Photo by Simmie Reagor

Find Historic Hotels in Middletown, CT

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Middletown Historic Hotels

This weekend
Next weekend

Top Middletown Historic Hotels

Omni New Haven Hotel at Yale

4.0 star property
Downtown New Haven
8.4 out of 10, Very Good, (1029)
"Very friendly staff"
United States
Tammy
The price is SAR 567
SAR 653 total
includes taxes & fees
3 Dec - 4 Dec
Omni New Haven Hotel at Yale

All New Private and Cozy in great location

Wallingford
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"
United States
ROBERT P.
The price is SAR 432
SAR 1,082 total
includes taxes & fees
3 Dec - 4 Dec
All New Private and Cozy in great location

Charming Studio| Near Yale| Downtown New Haven

Downtown New Haven
9.0 out of 10, Wonderful, (10)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
United States
Jason K.
The price is SAR 353
SAR 788 total
includes taxes & fees
3 Dec - 4 Dec
Charming Studio| Near Yale| Downtown New Haven

Loft apartment in the heart of downtown New Haven and blocks from the Omni Hotel

Downtown New Haven
The price is SAR 372
SAR 675 total
includes taxes & fees
3 Dec - 4 Dec
Loft apartment in the heart of downtown New Haven and blocks from the Omni Hotel

#25 *Massive* 5 BR in Downtown Southington*

Southington
8.8 out of 10, Excellent, (3)
"The property was perfect for my family and I. "
United States
Marguerite
#25 *Massive* 5 BR in Downtown Southington*

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Saybrook Manor
9.6 out of 10, Exceptional, (133)
"Like a trip to 1800 but with AC. Amazing place. Didn’t want to leave, but will come back. "
United States
Rob C.
The price is SAR 751
SAR 1,933 total
includes taxes & fees
3 Dec - 4 Dec
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

River Overlook - Check the view from your deck!

Collinsville
10.0 out of 10, Exceptional, (23)
"The place was perfect for the two of us. It was close to both our kids homes."
United States
Tomas M.
The price is SAR 557
SAR 1,073 total
includes taxes & fees
3 Dec - 4 Dec
River Overlook - Check the view from your deck!

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

Collinsville
10.0 out of 10, Exceptional, (61)
"A very nice period home in a beautiful setting. The home is immaculate with all of the necessary essentials for an extended stay. The host is very responsive and keeps in touch to ensure that your stay is as enjoyable and comfortable as possible. "
United States
Virginia M.
The price is SAR 976
SAR 1,705 total
includes taxes & fees
3 Dec - 4 Dec
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Historic New England home ,Reunions Beach pass

Guilford
9.2 out of 10, Wonderful, (90)
"The location of this place is best!"
United States
Dr. Maureen C.
The price is SAR 642
SAR 1,539 total
includes taxes & fees
3 Dec - 4 Dec
Historic New England home ,Reunions Beach pass
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.

White Friday Sale

Limited-time deals: Save up to 50% on select hotels

Top Middletown Hotel Reviews

Explore a world of travel with Expedia

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 22 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 Connecticut River and Artfarm.
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.