Hotels in Winchester (Virginia, USA)

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151 hotels in Winchester

  1. The George Washington A Wyndham Grand Hotel

    3 Stars
    Old Town Winchester walking distance
    See prices from 16 sites
    from$178

  2. Spark by Hilton Winchester

    3 Stars
    Utilize indoor pool and gym
    See prices from 13 sites
    from$83

  3. Microtel Inn & Suites by Wyndham Winchester

    2 Stars
    Swim in the indoor pool
    See prices from 14 sites
    from$103

  4. Courtyard by Marriott Winchester Medical Center

    3 Stars
    Access indoor pool and whirlpool
    See prices from 11 sites
    from$150

  5. Country Inn & Suites by Radisson, Winchester, VA

    3 Stars
    Walkable dining and entertainment options
    See prices from 14 sites
    from$96

  6. Comfort Inn & Suites Winchester

    2 Stars
    Pet-friendly accommodations with fees
    See prices from 12 sites
    from$111

  7. Holiday Inn Winchester Se-historic Gateway By Ihg

    3 Stars
    Easy access to Interstate 81
    See prices from 13 sites
    from$120

  8. La Quinta Inn & Suites by Wyndham Winchester

    3 Stars
    Utilize the indoor pool facilities
    See prices from 12 sites
    from$114

  9. Quality Inn Winchester

    3 Stars
    Renovated rooms with hard flooring
    See prices from 12 sites
    from$111

  10. Sleep Inn & Suites Winchester near University

    3 Stars
    Indoor heated swimming pool access
    See prices from 16 sites
    from$75

  11. Travelodge by Wyndham Winchester

    2 Stars
    Convenient Access Off Interstate 81
    See prices from 10 sites
    from$90

  12. APM Inn & Suites

    Swim in the heated indoor pool
    See prices from 14 sites
    from$60

  13. Fairfield Inn & Suites Winchester

    3 Stars
    On-site fitness and pool facilities
    See prices from 12 sites
    from$130

  14. Hampton Inn Winchester-University/Mall Area

    3 Stars
    Easy Access From Interstate 81
    See prices from 10 sites
    from$126

  15. SpringHill Suites by Marriott Winchester

    3 Stars
    Convenient Access to Local Shopping
    See prices from 10 sites
    from$159

  16. Days Inn by Wyndham Winchester

    2 Stars
    On-site fitness center access
    See prices from 15 sites
    from$75

  17. Tru by Hilton Winchester

    3 Stars
    Heated indoor pool and gym
    See prices from 10 sites
    from$113

  18. Hampton Inn Winchester N/Conference Center

    3 Stars
    Convenient Access Off Interstate 81
    See prices from 12 sites
    from$134

  19. Holiday Inn Express & Suites Winchester By Ihg

    3 Stars
    Indoor Saltwater Pool and Jacuzzi
    See prices from 12 sites
    from$136

  20. Candlewood Suites Winchester by IHG

    3 Stars
    Pet-friendly accommodations with walking area
    See prices from 11 sites
    from$93

  21. Home2 Suites by Hilton Winchester

    3 Stars
    Heated indoor pool and gym
    See prices from 8 sites
    from$124

  22. Red Roof Inn Winchester, VA

    2 Stars
    Pet Friendly Accommodations Without Fees
    See prices from 12 sites
    from$85

  23. Motel6 Winchester, VA

    2 Stars
    Convenient Access To Highway 81
    See prices from 7 sites
    from$95

  24. Hilton Garden Inn Winchester

    3 Stars
    Walk to nearby local restaurants
    See prices from 10 sites
    from$161

  25. TownePlace Suites Winchester

    3 Stars
    Seasonal pool and BBQ area
    See prices from 10 sites
    from$151

  26. ANS Inn & Suites

    Community events and holiday gatherings
    Select dates to see exact prices

  27. L'Auberge Provencale Inn & Restaurant

    Gourmet breakfast with fresh pastries
    Select dates to see exact prices

  28. Super 8 by Wyndham Winchester VA

    2 Stars
    Proximity to Shenandoah University
    See prices from 14 sites
    from$67

  29. Just Like Heaven Carriage & Tea House For The Soul

    Select dates to see exact prices

  30. Americas Best Value Inn Winchester

    2 Stars
    Select dates to see exact prices

  31. Zen Garden Art Studio Tiny Home With A Loft ~with Stairs Gueen Size Bed

    Select dates to see exact prices

  32. The Queen Of Winchester

    Select dates to see exact prices

  33. Modern Log House

    Select dates to see exact prices

  34. Spacious Home, Near Medical Center, Winchester

    Select dates to see exact prices

  35. Charming 1-bedroom Apartment With Ac, Wifi In Pleasant Winchester Pet-friendly

    Select dates to see exact prices

The prices and availability we receive from booking sites change constantly. This means you may not always find the exact same offer you saw on trivago when you land on the booking site.

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Popular hotel categories in Winchester

When to book a hotel in Winchester

  • Cheapest month: August
    $161 per night
  • Yearly typical price
    $175 per night
  • Peak month: July
    $337 per night

Frequently Asked Questions about Winchester

  • When is the cheapest time to book a hotel in Winchester?

    August is usually the cheapest month to book a hotel in Winchester, with typical prices around $161 per night based on 264 price comparisons.

  • When are hotel prices highest in Winchester?

    Hotel prices in Winchester are usually highest during July, with typical prices around $337 per night.

  • How much does a hotel in Winchester cost per night?

    Hotel prices in Winchester usually range from $125 per night to $472 per night, with typical prices around $175 per night.

  • How do hotel prices in Winchester change throughout the year?

    Hotel prices in Winchester are typically lowest in August at around $161 per night, rising to around $337 per night in July.

  • November

    2026

    $175
    $125 — $265

  • December

    2026

    $172
    $122 — $327

  • January

    2027

    $163
    $116 — $287

  • February

    2027

    $167
    $123 — $309

  • March

    2027

    $174
    $131 — $365

  • April

    2027

    $195
    $147 — $274

  • May

    2027

    $231
    $194 — $414

  • June

    2027

    $231
    $195 — $416

  • July

    2027

    $337
    $298 — $472

  • August

    2027

    $161
    $125 — $231

  • September

    2027

    $181
    $148 — $237

  • October

    2027

    Select dates to see exact prices

Frequently Asked Questions about Winchester

Hotels in Winchester

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