A lake surrounded by autumn-colored trees reflecting on the water.

2 Star Hotels in Middletown

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2 Star Hotels in Middletown

1. Tru by Hilton Middletown

Middletown

$99

$116 total

includes taxes & fees

Sep 30 - Oct 1

2. Sleep Inn & Suites Middletown - Goshen

Middletown

$113

$133 total

includes taxes & fees

Oct 12 - Oct 13

Premium bedding, pillowtop beds, desk, laptop workspace

3. Hampton Inn by Hilton Middletown

Middletown

$101

$119 total

includes taxes & fees

Oct 7 - Oct 8

4. Candlewood Suites Middletown Goshen by IHG

Middletown

$118

$139 total

includes taxes & fees

Sep 30 - Oct 1

Suite, 2 Queen Beds, Accessible Bathtub, Non Smoking (Comm, Mobil, Access Tub) | Pillowtop beds, in-room safe, desk, laptop workspace

5. Holiday Inn Express & Suites Middletown - Goshen by IHG

Middletown

$126

$149 total

includes taxes & fees

Oct 19 - Oct 20

Studio Suite, 1 Queen Bed, Non Smoking | Desk, iron/ironing board, WiFi (free), bed sheets

6. Microtel Inn & Suites by Wyndham Middletown

Middletown

$110

$130 total

includes taxes & fees

Sep 20 - Sep 21

Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout drapes

7. Super 8 by Wyndham Middletown

Middletown

$77

$90 total

includes taxes & fees

Sep 21 - Sep 22

Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

8. Sleep Inn & Suites Monroe - Woodbury

Monroe

$110

$124 total

includes taxes & fees

Oct 12 - Oct 13

Desk, blackout drapes, iron/ironing board, cribs (free)

9. Holiday Inn Express & Suites Montgomery by IHG

Montgomery

$114

$135 total

includes taxes & fees

Sep 21 - Sep 22

Suite, 1 King Bed, Non Smoking (1 Bedroom) | In-room safe, desk, laptop workspace, iron/ironing board

Standard Room, 1 King Bed, Refrigerator & Microwave | In-room safe, desk, laptop workspace, iron/ironing board

10. Days Inn by Wyndham Wurtsboro

Wurtsboro

$108

$122 total

includes taxes & fees

Oct 1 - Oct 2

11. Comfort Suites Central Valley - Woodbury

Central Valley

$113

$139 total

includes taxes & fees

Oct 19 - Oct 20

12. Hampton Inn Matamoras/Milford

Matamoras

$105

$115 total

includes taxes & fees

Sep 27 - Sep 28

Comfort Room, 2 Double Beds | Iron/ironing board (on request), WiFi (free)

Comfort Room, 1 Queen Bed | Iron/ironing board (on request), WiFi (free)

13. High Point Motel

Sussex

$92

$103 total

includes taxes & fees

Sep 20 - Sep 21

Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)

14. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

New Windsor

$99

$117 total

includes taxes & fees

Sep 20 - Sep 21

Luxury Single Room, 2 Queen Beds | Premium bedding, memory foam beds, desk, iron/ironing board

15. The Orange Inn Boutique Hotel

Goshen

$234

$288 total

includes taxes & fees

Sep 21 - Sep 22

16. Appalachian Motel

Vernon

$64

$73 total

includes taxes & fees

Oct 5 - Oct 6

17. The Hamlet Inn at Warwick

Warwick

$86

$97 total

includes taxes & fees

Sep 20 - Sep 21

In-room safe, desk, iron/ironing board (on request), cribs (free)

18. Super 8 by Wyndham Montgomery Maybrook

Montgomery

$76

$90 total

includes taxes & fees

Sep 20 - Sep 21

Premium bedding, desk, iron/ironing board, WiFi (free)

19. Holiday Inn Express Hotel & Suites Chester by IHG

Chester

$135

$166 total

includes taxes & fees

Sep 28 - Sep 29

Double Room, 2 Double Beds | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)

20. Days Inn by Wyndham Middletown

New Hampton

$91

$107 total

includes taxes & fees

Oct 12 - Oct 13

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Top landmarks in Middletown

A large Ferris wheel against a sunset sky.

Orange County Fairgrounds

8.0/10 (87 reviews)

Orange County Fairgrounds is 0.3 mi (0.6 km) from central Mechanicstown, why not stop by during your stay. If you'd also like to explore some of the parks in Mechanicstown, head to The Rock Sports Complex and Orange County Arboretum.

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A lake surrounded by dense vegetation and a hill with a house in the background.

Highland Lakes State Park

8.0/10 (43 reviews)

Highland Lakes State Park is 5.8 mi (9.3 km) from central Middletown, why not stop by during your stay.

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Highland Lake

10.0/10 (3 reviews)

Highland Lake is 3 mi (4.9 km) from central Middletown, why not stop by during your stay.

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Orange County Fair Speedway

8.4/10 (119 reviews)

You can catch an event at Orange County Fair Speedway, located 1.4 mi (2.2 km) from central Mechanicstown.

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Galleria at Crystal Run

8.6/10 (200 reviews)

If you like shopping, take time out to go to Galleria at Crystal Run when in Middletown.

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Paramount Theatre

7.8/10 (96 reviews)

If you’re after a show while in the center of Middletown, you might want to get tickets at Paramount Theatre. If you want to experience more of the culture Middletown has to offer, head to Touro College of Osteopathic Medicine, Orange County Fair Speedway, and Orange County Fairgrounds.

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Orange County Community College

If you'd like to get a taste of Middletown student life, check out Orange County Community College, located 0.6 mi (0.9 km) from central Middletown.

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