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Find Historic Hotels in Middletown, CT

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Top Middletown Historic Hotels

Omni New Haven Hotel at Yale

4.0 star property
8.4 out of 10, Very Good, (1016)
"Great location ,nice staff"
$167 nightly
The price is $192
Oct 14 - Oct 15
Total with taxes and fees
Omni New Haven Hotel at Yale

DTWN I Near Yale I King Beds I Free Parking I Gym I Free Coffee I Pets Welcome!

10.0 out of 10, Exceptional, (1)
"We stayed here on our last night of a month long vacation. After a month of travel, you want convenience and comfort. This place offered us a fantastic last night away from home. It’s right across the street from the train station, easy walking to shops and dining, and just an overall beautiful apartment. It was clean and cozy with immaculate decorating. The entry and exit were easy. Accommodations were superior. Don’t forget to grab pizza!! "
$369 nightly
The price is $417
Oct 15 - Oct 16
Total with taxes and fees
DTWN I Near Yale I King Beds I Free Parking I Gym I Free Coffee I Pets Welcome!

All New Private and Cozy in great location

8.8 out of 10, Excellent, (6)
"The pictures must have been old. Very deceiving. Expected it to be more spacious. Hard to get in and out because of the busy road"
$271 nightly
The price is $288
Oct 2 - Oct 3
Total with taxes and fees
All New Private and Cozy in great location

#25 *Massive* 5 BR in Downtown Southington*

9.0 out of 10, Wonderful, (2)
"There was a ton of room and the king beds in all the rooms were great. We had a couple small concerns that were addressed super fast. Great space, great hosts!!! Would stay again and highly recommend!"
$360 nightly
The price is $381
Oct 6 - Oct 7
Total with taxes and fees
#25 *Massive* 5 BR in Downtown Southington*

Charming Studio| Near Yale| Downtown New Haven

9.2 out of 10, Wonderful, (5)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
$209 nightly
The price is $209
Oct 6 - Oct 7
Total with taxes and fees
Charming Studio| Near Yale| Downtown New Haven

Downtown loft apartment in the heart of downtown New Haven.

9.0 out of 10, Wonderful, (2)
"Great for a quick stay (we were here 10 hours). The water in the shower didn't warm at all, even after running it for 10 minutes it was still freezing. Area was great and I appreciated the thorough instructions to get in the apartment. "
$159 nightly
The price is $180
Oct 2 - Oct 3
Total with taxes and fees
Downtown loft apartment in the heart of downtown New Haven.

River Overlook - Check the view from your deck!

10.0 out of 10, Exceptional, (23)
"I only did a short stay (2 nights) but it was super adorable! I will definitely stay again when I'm back in the area."
$253 nightly
The price is $286
Oct 2 - Oct 3
Total with taxes and fees
River Overlook - Check the view from your deck!

1930s Waterfront Cottage on Tuttle's Point

9.8 out of 10, Exceptional, (31)
"We had a wonderful stay! The kitchen was well outfitted and the beach was perfect for our little grandson. Great kayaking, biking, hiking and of course, eating! Backyard and porch were awesome."
1930s Waterfront Cottage on Tuttle's Point

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

10.0 out of 10, Exceptional, (61)
"There is a lot of fun things to do close by. The house was spotless and it was nice to relax on the sofa or outside patio and look at the river. "
$433 nightly
The price is $491
Oct 13 - Oct 14
Total with taxes and fees
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
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

Frequently asked questions

What should a history enthusiast expect from a trip to Middletown?
You're already probably planning a visit to sights of historical relevance while on vacation in Middletown. You can also enjoy the many sights to visit such as entertainment choices and festivals
How many historical hotels are located in Middletown?
Middletown is home to 21 hotels and other accommodations bookable on Expedia though you won't find many designated historic hotels.
What are the top historical sites and other places to visit in Middletown?
Middletown is notable for landmarks like Wadsworth Mansion, General Mansfield House, and Connecticut Valley Railroad State Park Trail. Favorite family attractions include Kidcity Children's Museum and Van Vleck Observatory. A couple of additional sights to add to your agenda are Wadsworth Falls State Park and Connecticut River.
What is a historic hotel like in Middletown?
When you choose a historic hotel, you'll stay in a building that has an officially recognized national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be identified as a historic hotel as long as it has special significance. Traditional architecture and period features can be admired in the guestrooms or communal spaces of these historic hotels in Middletown, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is more common in the U.S. overall though the terms are similar. The physical building and architecture of historic hotels tend to be the most significant aspect. For a heritage hotel, it's mainly the cultural value along with how it shaped the community.
Do historic hotels in Middletown have modern facilities?
Hotel interiors feature the modern conveniences and safety features you might expect, though efforts have been made to preserve the historic aspects and traditions. Smart TVs, WiFi, updated bathroom facilities, and the usual amenities found at a contemporary hotel will also be available in a historic hotel. Rest assured that when you select a historic hotel in Middletown, you won't be staying at a place that's uncomfortable for guests or simply rundown.

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