Cheshire, CT
Travel Guide





Visit Cheshire

Cheshire Welcome Inn
"My only complaint is The air conditioner is loud. Easy parking and clean bathroom. Staff is efficient. There’s a laundry room and vending machine for drinks. A clean motel."
Reviewed on Jun 17, 2026

The Capitol Hotel
"The rooms smell horrible and the bedding was awfull, stains, no skirt on the boxspring . I left 2 minutes into the rental I didn’t even get a refund."
Reviewed on Jun 20, 2026

New Haven Hotel
"Nothing we didn't like."
Reviewed on Jun 20, 2026

Luxury Furnished Apartments by Hyatus Downtown at Yale
"Amazing rental. It was perfect!"
Reviewed on Jun 20, 2026

Hyatus Luxury Residences City Crossing
"Great stay with many amenities to enjoy within the building!"
Reviewed on Apr 3, 2026

TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12
"House is in a beautiful wooded location with lovely outdoor spaces. Well maintained and unique with family treasures and charm.Property manager and owner were very responsive and a pleasure to work with."
Reviewed on Jun 13, 2026
Popular places to visit

Roaring Brook Park
Explore the great outdoors at Roaring Brook Park, a lovely green space in Cheshire. Experience the area's entertainment venues and theater scene.
Cheshire Golf Course
Enjoy a round of golf in Cheshire at Cheshire Golf Course. Experience the entertainment venues and theater scene in this romantic area.
Maplecroft Plaza Shopping Center
You can search for that perfect souvenir at Maplecroft Plaza Shopping Center during your visit to Cheshire. Experience the area's entertainment venues and theater scene.
Cheshire Hollow Farm
Enjoy a stop at Cheshire Hollow Farm, an entertaining place to visit in Cheshire. Take in the theater scene in this romantic area.
Barker Character, Comic and Cartoon Museum
You can take time to visit Barker Character, Comic and Cartoon Museum during your travels to Cheshire. Experience the entertainment venues and theater scene in this romantic area.
Quinnipiac Recreation Area
Explore the great outdoors at Quinnipiac Recreation Area, a lovely green space in Cheshire. Experience the entertainment venues and theater scene in this romantic area.
Explore a world of travel with Expedia
- Hotels near Maplecroft Plaza Shopping Center
- B&B in Cheshire Historic District
- 3 Star Hotels in Cheshire Historic District
- Vacation Homes in Cheshire Historic District
- Hotels near Drazen Orchards
- Hotels near Bartlem Park
- Hotels near Barker Character
- Hotels near Roaring Brook Park
- Hotels near Cheshire Hollow Farm
- Hotels near Quinnipiac Recreation Area
- Prospect Hotels
- B&B in Prospect
- 5 Star Hotels in Prospect
- 4 Star Hotels in Prospect
- 3 Star Hotels in Prospect
- Marion Hotels
- Motels in Marion
- Aparthotels in Marion
- La Quinta Inn & Suites Hotels in Marion
- 3 Star Hotels in Marion
- Hotels near Habershon Field
- Hotels near Milldale
- Hotels near Panthorn Park
- Plantsville Hotels
- Luxury Hotels in Plantsville
- Pet-Friendly Hotels in Plantsville
- Condo Rentals in Plantsville
- Historic Hotels in Plantsville
- Hotels near Mount Southington Ski Area
- Hotels near Hubbard Park
- Hotels near Toyota Oakdale Theatre
- Hotels near Andrews Homestead Museum
- Wallingford Hotels
- Hotels near Sleeping Giant State Park
- Meriden Hotels
- Hotels near Wallingford Station
- Aparthotels in Wallingford Station
- Cheap Hotels in Meriden
- Motels in Meriden
- Cheap Hotels in Wallingford
- Pet-Friendly Hotels in Meriden
- Hotels with an Indoor Pool in Meriden
- B&B in Wallingford
- Motels in Wallingford
- Hotels with Bars in Meriden
- Extended Stay Hotels in Meriden
- Hotels with Hot Tubs in Meriden
- Apartments in Meriden
- Hotels with Kitchenettes in Meriden
- Hotels with a Gym in Meriden
- B&B in Meriden
- Luxury Hotels in Meriden
- Hotels with Restaurants in Meriden
- 4 Star Hotels in Meriden
- Resorts & Hotels with Spas in Meriden
- 5 Star Hotels in Meriden
- Hotel Wedding Venues Hotels in Meriden
- Visit Cheshire Historic District
- Maplecroft Plaza Shopping Center
- Cheshire Golf Course
- Cheshire Hollow Farm
- Quinnipiac Recreation Area
- Visit Prospect
- Prospect Vacations
- Habershon Field
- Visit Plantsville
- Panthorn Park
- Plantsville Vacations
- Sleeping Giant Golf Course
- Mount Southington Ski Area
- Hubbard Park
- Visit Meriden
- Toyota Oakdale Theatre
- Andrews Homestead Museum
- Visit Wallingford
- Sleeping Giant State Park
- Car rentals near Cheshire Historic District
- Car rentals near Prospect
- Car rentals near Marion
- Car rentals near Plantsville
- Car rentals near Mount Southington Ski Area
- Car rentals near Meriden
- Enterprise Rental Cars in Wallingford
- Hertz Rental Cars in Wallingford
- Hertz Rental Cars in Meriden
- Enterprise Rental Cars in Meriden
- Avis Rental Cars in Meriden
- National Car Rental Rental Cars in Meriden
- Sixt Rental Cars in Meriden
- Dollar Rent A Car Rental Cars in Meriden
- Budget Rental Cars in Meriden
- Cheshire Golf Course
- Maplecroft Plaza Shopping Center
- Cheshire Hollow Farm
- Roaring Brook Park
- Barker Character
- Quinnipiac Recreation Area
- Yale University
- Yale-New Haven Hospital
- Pratt and Whitney Headquarters
- Connecticut Convention Center
- PeoplesBank Arena
- Quinnipiac University
- Xfinity Theatre
- Wesleyan University
- Trinity College
- Mark Twain House & Museum
- Lake Compounce
- Dunkin' Donuts Park
- TPC River Highlands
- Toyota Oakdale Theatre
- Choate Rosemary Hall
- Connecticut Sportsplex
- Connecticut River
- Hartford Hospital
- Connecticut Science Center
- Bushnell Park
- Elizabeth Park
- Webster Theater
- Quassy Amusement Park




