Middletown Travel Guide

Tourist Guide

Photo by Simmie Reagor
Photo by Simmie Reagor
Photo by Tiffany Zhou
Photo by Tiffany Zhou
Photo by mark MacGregor
Photo by mark MacGregor
Inn at Middletown

Inn at Middletown

3.5 out of 5
70 Main Street, Middletown, CT
Stay at this 3.5-star business-friendly hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (495 reviews)
Good location
"Very nice hotel in great location"

Reviewed on 30 Jul. 2025

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Inn at Middletown
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
The price is AU$135 per night from 26 Aug to 27 Aug
AU$135
26 Aug - 27 Aug
includes taxes & fees
Stay at this 3-star business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.4/10 Good! (1,020 reviews)
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Reviewed on 6 Aug. 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
The price is AU$281 per night from 26 Aug to 27 Aug
AU$281
26 Aug - 27 Aug
includes taxes & fees
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,011 reviews)
"Nice hotel and great location."

Reviewed on 4 Aug. 2025

Omni New Haven Hotel at Yale
See all 1,156 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.
#24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat

Middletown
Stay at this vacation home in Middletown. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Connecticut River State Wildlife Area and Brownstone ...
9.6/10 Exceptional! (17 reviews)
Beautiful property
"We had a wonderful stay at this property! The house itself was beautiful—spacious, clean, and incredibly comfortable. The setting was just as impressive, offering peaceful views and a great atmosphere to relax and unwind. Everything was exactly as described, if not better. We would absolutely stay ..."

Reviewed on 20 Jun. 2025

#24 *Serenity* A Lakefront Cottage Retreat
Postcard Cabins Machimoodus

Postcard Cabins Machimoodus

2 out of 5
298 E Haddam Moodus Rd, East Haddam, CT
Stay at this cabin in East Haddam. Enjoy free parking, patios, and climate control. Popular attractions Machimoodus State Park and Amasa Day House are located ...
9.4/10 Exceptional! (45 reviews)
Peace, Quiet, and Love in the Woods
"We had an amazing time staying at this cabin. It was the perfect place to unplug, relax, and reconnect. Peaceful, cozy, and beautifully maintained—everything we needed for a romantic escape. Highly recommend for couples looking to enjoy some real quality time together."

Reviewed on 31 Jul. 2025

Postcard Cabins Machimoodus
COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

Killingworth
Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Hammonasset Beach State Park and Chamard Vineyards are located nearby.
10/10 Exceptional! (38 reviews)
"Couldn’t have asked for anything better! Great cabin! We had a great time and would 100% stay here again!"

Reviewed on 27 Jul. 2025

COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎
See all 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

Wesleyan University

Take a campus tour or just explore the area of Wesleyan University during your travels in Middletown. Experience the area's festivals or attend a sporting event.

Wesleyan University

Wadsworth Mansion

Learn about the local history of Middletown when you take a trip to Wadsworth Mansion. Experience the area's entertainment venues and festivals.

Wadsworth Mansion

Middlesex Hospital

If Middlesex Hospital is what brings you to town, hopefully you'll have a chance to explore more of Middletown.

Middlesex Hospital

Kidcity Children's Museum

You can take time to visit Kidcity Children's Museum during your travels to Washington Street Historic District. Experience the festivals and entertainment venues in this family-friendly area.

Kidcity Children's Museum

Smith Park

Smith Park is just one of the places to see in Middletown, so why not enjoy the other things to explore during your travels? Experience the festivals and entertainment venues in this family-friendly area.

Smith Park

Van Vleck Observatory

You can spend an afternoon studying the exhibits at Van Vleck Observatory during your trip to Middletown. Experience the area's festivals and entertainment venues.

Van Vleck Observatory