Hotels in Middletown (New York State, USA)

How payments to us affect ranking

88 hotels in Middletown

  1. Sleep Inn & Suites Middletown - Goshen

    3 Stars

    Heated indoor saltwater pool, Modern Hudson Valley retreat

    See prices from 15 sites
    from  $121

    Hampton Inn Middletown

    3 Stars

    Seasonal outdoor heated pool, Pet-friendly accommodation policy

    See prices from 11 sites
    from  $113

  3. La Quinta Inn & Suites by Wyndham Middletown-Goshen

    3 Stars

    Indoor saltwater swimming pool, Modern Hudson Valley retreat

    See prices from 14 sites
    from  $126

  4. Courtyard by Marriott Middletown Goshen

    3 Stars

    Indoor pool and whirlpool, Modern 24-hour fitness center

    See prices from 13 sites
    from  $143

  5. Tru by Hilton Middletown

    3 Stars

    Fitness center with Peloton bikes, Harness Racing Museum connection

    See prices from 11 sites
    from  $115

  6. Days Inn by Wyndham Middletown

    2 Stars

    Seasonal outdoor swimming pool, Family-friendly accommodation

    See prices from 15 sites
    from  $86

  7. Home2 Suites by Hilton Middletown

    3 Stars

    Indoor saltwater swimming pool, Spacious all-suite accommodations

    See prices from 13 sites
    from  $129

    Microtel Inn & Suites by Wyndham Middletown

    2 Stars

    Access to Orange County Fair Speedway, Pet-friendly accommodations

    See prices from 13 sites
    from  $102

  9. Holiday Inn Express & Suites Middletown - Goshen By Ihg

    2 Stars

    Heated indoor swimming pool, Family-friendly Legoland alternative

    See prices from 11 sites
    from  $160

  10. Candlewood Suites Middletown - Goshen by IHG

    3 Stars

    Indoor swimming pool, Outdoor patio with grill and fire pit

    See prices from 10 sites
    from  $160

  12. Residence Inn by Marriott Middletown Goshen

    3 Stars

    Indoor heated saltwater pool, Proximity to Legoland New York

    See prices from 11 sites
    from  $253

    Super 8 by Wyndham Middletown

    2 Stars

    Buffalo Wild Wings guest discount, Budget-friendly Legoland basecamp

    See prices from 16 sites
    from  $79

  14. Luxury Huge 6br Suits & 8.55bth At Goshen Vicinity Ny

    Select dates to see exact prices

  15. The Columbus Hotel

    3 Stars
    Select dates to see exact prices

  16. Luxury Home With Private Golf Course And Tennis Course Is More Then Home

    Select dates to see exact prices

  17. Pool House On A Park-like Estate, Pet Friendly, 7 Min To Legoland.

    Select dates to see exact prices

  18. Jacksons House, Mid-century Modern Retreat. Central Location, Spacious Home

    Select dates to see exact prices

  19. Charming 3-bedroom House With Ac, Wifi In Quaint Middletown

    Select dates to see exact prices

  20. Charming Rustic Stone Cottage

    Select dates to see exact prices

  21. The Columbus Hotel - Four-Poster Suite - 52-203

    Select dates to see exact prices

  22. The Columbus Hotel - The Upper Studio - 52-402

    Select dates to see exact prices

  23. The Columbus Hotel - The Balcony Suite - 52-201

    Select dates to see exact prices

  24. The Columbus Hotel - The District Studio - 89-204

    Select dates to see exact prices

  25. The Columbus Hotel - The Canopy Studio - 52-301

    Select dates to see exact prices

  26. The Columbus Hotel - The City Suite - 89-201

    Select dates to see exact prices

  27. The Columbus Hotel - The Sunrise Suite - 89-306

    Select dates to see exact prices

  28. The Columbus Hotel - The Tailored Studio - 89-302

    Select dates to see exact prices

  29. The Columbus Hotel - The Courtyard Suite - 89-303

    Select dates to see exact prices

  30. The Columbus Hotel - The Scholar Suite - 89-307

    Select dates to see exact prices

  31. The Columbus Hotel - The Weekender Suite - 52-204

    Select dates to see exact prices

  32. The Columbus Hotel - Golden Hour Studio - 89-305

    Select dates to see exact prices

  33. The Columbus Hotel - The Revival Suite - 89-304

    Select dates to see exact prices

  34. The Columbus Hotel - The Market Suite - 52-202

    Select dates to see exact prices

  35. Modern A-frame cabin retreat in the woods of Middletown

    Select dates to see exact prices

  36. Lakefront Cottage 10 min to Legoland Farmstay

    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.

Other stays in Middletown

Popular hotel categories in Middletown

When to book a hotel in Middletown

  • Cheapest month: February
    $163 per night
  • Yearly typical price
    $240 per night
  • Peak month: May
    $481 per night

Frequently Asked Questions about Middletown

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

    February is usually the cheapest month to book a hotel in Middletown, with typical prices around $163 per night based on 486 price comparisons.

  • When are hotel prices highest in Middletown?

    Hotel prices in Middletown are usually highest during May, with typical prices around $481 per night.

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

    Hotel prices in Middletown usually range from $132 per night to $578 per night, with typical prices around $240 per night.

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

    Hotel prices in Middletown are typically lowest in February at around $163 per night, rising to around $481 per night in May.

  • October

    2026

    $222
    $162 — $441

  • November

    2026

    $228
    $143 — $368

  • December

    2026

    $205
    $144 — $289

  • January

    2027

    $195
    $144 — $391

  • February

    2027

    $163
    $132 — $367

  • March

    2027

    $255
    $169 — $375

  • April

    2027

    $322
    $193 — $403

  • May

    2027

    $481
    $337 — $578

  • June

    2027

    $251
    $166 — $356

  • July

    2027

    $291
    $229 — $406

  • August

    2027

    Select dates to see exact prices

  • September

    2027

    Select dates to see exact prices

Frequently Asked Questions about Middletown

Hotels in Middletown

These hotels may also be interesting for you...

Points of Interest - Middletown

Top Destinations

More Top Destinations

See all stays in Middletown