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Cheshire

Welcome to Cheshire, CT, where charming New England vibes meet modern delights! Stroll through the picturesque downtown, brimming with quirky shops and cozy eateries. Don’t miss the annual Cheshire Fall Festival for a slice of local fun! Nature lovers rejoice at the scenic Linear Trail, perfect for a leisurely bike ride or serene walk. Adventure awaits in this delightful town!

From the Community

Recommendations

Outdoor4.6/5

West Rock Ridge State Park

Welcome to West Rock Ridge State Park, where adventure awaits on 1,700 acres of natural wonder! Lace up your hiking boots and conquer the stunning trails boasting breathtaking views of New Haven. Get your adrenaline pumping as you scale the 400-foot cliffs or explore the ancient Quinnipiac and Sipsey tribes' historical sites. Don't forget your camera to capture memories that'll last a lifetime!

Outdoor4.3/5

Wharton Brook State Park

Nestled in North Haven, Wharton Brook State Park is a delightful escape for nature lovers! Stroll along scenic trails, soak in picturesque ponds, or pack a picnic for a sunny afternoon. With lovely tree canopy covers and tranquil vibes, it's perfect for hiking, fishing, and friendly gatherings. Grab your camera and let the adventures begin! 🌳🎣📷

Eat$$$4.6/5

J Timothy's Taverne

Nestled in Plainville, J Timothy's Taverne beckons with its warm, cozy vibe and mouth-watering wings that make your taste buds dance! This local gem, adorned with rustic charm, boasts a vast selection of beers and hearty pub fare. Perfect for a casual night out or game day with friends, it's a must-visit for food lovers in Connecticut!

Cafe$$4.6/5

Cheshire Coffee

Cheshire Coffee, nestled in the heart of Cheshire, CT, is celebrated for its artisanal brews and cozy atmosphere, making it the perfect spot to savor locally sourced coffee and connect with the community.

Eat$$4.5/5

Nardelli's Grinder Shoppe

Nestled in Waterbury, CT, Nardelli's Grinder Shoppe is a sandwich lover's paradise! With an array of delicious grinders piled high with fresh meats, cheeses, and veggies, this bustling eatery has been serving locals since 1929. Grab a seat, savor the Italian flavors, and don’t forget to try their famous bread—it's like a hug for your taste buds!

Eat$$4.5/5

Portofino's

Eat$4/5

Elmer's Place & Great Oak's Restaurant

Eat$$4.7/5

East Side Pizza Palace

Stays

Stay4.5/5

Homewood Suites by Hilton Wallingford-Meriden

Welcome to the cozy oasis of Homewood Suites by Hilton Wallingford-Meriden! With vibrant decor and spacious suites, this traveler's haven is nestled in Wallingford, CT. This playful retreat will spoil you with complimentary breakfast, evening socials, and proximity to attractions like Yale University. So, pack your sense of adventure and get ready to have some hootin' and hollerin' fun at this fabulous getaway!

Stay4.35/5

Hilton Garden Inn Wallingford/Meriden

Welcome to Hilton Garden Inn Wallingford/Meriden! With its convenient location at 1181 Barnes Rd, you'll have easy access to the vibrant city of Wallingford, CT. Expect comfortable rooms, a delicious on-site restaurant, and an indoor pool for ultimate relaxation. Whether you're here for work or play, this hotel is your ideal home away from home. So pack your bags and let the adventure begin!

Stay4.35/5

Holiday Inn Express & Suites Meriden by IHG

Welcome to the vibrant and cozy Holiday Inn Express & Suites Meriden! Located at 2104 N Broad St in Meriden, CT, this IHG Hotel is a traveler's dream come true. With its convenient location, comfortable rooms, and fantastic amenities, you'll feel right at home. Take advantage of the complimentary breakfast, relax in the pool, and explore the nearby attractions. Book your stay now and embrace the joyous Meriden experience!

Stay4.15/5

Courtyard by Marriott New Haven Wallingford

Get ready to have a blast at Courtyard by Marriott New Haven Wallingford! Located conveniently at 600 Northrop Rd in Wallingford, CT, this hotel offers the perfect base for exploring the charming town. With comfortable rooms, a friendly staff, and awesome amenities like a fitness center and an indoor pool, your stay is sure to be a memorable one. Book now and get ready for a fantastic adventure!

Stay3.85/5

Cheshire Welcome Inn

Cheshire Welcome Inn, a charming gem on South Main Street, is renowned for its warm hospitality and classic New England charm, making it a perfect retreat for travelers seeking comfort and a taste of local history.

Stay3/5

Residence Inn by Marriott New Haven Hamden

Stay3.15/5

Extended Stay America Suites- Hartford - Meriden

Stay2.45/5

Quality Inn & Suites

Stay2.3/5

Jay's Ranch Hamden

Welcome to Jay's Ranch in Hamden, CT, where fun meets the wild west! Nestled at 54 Country Hills Rd, this family-friendly gem offers thrilling horseback rides, charming farm animals, and seasonal activities. Don your cowboy hat and explore the scenic trails or enjoy a petting zoo experience. Perfect for adventurers and little cowpokes alike—come saddle up for a haywire good time! Yeehaw!

Things To Do
Provided by

5/5

Boston Tour from New York

We will leave New York for Boston, a historic city with European architecture and renowned for its scientific development.Your first stop will be in Copley Square, where we will admire the Boston Public Library, the Trinity Church, the Old Church of the South, the Fairmont Copley Plaza, the endpoint of the Boston Marathon and the Prudential and John Hancock Towers. Continue to Christ the Scientist Church and walk along Commonwealth Avenue, where the monument to Dominic Faustino Sarmiento is located. Then we visit Fenway Park, home of the Red Sox. At Cambridge, we're stopping at MIT and Harvard University. Back in Boston we will tour Beacon Hill, Boston Common, Public Garden and the Massachusetts State House. We’ll finish at Quincy Market, with free time to have lunch and photograph iconic landmarks like Old State House, Faneuil Hall and The Freedom Trail, before heading back to New York.

$130.00

5/5

Half Day(PM) North Fork Private Wine & Food Tour by Local Expert

As local experts, we take the guesswork out of planning your visit to the North Fork of Long Island. We know which venues are the most memorable and which wines are most enjoyable. As a team of passionate locals, we have scoured the area to handpick the best vineyards, restaurants, and hidden gems that you won't find on your average tourist map or group tour. Our expert guides will accompany you every step of the way, providing insider knowledge and fascinating stories about the rich history of the North Fork. Our private slow tour is 100% customizable and is tailored to you and/or your group's interests. Our all-inclusive fee covers all activities, food/wine, gratuities, and transportation for a seamless and memorable experience. Rain or shine.

$439.00

Convenient Mobility Scooter Rental in western Ma and northern CT

Unlock the best of Western Massachusetts & Northern Connecticut! (We will contact you with all the details within 8 hours of your booking.) Don't let mobility concerns limit your adventure. Our premier scooter rental service provides the freedom you need to explore local sights, attractions, and resorts. We handle the logistics so you can focus on enjoying your trip. Seamless Delivery: Your fully-charged, modern scooter is delivered directly to your hotel, resort, or vacation rental—no need to manage transportation or pickup. Ultimate Reliability: Enjoy peace of mind with our meticulously maintained fleet of high-quality 4-wheel scooters, suitable for various terrains and long-range comfort. Continuous Support: We offer 24/7 client support throughout your rental period, ensuring immediate assistance whenever you need it. Flexible Rentals: Rent starts from a minimum of one day, allowing you to tailor mobility to your exact itinerary. Book your freedom today!