A large steel bridge spanning a river, surrounded by trees and buildings.

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Check availability on Middletown 2 Star Hotels

Our top choices for Middletown 2-star hotels

Free continental breakfast on weekdays

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,077 reviews)
"Another great stay!"
United States
Kimberly
The price is 3.217.550 ₫
3.800.936 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Sleep Inn & Suites Middletown - Goshen
Restaurant

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,011 reviews)
"Friendly atmosphere and staff. Lots to see and do! A bit outdated so must be ok with a outdoorsy/rustic feel."
United States
Sandra
The price is 4.437.095 ₫
5.463.172 ₫ total
includes taxes & fees
15 Jul - 16 Jul
Overlook Lodge at Bear Mountain
Lobby

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point
2.0 star property
Newburgh
4.8 out of 10, (1,000 reviews)
"It was a good place to stay and had smoking rooms which we could appreciate"
United States
Florence
The price is 2.126.655 ₫
2.512.111 ₫ total
includes taxes & fees
16 Jul - 17 Jul
Ramada by Wyndham Newburgh/West Point
Indoor pool

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very good, (1,016 reviews)
"This stay was amazing!"
United States
Glenda
The price is 2.575.353 ₫
3.041.904 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very good, (74 reviews)
"Room was spacious, and the late night staff was super nice!"
United States
Kathleen
The price is 2.606.334 ₫
3.209.051 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Comfort Suites Central Valley - Woodbury
Exterior

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,025 reviews)
"great stay"
United States
Annette
The price is 2.793.532 ₫
3.439.535 ₫ total
includes taxes & fees
5 Aug - 6 Aug
Holiday Inn Express Hotel & Suites Chester by IHG
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,110 reviews)
"Everything was great. We enjoyed the stay."
United States
Olga
The price is 3.117.781 ₫
3.526.989 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Sleep Inn & Suites Monroe - Woodbury
Lobby

Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very good, (1,017 reviews)
"Property was a perfect location for us! Staff was super nice, Clean room!!!"
United States
Apryl
The price is 4.043.270 ₫
4.568.896 ₫ total
includes taxes & fees
28 Jul - 29 Jul
Best Western Monticello
Lobby

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.4 out of 10, Very good, (1,015 reviews)
"Had really good free breakfast"
United States
Jasmine
The price is 2.936.884 ₫
3.468.810 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Hampton Inn by Hilton Middletown
Lobby

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,133 reviews)
"This is our second stay and it did not disappoint. The kids always have a good time in the pool and we were able to find fireworks in the surrounding area for them to see. Overall, a great stay!"
United States
Jerthys
The price is 3.423.127 ₫
4.214.726 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn Harriman Woodbury
Double Room, 2 Double Beds | Desk, iron/ironing board (on request), free cots/infant beds

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
2.0 star property
Newburgh
5.6 out of 10, (1,010 reviews)
"We enjoyed our stay at the Super 8. Staff was always helpful and gave suggestions for places to go and things to see."
United States
Tammy
The price is 1.986.191 ₫
2.346.147 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Free daily English breakfast

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,012 reviews)
"The hotel was very comfortable"
United States
David
The price is 2.719.493 ₫
3.212.401 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Tru by Hilton Middletown
Lobby

Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point
2.0 star property
Newburgh
6.2 out of 10, (1,009 reviews)
"Remodeled rooms hotel is being renovated nice rooms very quiet place"
United States
Bryan
The price is 2.457.468 ₫
2.902.753 ₫ total
includes taxes & fees
16 Jul - 17 Jul
Howard Johnson by Wyndham Newburgh/West Point
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout curtains

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,003 reviews)
"Promised breakfast...1 pop tarts and a little container of juice. Staff is awesome and well run. Room clean and adequate. I enjoyed my stay here for many days. Quiet. Close to many stores and restaurants. Everyone was so courteous and helpful"
United States
Christine
The price is 1.919.503 ₫
2.267.413 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Super 8 by Wyndham Middletown
Lobby

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (1,004 reviews)
"Hotel was clean and the staff was pleasant. Included breakfast was a pretty good variety, although the dining room was small. This is the probably nicest motel/hotel in the area other than the resort and was a good value. I would definitely stay there again."
United States
Ellen
The price is 2.444.603 ₫
2.802.126 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Quality Inn near Mountain Creek
In-room safe, desk, iron/ironing board, free cots/infant beds

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,007 reviews)
"Hotel is outdated, needs repair, but staff is great "
United States
Natalya
The price is 1.995.380 ₫
2.257.405 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Super 8 by Wyndham Montgomery Maybrook
Reception

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,009 reviews)
The price is 3.209.546 ₫
3.791.276 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn & Suites Newburgh Stewart Airport
Indoor pool

The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.4 out of 10, Very good, (237 reviews)
"All was great but since we were there for less than 24 hours it's hard to judge"
United States
Barbara
The price is 3.615.576 ₫
4.742.178 ₫ total
includes taxes & fees
16 Jul - 17 Jul
The Alder at Resorts World Catskills
Lobby

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.6 out of 10, Excellent, (1,005 reviews)
"Very clean and conveniently located"
United States
Angela
The price is 2.783.293 ₫
3.033.789 ₫ total
includes taxes & fees
22 Jul - 23 Jul
Hampton Inn Matamoras/Milford
Exterior

Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
2.5 star property
Fort Montgomery
9.0 out of 10, Wonderful, (265 reviews)
"Most convenient hotel to West Point, comfy beds, friend staff and decent continental breakfast."
United States
Shannon
The price is 3.113.665 ₫
3.678.017 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express West Point by IHG
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Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Middletown.
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

120 Rtes 6 & 209 Matamoras PA
The price is 3.299.386 ₫ per night from 9 Aug to 10 Aug
3.299.386 ₫
3.596.330 ₫ total
9 Aug - 10 Aug
includes taxes & fees
8.6/10 Excellent! (1,017 reviews)
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Learn more about Middletown

Just an hour from NYC, this historic Hudson Valley town offers scenic hikes along the Heritage Trail and apple picking at local orchards. Explore the interactive exhibits at the National Soaring Museum, then catch a performance at the beautifully restored Paramount Theatre built in 1930.

See all hotels in Middletown
A rural landscape with a barn, trees in autumn colors, and a road sign indicating route 17.
Photo by Vincent Ramundo
Open Photo by Vincent Ramundo

Top Middletown Hotel Reviews

Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown

8/10 Good
"Can't say enough about Meghan the manager at the front desk ..this hotel is lucky to have her ..the hotel itself could use a good cleaning but Meghan went above and beyond to make our stay comfortable ..would stay here again if needed though the hotel needs major updates"
sunil 2-night trip
Posted 2 weeks ago
Microtel Inn & Suites by Wyndham Middletown