2 Star Hotels in Middletown

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Nov 4 - Nov 5
Tomorrow
Nov 5 - Nov 6
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

2 Star Hotels in Middletown

A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.

1. Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,003 reviews)
The price is $82
$97 total
includes taxes & fees
Nov 29 - Nov 30
Tru by Hilton Middletown
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

2. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.4 out of 10, Very good, (1,002 reviews)
The price is $86
$101 total
includes taxes & fees
Dec 1 - Dec 2
Hampton Inn by Hilton Middletown
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

3. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,252 reviews)
The price is $100
$118 total
includes taxes & fees
Nov 9 - Nov 10
Sleep Inn & Suites Middletown - Goshen
A hotel with a modern facade, multiple floors, and a covered entrance area.

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

Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 star property
Middletown
8.8 out of 10, Excellent, (793 reviews)
The price is $110
$130 total
includes taxes & fees
Dec 4 - Dec 5
Holiday Inn Express & Suites Middletown - Goshen by IHG
A hotel sign for Candlewood Suites, an IHG hotel, with a parking lot and cars in front.

5. Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.4 out of 10, Exceptional, (93 reviews)
The price is $118
$139 total
includes taxes & fees
Nov 8 - Nov 9
Candlewood Suites Middletown Goshen by IHG
A multi-story hotel with a central courtyard, large windows, and a parking lot.

6. Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown
2.0 star property
Middletown
6.8 out of 10, Good, (1,000 reviews)
The price is $99
$116 total
includes taxes & fees
Nov 8 - Nov 9
Microtel Inn & Suites by Wyndham Middletown
A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.

7. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, Good, (1,005 reviews)
The price is $71
$84 total
includes taxes & fees
Nov 22 - Nov 23
Super 8 by Wyndham Middletown
A Holiday Inn Express hotel with a covered entrance, a parking lot, and a well-lit facade.

8. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.8 out of 10, Excellent, (1,001 reviews)
The price is $97
$119 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express Hotel & Suites Chester by IHG
A rectangular swimming pool with a wooden deck and a fence.

9. Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, Good, (722 reviews)
The price is $79
$93 total
includes taxes & fees
Nov 22 - Nov 23
Days Inn by Wyndham Middletown
A hotel room with a large bed, a desk, a chair, a desk lamp, a wall-mounted TV, and a window with curtains.

10. Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,123 reviews)
The price is $106
$120 total
includes taxes & fees
Nov 29 - Nov 30
Sleep Inn & Suites Monroe - Woodbury
A spacious lobby with a stone fireplace, a flat-screen TV, and comfortable seating.

11. Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.6 out of 10, Excellent, (1,005 reviews)
The price is $101
$110 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn Matamoras/Milford
Room

12. Alpine Lodge

Alpine Lodge
2.0 star property
Vernon
8.0 out of 10, Very good, (3 reviews)
The price is $76
$87 total
includes taxes & fees
Nov 5 - Nov 6
Alpine Lodge
A large, two-story white house with a wrap-around porch and a small front garden.

13. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.6 out of 10, Exceptional, (240 reviews)
The price is $108
$122 total
includes taxes & fees
Nov 9 - Nov 10
The Dominion House Bed & Breakfast
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

14. High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (234 reviews)
The price is $92
$106 total
includes taxes & fees
Nov 5 - Nov 6
High Point Motel
A neatly made bed with white linens, flanked by two bedside tables with lamps, and two framed paintings on the wall above.

15. Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, Good, (1,002 reviews)
The price is $72
$85 total
includes taxes & fees
Nov 22 - Nov 23
Super 8 by Wyndham Montgomery Maybrook
A small, standalone structure with a pitched roof, possibly a gazebo or shelter, surrounded by well-maintained grass and plants. In the background, there is a sign for 'Scottish Inns' indicating the presence of a hotel nearby.

16. Scottish Inns Milford

Scottish Inns Milford
2.0 star property
Milford
9.2 out of 10, Wonderful, (1,003 reviews)
The price is $90
$98 total
includes taxes & fees
Nov 22 - Nov 23
Scottish Inns Milford
Lobby

17. Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very good, (211 reviews)
The price is $111
$137 total
includes taxes & fees
Nov 22 - Nov 23
Comfort Suites Central Valley - Woodbury
A Holiday Inn Express & Suites building with a covered entrance, stone facade, and a parking area with a bench.

18. Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (941 reviews)
The price is $112
$132 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Montgomery by IHG
A modern hotel room with a living area, a sofa, a coffee table, a TV, and a large window with a view.

19. Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (688 reviews)
The price is $98
$111 total
includes taxes & fees
Nov 5 - Nov 6
Days Inn by Wyndham Wurtsboro
A brick exterior with outdoor seating, tables covered with white tablecloths, and brick walls.

20. The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (184 reviews)
The price is $275
$339 total
includes taxes & fees
Nov 5 - Nov 6
The Orange Inn Boutique Hotel
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.
View all properties

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.
See properties