Title: Book the Best Middletown WINERY Hotels in 2025 | Expedia.ca

  

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# Find Winery Hotels in Middletown, CT from CA $190

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## Check availability on Middletown Winery Hotels

Tonight

[Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Middletown Winery Hotels

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1080000/1074400/1074390/5dc7d6d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 1 Queen Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/2000000/1080000/1074400/1074390/dca364d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1080000/1074400/1074390/27e9804b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/2000000/1080000/1074400/1074390/a4ff04b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn by Marriott Hartford Avon

Avon

8.8/10

Excellent

(407)

"Good hotel but expensive "

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

Christopher

CA $166

CA $190 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hartford-Hotels-Residence-Inn-By-Marriott-Hartford-Avon.h1074390.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273388/e8764690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273388/90dd1f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273388/b8beb7b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![37-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273388/6cc530a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Homewood Suites by Hilton Wallingford-Meriden

Wallingford

9.0/10

Wonderful

(878)

"Great for Choate visitors. "

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

kristine

CA $183

CA $210 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/New-Haven-Hotels-Homewood-Suites-By-Hilton-Wallingford-Meriden.h1273388.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19800/19783/7edf3766.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/19800/19783/2dfa38e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/20000/19800/19783/1d0ef914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/19800/19783/w3997h2667x0y0-8dc04f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard New Haven Wallingford

Wallingford

8.8/10

Excellent

(775)

"Bed was really comfortable! "

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

Jodi

CA $189

CA $218 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/New-Haven-Hotels-Courtyard-New-Haven-Wallingford.h19783.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/65000000/64920000/64918800/64918771/ad8b03cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64920000/64918800/64918771/f17b3396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/65000000/64920000/64918800/64918771/3f6d684e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64920000/64918800/64918771/81e8dff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All New Private and Cozy in great location

Wallingford

8.8/10

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

ROBERT P.

CA $161

CA $404 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Wallingford-Hotels-All-New-Private-And-Cozy-In-Great-Location.h64918771.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/321be2b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/a34edd2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/ee5526e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/0a69331b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All New Studio apartment in center of town

Wallingford Center

10/10

Exceptional

(1)

"I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect."

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

Nadine C.

CA $137

CA $373 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Wallingford-Hotels-All-New-Studio-Apartment-In-Center-Of-Town.h103029991.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008961/5e3eabe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008961/8c7f761e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008961/05d1cd6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008961/27bd894d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All New Fully Furnished Cozy Studio

Wallingford Center

9.8/10

Exceptional

(7)

"Clean and well designed apartment in a great location. Book here if you are interested as you won't have any regrets. Enjoy! "

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

Rick C.

CA $161

CA $404 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-Fully-Furnished-Cozy-Studio.h102008961.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/9bb90df5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/67a7f768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/1391311d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/881d4269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Railside Residents

Wallingford Center

CA $161

CA $404 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-New-Railside-Residents-1BR.h102008956.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/728215df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/38c1ca05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/1f01f033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/ea540de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Shoreline Oasis

Clinton

9.2/10

Wonderful

(7)

"Cute apartment in a house, separate from the hosts space downstairs. Clean and walking distance to some great harbor-front restaurants. 1 bed and 2 couches (no pull-out couch)"

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

Molly H.

CA $251

CA $365 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Clinton-Hotels-Shoreline-Oasis.h113308197.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/7dda8a8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/1f725d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/c6f6bbf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/d7bdc93b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

Killingworth

10/10

Exceptional

(51)

"Amazing property, we loved everything about it, highly recommended, will stay again "

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

Rick

CA $504

CA $978 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Killingworth-Hotels-Cozy-Cabin-In-The-Woods-Situated-On-6-Private-Acres-Surrounded-By-Nature.h105183859.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/f8cef332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h960x0y0-cce9554c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h953x0y0-69414cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/a2326e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Saybrook Manor

9.6/10

Exceptional

(133)

"Very much enjoyed our trip! "

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

Elyssa R.

CA $280

CA $720 total

includes taxes & fees

Nov 4 - Nov 5

[](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=2025-11-17&endDate=2025-11-18&regionId=8862&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

## Top Middletown Hotel Reviews

![Avon Old Farms Hotel](//images.trvl-media.com/lodging/1000000/10000/2700/2635/d997675e_y.jpg)

### Avon Old Farms Hotel

10/10 Excellent

"Room and bathroom were spacious and clean. The hotel itself was really unique"

[](https://expedia.ca/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.Hotel-Information)

![Best Western Hartford Hotel & Suites](//images.trvl-media.com/lodging/1000000/20000/12200/12156/cfbe36c4_y.jpg)

### Best Western Hartford Hotel & Suites

10/10 Excellent

"Great staff, very clean room"

[](https://expedia.ca/Hartford-Hotels-Best-Western-Hartford-Hotel-Suites.h12156.Hotel-Information)

![Holiday Inn Express Southington by IHG](//images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg)

### Holiday Inn Express Southington by IHG

10/10 Excellent

"Room was immaculate; the staff was friendly and prompt Breakfast area neatly arranged. Will go back for sure"

[](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information)

![Motel 6 New Haven - Branford, CT](//images.trvl-media.com/lodging/1000000/60000/50400/50320/c15293e5_y.jpg)

### Motel 6 New Haven - Branford, CT

8/10 Good

"Room clean and comfortable. No fridge but ice available and microwave available for guest use. Staff friendly. Nice pizza restaurant attached to hotel."

