Middletown Holidays

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The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
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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
9/10 Wonderful! (555 reviews)
Clean room

Reviewed on 24 Feb, 2026

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Inn at Middletown
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is S$184 per night from 9 Mar to 10 Mar
S$184
9 Mar - 10 Mar
includes taxes & fees
9/10 Wonderful! (2,024 reviews)
Clean room and courteous staff provided professional service

Reviewed on 27 Feb, 2026

New Haven Hotel
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$123 per night from 2 Mar to 3 Mar
S$123
2 Mar - 3 Mar
includes taxes & fees
7.6/10 Good! (1,183 reviews)
Room was kind of dirty (brown liquid on the wall/curtain/floor), path to garage was not plowed

Reviewed on 23 Feb, 2026

The Capitol Hotel
See all 1,274 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

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* 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.