good for families?

Filter your search results by clicking on the family friendly filter to see kid-friendly amenities and activities. From beach resorts with kids’ clubs to beachfront hotels offering fun watersports—you have plenty of choice.

Why should I book my beach hotel in Winchester with Travelocity?

With great deals on a vast selection of Winchester beachfront hotels, 24/7 customer service, and the ability to bundle your hotel, flights, and car rental to save more—Travelocity makes it easy.

Do any beach hotels in Winchester have a pool?

Many Winchester hotels on the beach have pools. You can choose which amenities you want and use our pool filter to see the Winchester beach hotels that have pools on site.

When is the best time to stay in a beach hotel in Winchester?

The best time to visit Winchester for local events and activities is .

Are there cheap beach hotels in Winchester?

Prices for Winchester beach hotels currently start at just $75 a night. With 4 Winchester beach hotels to choose from, you have stacks of tempting options, whatever your budget.

What are some great things to do in Winchester by the beach?

Enjoy swimming, reading, and sunbathing on the beach in Winchester. There’s also action-packed beach fun and watersport adventures, too. Check each hotel’s information section to find out what’s available.

How can I find the best beach hotels deals in Winchester?

Pop in your travel dates and hit search and hunt though our fantastic deals on Winchester beach resorts and beachfront hotels. Download the free Travelocity appOpens in a new window for awesome member discounts.

Popular Beach Stays in Winchester

Recent Winchester Hotel Reviews By Fellow Wanderers

Spark by Hilton Winchester

5 out of 5

Posted 19 hours ago

Travelocity Verified Review

"Best hotel Ive stayed in a while. However, breakfast was weak. Only boiled eggs and no waffle maker? No cranberry juice? No yogurt? It was sugary cereal, fruits, bagels, bread and sausage patties."

A verified traveler stayed at Spark by Hilton Winchester

The George Washington Hotel, A Wyndham Grand Hotel

4 out of 5

Posted 22 hours ago

Travelocity Verified Review

"The physical structure of this hotel would have put it at 5 stars, but it seems like they have a really nice property here, but don't know how to run it like a really nice hotel. First, the idea that a hotel of this caliber has an UNO pizza as their hotel is just strange. Also, the bar is gorgeous and well appointed, but it closes at 11 PM. Both nights we stayed there, the group wanted to stay longer and visit and buy drinks, but the first night we had to leave at 11 and the second night, following the wedding, there was nowhere to go. Lost opportunity there. Also, many guests we spoke to had problems with their room keys. urs didn't work on our second day there and a maid saw us trying to get it to work and just came over and swiped us in. My husband then went down and got new keys, but we were appreciative but also bothered that she let us in with no ID. Then the worst one was that the groom's parents' keys didn't work after the wedding. SO after 12AM they couldn't get into their room and there was nobody on duty. They had to call the National phone number for Wyndham to get someone to come and then, when someone named Phillip DID come, he was very rude to her. Fix your key problem. I liken the physical building and vibe with Hotel Bethlehem, William Penn, lovely historic hotels, but it sure isn't run with that kind of service."

A verified traveler stayed at The George Washington Hotel, A Wyndham Grand Hotel