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Search Guest Houses in Middletown

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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8
No exact matches found, but these alternatives could be just right

Recommended hotels in Middletown

Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1001)
"Room was clean and staff was great!"
United States
Annemarie
$75 nightly
The price is $89
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn by Hilton Middletown
Reception
Tru by Hilton Middletown

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (955)
"Would stay again "
United States
Susan
$87 nightly
The price is $103
Dec 21 - Dec 22
Total with taxes and fees
Tru by Hilton Middletown
BBQ/picnic area
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1001)
"Love this hotel "
United States
Jennifer
$104 nightly
The price is $123
Jan 6 - Jan 7, 2026
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen
Exterior
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (935)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
$119 nightly
The price is $141
Jan 6 - Jan 7, 2026
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Fireplace
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1002)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
$93 nightly
The price is $109
Dec 28 - Dec 29
Total with taxes and fees
Courtyard by Marriott Middletown Goshen
Free daily continental breakfast
Holiday Inn Express & Suites Middletown - Goshen by IHG

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, (695)
"Clean and close to shopping. "
United States
Arthur
$118 nightly
The price is $139
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Middletown - Goshen by IHG
Exterior
Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.0 out of 10, Wonderful, (33)
"The hotel was amazing keep up the good work "
United States
Daniel
$112 nightly
The price is $132
Dec 15 - Dec 16
Total with taxes and fees
Candlewood Suites Middletown Goshen by IHG
Courtyard
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (744)
"Overall, it was a good one-night stay. The room was clean and spacious, and parking was convenient. However, the breakfast needs significant improvement; the coffee, eggs, and bacon were all served cold. Additionally, the dining area lacked short tables for children to comfortably sit and eat."
United States
JENNY
$143 nightly
The price is $173
Dec 21 - Dec 22
Total with taxes and fees
Home2 Suites by Hilton Middletown
View from property
Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (317)
"Room and service were excellent."
United States
Cymantha
$170 nightly
The price is $201
Dec 28 - Dec 29
Total with taxes and fees
Residence Inn by Marriott Middletown Goshen
Exterior
Hello Small Stone

Hello Small Stone

Hello Small Stone
Middletown
9.6 out of 10, Exceptional, (5)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
$372 nightly
The price is $421
Dec 11 - Dec 12
Total with taxes and fees
Hello Small Stone
Lobby
Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown
2.0 star property
Middletown
7.0 out of 10, Good, (999)
"The room was very clean. The staff was welcoming and polite. Not sure about The amenities was only there on a business trip. Overall would definitely stay again. "
United States
Daniel
$101 nightly
The price is $120
Jan 6 - Jan 7, 2026
Total with taxes and fees
Microtel Inn & Suites by Wyndham Middletown
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout drapes
Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.2 out of 10, (1004)
"Great location, a little aged but ok for the price."
United States
Rickey
$82 nightly
The price is $96
Jan 1 - Jan 2, 2026
Total with taxes and fees
Super 8 by Wyndham Middletown
Interior
Charming bungalow in lovely Middletown NY

Charming bungalow in lovely Middletown NY

Charming bungalow in lovely Middletown NY
Middletown
$165 nightly
The price is $195
Dec 11 - Dec 12
Total with taxes and fees
Charming bungalow in lovely Middletown NY
Bed sheets
Nature Escape - studio in the forest

Nature Escape - studio in the forest

Nature Escape - studio in the forest
Middletown
$411 nightly
The price is $486
Dec 31 - Jan 1, 2026
Total with taxes and fees
Nature Escape - studio in the forest
Lobby
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1004)
"Very clean rooms, nice courteous staff continental breakfast was great."
United States
KATHERINE
$95 nightly
The price is $117
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn Harriman Woodbury
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1000)
"Clean and easy check in. "
United States
chris
$91 nightly
The price is $103
Jan 5 - Jan 6, 2026
Total with taxes and fees
Sleep Inn & Suites Monroe - Woodbury
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1000)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
$102 nightly
The price is $116
Dec 22 - Dec 23
Total with taxes and fees
Overlook Lodge at Bear Mountain
Exterior
Holiday Inn Express & Suites Montgomery by IHG

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, (795)
"Good stay"
United States
Fatima
$90 nightly
The price is $102
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express & Suites Montgomery by IHG
Reception
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (976)
"Clean great staff great breakfast pool area warm "
United States
LaRhonda
$103 nightly
The price is $122
Dec 28 - Dec 29
Total with taxes and fees
Hampton Inn & Suites Newburgh Stewart Airport
Indoor pool, sun loungers
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
Matamoras
8.4 out of 10, Very Good, (1000)
"Friendly staff, nice and clean room and breakfast area."
United States
Jean
$91 nightly
The price is $99
Dec 21 - Dec 22
Total with taxes and fees
Best Western Hunt's Landing Hotel Matamoras/Milford
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.
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Top Middletown Hotel Reviews

Tru by Hilton Middletown

Tru by Hilton Middletown

10/10 Excellent
"The place is very clean. Staff is super friendly. Room size is good. Breakfast has hot foods (eggs and sausage; oatmeal, pancakes). On a busy street so front rooms you can hear the street somewhat. Price/performance ratio is decent. Would definitely stay there again. "
Kerstin 1-night trip
Posted 3 days ago
Tru by Hilton Middletown

Find out more about Middletown

Middletown Guest Houses information

Number of reviews
14,475
Accommodation
7 Guest Houses
Lowest Price
$89
Highest Price
$486

Frequently asked questions

What is the nightly rate for a guest house in Middletown?
Rates for Middletown guest houses vary, but travelers can find great-value prices from $89 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Middletown guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Middletown guest house and a B&B?
A guest house in Middletown is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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