Middletown Holidays

Photo by Tiffany Zhou

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Top hotels in Middletown

Inn at Middletown

Inn at Middletown

3.5 out of 5
70 Main Street, Middletown, CT
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (504 reviews)
Great little inn
"Wonderful hotel...newly renovated. Great breakfast at the Tavern, dinner would have been great too. Room was very spacious and beds comfortable. Really liked the decore sort of modern colonial. Fresh cookies at the desk and got to grab a glass of wine from the bar to take to the room. Staff was extremely ..."

Reviewed on 26 Sept, 2025

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Inn at Middletown
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is S$137 per night from 7 Oct to 8 Oct
S$137
7 Oct - 8 Oct
includes taxes & fees
7.4/10 Good! (1,072 reviews)
"Very nice and spacious room, clean and well maintained"

Reviewed on 24 Sept, 2025

The Capitol Hotel
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is S$248 per night from 14 Oct to 15 Oct
S$248
14 Oct - 15 Oct
includes taxes & fees
8.4/10 Very Good! (1,012 reviews)
"Great location good view"

Reviewed on 24 Sept, 2025

Omni New Haven Hotel at Yale
See all 1,195 properties in Middletown
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.

Popular places to visit

Ron McCutcheon Park

Explore the great outdoors at Ron McCutcheon Park, a lovely green space in Middletown. Experience the entertainment venues and festivals in this family-friendly area.

Ron McCutcheon Park

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.