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Our top choices for Middletown romantic hotels
1. Home2 Suites by Hilton Middletown
Home2 Suites by Hilton MiddletownMiddletown
9.0 out of 10, Wonderful, (799 reviews)
"The room with two beds are very spacious and clean. I have stayed here 4 times this year!"
Nyowa
The price is CA $217
CA $261 total
includes taxes & fees
Nov 19 - Nov 20
2. Parkway House Goshen Family-Friendly Bed & Breakfast
Parkway House Goshen Family-Friendly Bed & BreakfastGoshen
9.8 out of 10, Exceptional, (49 reviews)
"One of the best places we’ve stayed at, highly recommended!"
Aakif
The price is CA $187
CA $230 total
includes taxes & fees
Nov 14 - Nov 15
3. Borland House Inn
Borland House InnMontgomery
9.2 out of 10, Wonderful, (201 reviews)
"WONDERFUL!! Would absolutely stay here again. Super accommodating. Wonderful history. Absolutely stunning property!"
Kimberly
The price is CA $146
CA $178 total
includes taxes & fees
Nov 15 - Nov 16
4. Best Western Monticello
Best Western MonticelloMonticello
8.2 out of 10, Very good, (1,002 reviews)
"Very nice hotel"
Christine
The price is CA $149
CA $169 total
includes taxes & fees
Nov 19 - Nov 20
5. Resorts World Catskills Casino
Resorts World Catskills CasinoMonticello
8.8 out of 10, Excellent, (1,294 reviews)
"Great place to stay"
Lagarian
The price is CA $218
CA $282 total
includes taxes & fees
Dec 14 - Dec 15
6. The Alder at Resorts World Catskills
The Alder at Resorts World CatskillsMonticello
8.2 out of 10, Very good, (293 reviews)
"Great stay !!!!"
Karina
The price is CA $182
CA $242 total
includes taxes & fees
Dec 6 - Dec 7
7. Hampton Inn & Suites Newburgh Stewart Airport
Hampton Inn & Suites Newburgh Stewart AirportNewburgh
9.2 out of 10, Wonderful, (1,001 reviews)
"Clean good breakfast friendly staff"
CAREN
The price is CA $193
CA $227 total
includes taxes & fees
Nov 29 - Nov 30
8. Tin Brook Bed & Breakfast
Tin Brook Bed & BreakfastWalden
9.4 out of 10, Exceptional, (141 reviews)
"I stayed over the gift shop in the Strawberry Room and it was perfect!"
Michael
The price is CA $196
CA $222 total
includes taxes & fees
Nov 16 - Nov 17
9. Overlook Lodge at Bear Mountain
Overlook Lodge at Bear MountainBear Mountain
8.4 out of 10, Very good, (1,001 reviews)
"Great place, but was super crowded."
Mike P
The price is CA $153
CA $180 total
includes taxes & fees
Nov 22 - Nov 23
10. Stagecoach Inn
Stagecoach InnGoshen
9.6 out of 10, Exceptional, (79 reviews)
"We only stayed one night, but it was very comfortable and the staff was friendly. "
Kathryn
The price is CA $479
CA $589 total
includes taxes & fees
Dec 5 - Dec 6
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.
Top Middletown Hotel Reviews
The Dominion House Bed & Breakfast
The Dominion House Bed & BreakfastChester
10/10 Excellent
I’m torn between telling everyone about Dominion House and keeping it to myself. What a glorious B&B, with a swimming pool too. Only 3 rooms so you never feel crowded. Kathy was a welcome host and Liane’s breakfasts were amazing. It was really hot over the weekend, but the house was cool so even though it has A/C, I was still able to sleep with the windows open. So quiet and still. A family of deer wandered the lawn. The bed was comfortable, the water pressure was great, the library had tons of...
Susan