[](https://expedia.ca/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information)

![Inn at Middletown](//images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/4e71c540_y.jpg)

### Inn at Middletown

10/10 Excellent

"Clean room, friendly staff. "

[](https://expedia.ca/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information)

![Hilton Garden Inn Hartford North/Bradley Int'l Airport](//images.trvl-media.com/lodging/1000000/540000/531100/531022/fb287dbf_y.jpg)

### Hilton Garden Inn Hartford North/Bradley Int'l Airport

10/10 Excellent

"Clean room, friendly staff, great location. Highly recommend!"

[](https://expedia.ca/Hartford-Hotels-Hilton-Garden-Inn-Hartford-NorthBradley-Intl-Airport.h531022.Hotel-Information)

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

### Extended Stay America Suites Hartford Farmington

10/10 Excellent

"Thank Staff was Great! Very very nice and attentive. Room very clean, Quiet we rested well! The Great was awesome and exit was wonderful. Parking was smoothe. We’ll return to enjoy another quiet night get away. "

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

## Frequently asked questions

### How much does a winery hotel in Middletown cost?

> Enjoy staying in a winery hotel in Middletown, with plenty of hotels from CA $190 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during the weekend or around public holidays.

### Which area of Middletown is best to stay in for vineyards and wineries?

> The scenic area around Middletown, Connecticut, is a delightful choice for travellers interested in exploring vineyards and wineries. The Connecticut River Valley, in particular, is renowned for its lush landscapes and charming wineries, making it an ideal base for wine enthusiasts. Here, you can visit acclaimed vineyards like the Arrigoni Winery, where you can indulge in tastings of local wines made from estate-grown grapes. The picturesque surroundings provide a superb backdrop for leisurely afternoons filled with wine tasting and vineyard tours.
> 
>   
> 
> For couples seeking a romantic escape, the nearby town of Haddam offers a quaint atmosphere, complete with beautiful views of the river and historic sites. You might enjoy a picnic at the stunning scenery of the Powder Ridge Park or take a sunset stroll along the river, making it an idyllic setting for creating cherished memories together.
> 
>   
> 
> Families will appreciate the educational opportunities that come with vineyard visits, as many wineries offer tours that explain the wine-making process. The area's family-friendly attractions, like the nearby Dinosaur State Park and the Kidcity Children's Museum, ensure that there's something for everyone, combining fun with learning.

### What winery activities should we do in Middletown?

> Middletown, Connecticut, is a delightful destination for wine enthusiasts, offering a charming blend of scenic vineyards and engaging winery activities. Nestled along the Connecticut River, the region boasts picturesque landscapes that enhance the wine-tasting experience. Local wineries, such as the renowned Jonathan Edwards Winery, invite you to explore their exquisite selections while enjoying breathtaking views of the surrounding countryside.
> 
>   
> 
> For couples seeking a romantic outing, consider a guided vineyard tour followed by a private tasting. Many wineries offer intimate experiences, allowing you to savour the nuances of their wines while learning about the winemaking process. The serene atmosphere, coupled with stunning vistas, creates a superb backdrop for a memorable day together.
> 
>   
> 
> Families can also enjoy the winery experience in Middletown. Several local vineyards host family-friendly events, including grape stomping during harvest season or picnics on the lawn. Engaging educational tours ensure that younger visitors learn about viticulture in a fun and interactive way, making it a delightful outing for everyone.
> 
>   
> 
> If you're looking to enhance your visit, pair your wine-tasting adventure with a culinary experience. Many wineries offer farm-to-table dining options or food pairings that complement their wines, providing a feast for both your palate and your senses.

### Does Middletown host any wine festivals or events?

> Middletown, Connecticut, is a delightful city that occasionally hosts wine festivals and events, offering a charming experience for visitors. Known for its vibrant arts scene and picturesque riverfront, the city creates a lovely backdrop for wine enthusiasts and casual drinkers alike. Throughout the year, local vineyards and wineries often collaborate to organise events that celebrate wine culture, particularly during the autumn harvest season.
> 
>   
> 
> For couples seeking a romantic outing, attending a wine festival in Middletown can be a wonderful way to spend time together. Imagine strolling hand in hand through rows of tasting tents, sampling exquisite wines while enjoying live music and delicious food pairings. The intimate atmosphere of these events provides a ideal setting for connection and conversation.
> 
>   
> 
> Families can also find joy in these wine events, especially those that include activities for children. Some festivals feature family-friendly options, such as craft booths, games, and outdoor activities, allowing parents to relax with a glass in hand while the kids enjoy supervised fun.
> 
>   
> 
> Whether you're a wine aficionado or simply looking for a memorable experience, Middletown's wine festivals present a fantastic opportunity to explore local flavours and enjoy the community spirit.

### How can I save on a winery hotel in Middletown with Expedia?

> Members always get our best prices. Find our best Middletown hotel deals by joining [One Key™](https://www.expedia.ca/welcome-one-key), Expedia's free travel rewards program. As a member, you can unlock instant savings and member perks when you're signed in. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

### Is it cheaper to book flights and a winery hotel in Middletown as a package deal?

> Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.

### Can I cancel my winery hotel reservation on Expedia?

> Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel winery hotel in Middletown for you.

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-   [Flights to Cromwell](https://www.expedia.ca/Cheap-Flights-To-Cromwell.d6635.Travel-Guide-Flights)
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