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

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![Ambler](https://images.trvl-media.com/place/6049360/7335fb36-4352-495c-a89e-7e4468cb7c8a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Winery Hotels in Middletown, DE from CA $128

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## Check availability on Middletown Winery Hotels

Tonight

[Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2025-12-17&endDate=2025-12-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Middletown hotels with winery

![Lobby lounge](https://images.trvl-media.com/lodging/117000000/116860000/116852300/116852262/0e7e3fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116860000/116852300/116852262/587ee69d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/117000000/116860000/116852300/116852262/12e386c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/117000000/116860000/116852300/116852262/w1214h810x0y0-62841e7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn by Marriott Newark, DE

[](https://www.expedia.ca/Newark-Hotels-Residence-Inn-By-Marriott-Newark.h116852262.Hotel-Information)

Newark

9.0/10

Wonderful

(14)

"Nice room, clean, big, and well appointed"

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

Andrew

CA $151

CA $167 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Newark-Hotels-Residence-Inn-By-Marriott-Newark.h116852262.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/c9c370cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/8a6e6273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/06ec6f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/36d1df4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Newark - Wilmington

[](https://www.expedia.ca/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information)

Newark

9.0/10

Wonderful

(1055)

"Excellent room, great, friendly staff and a great breakfast in the morning."

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

James

CA $116

CA $129 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information)

![Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/a0122816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/f06ff3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/9cdfab37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1540000/1535900/1535860/8072f514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wingate by Wyndham North East

[](https://www.expedia.ca/North-East-Hotels-Best-Western-North-East-Inn.h1535860.Hotel-Information)

North East

8.0/10

Very good

(949)

"Room was clean and staff were friendly. They provided a nice breakfast with plenty of options. "

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

Kathy

CA $114

CA $128 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/North-East-Hotels-Best-Western-North-East-Inn.h1535860.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/9000000/8510000/8507200/8507156/4b168833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/9000000/8510000/8507200/8507156/cc699c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/9000000/8510000/8507200/8507156/6b4faeec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/9000000/8510000/8507200/8507156/4b20ab4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites Wilmington New Castle

[](https://www.expedia.ca/Wilmington-Hotels-Fairfield-Inn-Suites-Wilmington-New-Castle.h8507156.Hotel-Information)

New Castle

8.8/10

Excellent

(943)

"Very clean, staff very friendly."

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

Karen

CA $132

CA $147 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Wilmington-Hotels-Fairfield-Inn-Suites-Wilmington-New-Castle.h8507156.Hotel-Information)

![Room, Non Smoking, Refrigerator](https://images.trvl-media.com/lodging/1000000/40000/34500/34429/313c2874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34500/34429/8eb0188e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/40000/34500/34429/12f65017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/40000/34500/34429/13e75c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Dover

[](https://www.expedia.ca/Dover-Hotels-Hampton-Inn-Dover.h34429.Hotel-Information)

Dover

8.6/10

Excellent

(995)

"I had a very nice stay! "

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

Gabrielle

CA $134

CA $149 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Dover-Hotels-Hampton-Inn-Dover.h34429.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/102000000/101170000/101162200/101162170/0755ba72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101170000/101162200/101162170/442dd688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101170000/101162200/101162170/e0b7e131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/102000000/101170000/101162200/101162170/0828db4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Chesapeake City Stay 

[](https://www.expedia.ca/Chesapeake-City-Hotels-Historic-Chesapeake-City-Stay.h101162170.Hotel-Information)

Chesapeake City

9.0/10

Wonderful

(20)

"This place was very cute and clean, also convenient to Shaefers Marina. It was a perfect place for us to spend a weekend on the bay. "

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

Benay N.

CA $111

CA $340 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Chesapeake-City-Hotels-Historic-Chesapeake-City-Stay.h101162170.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/8700/8603/f394891d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8700/8603/8b6261f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8700/8603/dce8f633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/8700/8603/95348569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Philadelphia South - Swedesboro by IHG

[](https://www.expedia.ca/Carneys-Point-Hotels-Holiday-Inn-Philadelphia-South-Swedesboro.h8603.Hotel-Information)

Swedesboro

8.2/10

Very good

(761)

"Wonderful stay"

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

James

CA $139

CA $159 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Carneys-Point-Hotels-Holiday-Inn-Philadelphia-South-Swedesboro.h8603.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/c1ae5468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/a5883b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/8f79d270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/3618b010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quarry Landing - Center of Town & River View - 3 Bedroom

[](https://www.expedia.ca/Port-Deposit-Hotels-Cheerful-3-Bedroom-Cottage-In-The-Center-Of-Town-Located-On-High-Street.h82880842.Hotel-Information)

Port Deposit

10/10

Exceptional

(11)

"Was a great stay would definitely stay again "

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

jerel p.

CA $204

CA $318 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Port-Deposit-Hotels-Cheerful-3-Bedroom-Cottage-In-The-Center-Of-Town-Located-On-High-Street.h82880842.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/82000000/81880000/81875700/81875625/268c99c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/82000000/81880000/81875700/81875625/d9319883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City view](https://images.trvl-media.com/lodging/82000000/81880000/81875700/81875625/c3fa04d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/82000000/81880000/81875700/81875625/0a4d5cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Staybridge Suites Wilmington Downtown by IHG

[](https://www.expedia.ca/Wilmington-Hotels-Staybridge-Suites-Wilmington-Downtown.h81875625.Hotel-Information)

Downtown Wilmington

9.4/10

Exceptional

(929)

"Excellent hotel!"

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

Dana

CA $168

CA $185 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Wilmington-Hotels-Staybridge-Suites-Wilmington-Downtown.h81875625.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19900/19839/21a25e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; French cuisine](https://images.trvl-media.com/lodging/1000000/20000/19900/19839/37141b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; French cuisine](https://images.trvl-media.com/lodging/1000000/20000/19900/19839/08446324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19900/19839/9572f68e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Du Pont

[](https://www.expedia.ca/Wilmington-Hotels-HOTEL-DU-PONT.h19839.Hotel-Information)

Downtown Wilmington

8.8/10

Excellent

(645)

"Wonderful hotel. "

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

Nicole

CA $370

CA $407 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Wilmington-Hotels-HOTEL-DU-PONT.h19839.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=2025-12-31&endDate=2026-01-01&regionId=6049360&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

## Top Middletown Hotel Reviews

![DoubleTree by Hilton Hotel Wilmington](https://images.trvl-media.com/lodging/1000000/10000/3800/3787/w1282h829x4y3-c0934553_y.jpg)

### DoubleTree by Hilton Hotel Wilmington

10/10 Excellent

"Great stay during snow storm. Nice rooms at a reasonable price. The front desk at check in and check out was extremely helpful. Natalya and Nancy were excellent. Great restaurants in the area. "

[](https://expedia.ca/Wilmington-Hotels-DoubleTree-By-Hilton-Hotel-Wilmington.h3787.Hotel-Information)

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