Title: Book the Best Freeport WINERY Hotels in 2026 | Expedia.ca [Freeport Travel Guide](https://expedia.ca/Freeport.dx7257)[Hotels in Freeport](https://expedia.ca/Freeport-Hotels.d7257.Travel-Guide-Hotels)[Vacation Rentals in Freeport](https://expedia.ca/Freeport-Vacation-Rentals.d7257.Travel-Guide-VacationRentals)[Freeport Car Rentals](https://expedia.ca/Car-Rentals-In-Freeport.d7257.Car-Rental-Guide)[Freeport Vacation Packages](https://expedia.ca/Freeport.d7257.Destination-Travel-Guides) ![Saint Joseph Catholic church, Freeport, Illinois](https://images.trvl-media.com/place/7257/ac9124ea-2e64-4349-9a6f-c68860d404ed.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Freeport, IL from CA $104 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Freeport Winery Hotels Tonight [Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=7257&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=7257&startDate=2025-12-05&endDate=2025-12-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=7257&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=7257&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Freeport Winery Hotels No exact matches found, but these alternatives could be just right ## Recommended hotels in Freeport ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/922200/922179/0f2b2093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/930000/922200/922179/1d862b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/922200/922179/6e03cb2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/1000000/930000/922200/922179/1d2d7eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Stockton, IL Stockton 8.4/10 Very good (638) "Nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lawrence CA $110 CA $122 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Galena-Hotels-Country-Inn-Suites-By-Radisson.h922179.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459900/459802/b2846b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/460000/459900/459802/5f14fc70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Refrigerator](https://images.trvl-media.com/lodging/1000000/460000/459900/459802/a49df6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Fireplace](https://images.trvl-media.com/lodging/1000000/460000/459900/459802/51ab578d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Monroe WI Monroe 8.8/10 Excellent (799) "Welcome staff was excellent " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Isabelle CA $95 CA $104 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Janesville-Hotels-Super-8-By-Wyndham-Monroe-WI.h459802.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28000/27974/9cdfac50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28000/27974/7d2782e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/30000/28000/27974/9a44e681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/28000/27974/2bda24f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Freeport, IL Freeport 9.0/10 Wonderful (845) "Great staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn CA $143 CA $159 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Rockford-Hotels-Country-Inn-Suites-By-Radisson.h27974.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/1000000/670000/663100/663056/06c4b31c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/663100/663056/f8328505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/670000/663100/663056/cc0fe122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663100/663056/b7ab8a97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Monroe Monroe 8.8/10 Excellent (381) "Would stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana CA $156 CA $171 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Janesville-Hotels-AmericInn-By-Wyndham-Monroe.h663056.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1632400/1632362/3a80a350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/2000000/1640000/1632400/1632362/9ec00855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1640000/1632400/1632362/0c3a0ed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1640000/1632400/1632362/c248fdd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Freeport Freeport 8.8/10 Excellent (447) "Hotel was very cute, staff was friendly, and very easy and convenient mobile check in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Calliena CA $139 CA $154 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Rockford-Hotels-Hampton-Inn-Freeport.h1632362.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/570000/565200/565130/89a0a36f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/570000/565200/565130/761ee3c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/1000000/570000/565200/565130/c389e599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/570000/565200/565130/b09f4991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Freeport Freeport 8.0/10 Very good (709) "The hotel is in a state of decay...rooms are clean, but the hallways are very dirty. Staff are friendly, but the facility needs work, with some rooms being in such a state that they are closed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles CA $111 CA $124 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Rockford-Hotels-Baymont-By-Wyndham-Freeport.h565130.Hotel-Information) ![Single Room, Smoking](https://images.trvl-media.com/lodging/26000000/25850000/25843300/25843203/33b3bcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25850000/25843300/25843203/96de85d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Smoking | Mini-refrigerator](https://images.trvl-media.com/lodging/26000000/25850000/25843300/25843203/3ddc8077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Smoking](https://images.trvl-media.com/lodging/26000000/25850000/25843300/25843203/b16307d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### West Motel Freeport 6.4/10 (10) "The moment I walked into the room, I knew there was going to be trouble. The rank stench of mildew around the entrance hit me in the face like a physical force. I directed my eye to the heavens, but alas there was no aid coming from that direction- merely the evidence of the cause of the stench. The ceiling was visibly bowed, and you could see where they had cut into the ceiling to attempt to deal with the water damage. However, they did not actually fully mitigate it and likely were breeding... