Find Historic Hotels in Cheshire, 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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Cheshire Historic Hotels

Top Cheshire Historic Hotels

2 restaurants, breakfast, dinner, brunch served; American cuisine
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4.0 star property
Downtown New Haven
8.4 out of 10, Very Good, (1010)
"Very friendly staff"
United States
Tammy
The price is AED 555
AED 639 total
includes taxes & fees
3 Dec - 4 Dec
Omni New Haven Hotel at Yale
TV
All New Private and Cozy in great location

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 AED 422
AED 1,059 total
includes taxes & fees
26 Nov - 27 Nov
All New Private and Cozy in great location
Interior
DTWN I Near Yale I King Beds I Free Parking I Gym I Free Coffee I Pets Welcome!

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

Downtown New Haven
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!! "
United States
Daniel L.
The price is AED 422
AED 1,255 total
includes taxes & fees
23 Nov - 24 Nov
DTWN I Near Yale I King Beds I Free Parking I Gym I Free Coffee I Pets Welcome!
Exterior
Charming Studio| Near Yale| Downtown New Haven

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 AED 375
AED 804 total
includes taxes & fees
20 Nov - 21 Nov
Charming Studio| Near Yale| Downtown New Haven
Fridge, microwave, oven, stovetop
#25 *Massive* 5 BR in Downtown Southington*

#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
The price is AED 665
AED 1,587 total
includes taxes & fees
24 Nov - 25 Nov
#25 *Massive* 5 BR in Downtown Southington*
Terrace/patio
The Abner Hotel

The Abner Hotel

3.0 star property
Litchfield Historic District
9.2 out of 10, Wonderful, (45)
"Spacious room and friendly staff "
United States
Frank
The price is AED 1,069
AED 1,230 total
includes taxes & fees
14 Dec - 15 Dec
The Abner Hotel
Fridge, microwave, oven, stovetop
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

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

Collinsville
10.0 out of 10, Exceptional, (61)
"We had a perfect stay - the house is adorable and was just right for two of us. The river and neighborhood are great, as was the proximity to the center of town. We'll be back!"
United States
Courtney N.
The price is AED 955
AED 1,669 total
includes taxes & fees
20 Nov - 21 Nov
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Fridge, microwave, oven, stovetop
Historic New England home ,Reunions Beach pass

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 AED 698
AED 1,598 total
includes taxes & fees
20 Nov - 21 Nov
Historic New England home ,Reunions Beach pass
Interior
Loft apartment in the heart of downtown New Haven and blocks from the Omni Hotel

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

Downtown New Haven
The price is AED 370
AED 668 total
includes taxes & fees
23 Nov - 24 Nov
Loft apartment in the heart of downtown New Haven and blocks from the Omni Hotel
Fridge, microwave, oven, stovetop
River Overlook - Check the view from your deck!

River Overlook - Check the view from your deck!

Collinsville
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."
United States
Mary S.
The price is AED 606
AED 1,128 total
includes taxes & fees
30 Nov - 1 Dec
River Overlook - Check the view from your deck!
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.
View all properties

Top Cheshire Hotel Reviews

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

10/10 Excellent
"Property was great Staff was amazing ! Thank you so much Darius "
Darnell 1-night trip
Posted 3 days ago
Omni New Haven Hotel at Yale

Explore a world of travel with Expedia

Frequently asked questions

What should a history enthusiast expect from a trip to Cheshire?
You'll probably want to seek out the sights of historical relevance during your trip to Cheshire. Why not absorb the local color with a visit to the restaurants?
How many historical hotels are there in Cheshire?
Cheshire is home to 5 hotels and other accommodations bookable on Expedia though not many historic hotels to choose from.
What are the most important historical places and other sights in Cheshire?
Favorite places to visit include Barker Character, Comic and Cartoon Museum, Cheshire Hollow Farm, and Maplecroft Plaza Shopping Center. A couple of additional sights to add to your agenda are Drazen Orchards and Bartlem Park.
What is a historic hotel like in Cheshire?
By choosing a historic hotel, you can spend a night or two someplace that has an officially recognized national historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be turned into a historic hotel provided that it has special significance. Traditional architecture and period features are often preserved within the guestrooms or public spaces of these historic hotels in Cheshire, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The architecture and actual building of historic hotels are generally what's most significant. For a heritage hotel, mainly, it's cultural value as well as how it inspired the community.
Do historic hotels in Cheshire have modern facilities?
Hotels include modern conveniences and safety features you expect to find, though efforts have been made to preserve historic facades and treasured traditions. Smart TVs, WiFi, updated bathroom facilities, and the popular amenities found in most hotels should be available at a historic hotel. Rest assured that when you select a historic hotel in Cheshire, you won't find yourself staying at a place that's uncomfortable for guests or simply rundown.