Middletown, CT

Travel Guide

Bright colors of autumn. View above. Road in the forest. Middletown, Connecticut
Bright colors of autumn. View above. Road in the forest. Middletown, Connecticut
Aerial view of Middletown, Connecticut on a mild, late winter day
The coolest store i ever seen...
This photo was taken during a nice fall weekend. The water level was low enough to cross to the other side to capture the falls from a different angle than most. Best time however is early morning before most people get there.

Where to stay in Middletown

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Washington Street Historic District

You'll enjoy the museums and live music in Washington Street Historic District. You might want to make time for a stop at Kidcity Children's Museum or Van Vleck Observatory.

Washington Street Historic District
Inn at Middletown

Inn at Middletown

3.5 out of 5
70 Main Street Middletown CT
The price is NT$4,915 per night from Feb 8 to Feb 9
NT$4,915
NT$6,284 total
Feb 8 - Feb 9
includes taxes & fees
Book a stay at this business-friendly hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (549 reviews)
The hotel staff and accommodations were great. I would highly recommend it.

Reviewed on 2026/1/17

Inn at Middletown
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
The price is NT$3,056 per night from Jan 27 to Jan 28
NT$3,056
NT$3,515 total
Jan 27 - Jan 28
includes taxes & fees
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
9/10 Wonderful! (2,004 reviews)
Staff was awesome.

Reviewed on 2026/1/19

New Haven Hotel
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
The price is NT$2,659 per night from Jan 22 to Jan 23
NT$2,659
NT$3,058 total
Jan 22 - Jan 23
includes taxes & fees
Book a stay at this 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! (1,142 reviews)
My son and I stayed here to be near the convention center which was a very convenient 6 minute drive. The hotel had a secure parking garage for just $15 per night which was great. The room had just enough space with all the amenities you need: microwave, fridge, hair dryer, iron, etc. There were ...

Reviewed on 2026/1/14

The Capitol Hotel
See all 1,251 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.
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

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 ...
9.6/10 Exceptional! (102 reviews)
Perfect! Everything about here!

Reviewed on 2026/1/12

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Landing Modern 2bd, Gym

Landing Modern 2bd, Gym

3 out of 5
400 Blake Street New Haven CT
Stay at this apartment in New Haven. Enjoy air conditioning. Popular attractions Judges Cave and Yale Bowl are located nearby.
Landing Modern 2bd, Gym
Room-plaid Room 3min From Yale Univ

Room-plaid Room 3min From Yale Univ

3 out of 5
New Haven CT
Stay at this vacation home in New Haven. Enjoy parking (surcharge). Popular attractions Edgerton Park and Payne Whitney Gymnasium are located nearby.
The owner is great and made great accommodations for our stay, the price was wonderful. The neighborhood maybe wasent the nicest but thats kinda out of his control.

Reviewed on 2022/8/11

Room-plaid Room 3min From Yale Univ
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

Enjoy the collegiate vibe when you visit 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

Though Middlesex Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Middletown while you are here.

Middlesex Hospital

Harbor Park

Harbor 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 area's festivals and entertainment venues.

Harbor Park

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

Kidcity Children's Museum

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

Kidcity Children's Museum

Reviews of Middletown

4.1
Top Destination
5 - Excellent
3
5 - Excellent 27%
4 - Good
6
4 - Good 55%
3 - Okay
2
3 - Okay 18%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Jon

Very walk friendly.

4/5 - Good

Verified traveler

Brownstone is loads of fun!!!! And O’Rourkes Diner is great!!!

Cities near Middletown

Little bit rocky moderate hike, but when to get to the top you will see several beautiful scenic views including one of the reservoir and a little hedgehog looking island in the middle, especially beautiful in a fall. There are several options for your hike, shorter and longer ones.

Meriden

My temporary housing in East Hampton, CT. Amazing space!

East Hampton