Title: Book the Best HISTORIC Hotels in Middletown in 2026 | Expedia.ca

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![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.](https://images.trvl-media.com/place/8862/b3bca6a9-4805-449f-b3d1-dba87c1e3a0f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Simmie Reagor

![](https://images.trvl-media.com/place/8862/b3bca6a9-4805-449f-b3d1-dba87c1e3a0f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Middletown Historic Hotels

Tonight

[Feb 11 - Feb 12](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2026-02-11&endDate=2026-02-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 12 - Feb 13](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2026-02-12&endDate=2026-02-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Middletown historic hotels

![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h946x0y0-a3c0ca5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w4320h3228x0y4-a36bb89d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h956x0y0-f00664d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/c23d45d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

[](https://www.expedia.ca/Old-Saybrook-Hotels-Capt-Nathaniel-Clarke-Historic-Homestead.h18762073.Hotel-Information)

Saybrook Manor

9.8/10

Exceptional

(136 reviews)

"We loved our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deana L.

CA $304

CA $741 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Old-Saybrook-Hotels-Capt-Nathaniel-Clarke-Historic-Homestead.h18762073.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26&regionId=8862&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

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## Top Middletown Hotel Reviews

![The Farmington Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/1c89931a_y.jpg)

### The Farmington Inn & Suites

10/10 Excellent

"Everyone and everything were terrific! This was our first time staying here - meeting up with two other couples over the Super Bowl weekend. Steve was so helpful and happy to adjust our reservation so that we had a very spacious suite where 6 of us could gather to watch the game and to enjoy Frank Pepe pizza on Sunday. With the bitter cold we asked if a microwave might be available and one was waiting for us on the desk when we arrived. We were able to acquire paper plates, utensils, and wine glasses from Kristi and the dining room staff. Proximity to the beautiful Hill-Stead Museum gave us all a pleasant excursion off-site. We also enjoyed the convenience to the lovely restaurant literally next door for two of our dinners. Breakfast in the charmingly appointed "coffee shop" was self-serve but with plenty of options and well laid out. We were more than satisfied. An additional coffee and tea station adjacent to the main lobby was a bonus for anyone looking for a hot beverage any time of day or night! The fitness center was clean and with good equiipment for a cardio workout or time with weights! ALL the staff were lovely and truly wanted to make sure we were happy all weekend. Thank you - you are the perfect example of what the hospitality business should look like!"

[](https://expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information)

![Hampton Inn & Suites Hartford/East Hartford](https://images.trvl-media.com/lodging/3000000/2950000/2943100/2943093/5cf369a5_y.jpg)

### Hampton Inn & Suites Hartford/East Hartford

10/10 Excellent

"Yes"

[](https://expedia.ca/Hartford-Hotels-Hampton-Inn-Suites-HartfordEast-Hartford.h2943093.Hotel-Information)

![Hamden Hotel and Suites – Hamden New Haven](https://images.trvl-media.com/lodging/1000000/20000/18000/17931/c3c836db_y.jpg)

### Hamden Hotel and Suites – Hamden New Haven

10/10 Excellent

"Clean "

[](https://expedia.ca/New-Haven-Hotels-Clarion-Hotel-Suites-Hamden-New-Haven.h17931.Hotel-Information)

![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg)

### Omni New Haven Hotel at Yale

10/10 Excellent

"Love the staff very nice and attentive. Very clean nice bar!!! Close to everything, I’ll definitely will stay there again!! "

[](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information)

![Hampton Inn & Suites Hartford/Farmington](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/393f3b68_y.jpg)

### Hampton Inn & Suites Hartford/Farmington

10/10 Excellent

"Very comfortable room, very nice staff. Breakfast was great. "

[](https://expedia.ca/Hartford-Hotels-Hampton-Inn-And-Suites-HartfordFarmington.h2970540.Hotel-Information)

![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg)

### New Haven Hotel

10/10 Excellent

"Excellent desk staff. Clean and quite room. Good location."

[](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information)

![Extended Stay America Suites Hartford Farmington](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/02939ae3_y.jpg)

### Extended Stay America Suites Hartford Farmington

10/10 Excellent

"It is very rare , the floors were vinyl flooring instead of dirty carpets. Lots of parking spots, very quiete and good working ac system. I strongly recommend this hotel to everyone and I-84 connection is 20 seconds "

[](https://expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information)

![Holiday Inn Cheshire - Southington by IHG](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/a3c0d287_y.jpg)

### Holiday Inn Cheshire - Southington by IHG

10/10 Excellent

"Was clean"

[](https://expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information)

![Home2 Suites by Hilton East Haven New Haven](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9_y.jpg)

### Home2 Suites by Hilton East Haven New Haven

10/10 Excellent

"Clean"

[](https://expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information)

## Frequently asked questions

### What should a history enthusiast expect from a trip to Middletown?

### How many historical hotels are located in Middletown?

### What are the top historical sites and other places to visit in Middletown?

### What is a historic hotel like in Middletown?

### What is the difference between a historic hotel and a heritage hotel?

### Do historic hotels in Middletown have modern facilities?

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