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis [](https://www.expedia.ca/Rockford-Hotels-West-Motel.h25843203.Hotel-Information) ![Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/550000/548600/548508/cd69f4f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/1000000/550000/548600/548508/5d34f6c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/550000/548600/548508/6a39b957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/550000/548600/548508/9fcbd774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Freeport Freeport 6.8/10 (341) "Large room. Check in staff was very friendly. Breakfast was very limited. Location worked well for me.was very limited. The l" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $105 CA $116 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Rockford-Hotels-Super-8-By-Wyndham-Freeport.h548508.Hotel-Information) ![Family Room](https://images.trvl-media.com/lodging/9000000/8960000/8958000/8957995/4e7434e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8960000/8958000/8957995/6a3c5ace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/9000000/8960000/8958000/8957995/9583f259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave](https://images.trvl-media.com/lodging/9000000/8960000/8958000/8957995/4280209a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paddle Wheel Inn Oregon 8.8/10 Excellent (682) "A fine place for a quick overnight stay. Staff was friendly, shower was powerful and bed was comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $117 CA $127 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/Dixon-Hotels-Paddle-Wheel-Inn.h8957995.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/43000000/42100000/42090200/42090198/fab57102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-refrigerator](https://images.trvl-media.com/lodging/43000000/42100000/42090200/42090198/b6d17487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/43000000/42100000/42090200/42090198/3a9a949a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/43000000/42100000/42090200/42090198/0b89fd9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trailside Inn Lanark 8.0/10 Very good (27) "Clean, quiet and a great shop and outdoor area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $138 CA $153 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Trailside-Inn.h42090198.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=2025-12-18&endDate=2025-12-19®ionId=7257&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Freeport Hotel Reviews ![Baymont by Wyndham Freeport](https://images.trvl-media.com/lodging/1000000/570000/565200/565130/89a0a36f_y.jpg) ### Baymont by Wyndham Freeport 10/10 Excellent "Stayed for a night, i must say the stay is nice. The place needs updating. Not today but in the future." [](https://expedia.ca/Rockford-Hotels-Baymont-By-Wyndham-Freeport.h565130.Hotel-Information) ![Super 8 by Wyndham Monroe WI](https://images.trvl-media.com/lodging/1000000/460000/459900/459802/b2846b8b_y.jpg) ### Super 8 by Wyndham Monroe WI 10/10 Excellent "Nice, friendly staff. WI cheese shop close by." [](https://expedia.ca/Janesville-Hotels-Super-8-By-Wyndham-Monroe-WI.h459802.Hotel-Information) ![AmericInn by Wyndham Monroe](https://images.trvl-media.com/lodging/1000000/670000/663100/663056/06c4b31c_y.jpg) ### AmericInn by Wyndham Monroe 10/10 Excellent "Clean room good front desk/ not the best coffee maker in the room, hot breakfast " [](https://expedia.ca/Janesville-Hotels-AmericInn-By-Wyndham-Monroe.h663056.Hotel-Information) ![Hampton Inn Freeport](https://images.trvl-media.com/lodging/2000000/1640000/1632400/1632362/3a80a350_y.jpg) ### Hampton Inn Freeport 10/10 Excellent "Room was very clean and comfortable. Quiet too" [](https://expedia.ca/Rockford-Hotels-Hampton-Inn-Freeport.h1632362.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Cars - Vacation Rental - More ways to book - [Apartments in Adeline ](https://www.expedia.ca/Adeline-Apartments.d553248634983230952-aaApartments.Travel-Guide-Accommodation) - [Cheap Hotels in Byron ](https://www.expedia.ca/Byron-Hotels-Cheap-Hotels.0-0-d3000433531-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Byron ](https://www.expedia.ca/Byron-Hotels-Luxury-Hotel.0-0-d3000433531-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Cedarville Hotels ](https://www.expedia.ca/Cedarville-Hotels.d6311695.Travel-Guide-Hotels) - [Business Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Business-Hotel.0-0-d178248-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Chicago ](https://www.expedia.ca/Chicago-Hotels-Couples-Resorts-Hotels.0-0-d178248-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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