Things to Do in Oxford Connecticut

Explore the Oxford Historical Society

One of the most enriching things to do in Oxford, Connecticut, is to visit the Oxford Historical Society. This non-profit organization is dedicated to preserving the town’s rich history.

The Homestead of Dr. David Hoadley is a popular spot, home to historic artifacts and exhibits that unravel the town’s past.

Visitors often marvel at the well-preserved architecture of the late 18th-century buildings and enjoy guided tours.

If you are passionate about local history, then the Oxford Historical Society offers a deeply informative experience.

Hike at Southford Falls State Park

Nature enthusiasts will love spending time at Southford Falls State Park. With its scenic views and expansive trails, this park offers a perfect getaway.

You can hike along the trails and witness the beauty of the falls or even have a peaceful picnic by the water.

It’s best to visit during weekdays if you wish to avoid weekend crowds. The park offers ample opportunities for birdwatching, fishing, and even cross-country skiing during the winter months.

If you’re wondering what to bring along, a good pair of hiking boots is essential for navigating the trails. One highly recommended option is the Merrell Moab 2 Waterproof Hiking Shoes.

Pros

• Comfortable and durable
• Waterproof
• Good traction

Cons

• Slightly pricey
• Requires breaking in

Visit Jackson Cove Town Park

Jackson Cove Town Park is another gem in Oxford where you can enjoy a multitude of activities. This park is a great spot for both residents and visitors, offering swimming, boating, and picnicking facilities.

The park is especially popular during the summer, so it’s wise to arrive early to secure a good spot.

For a relaxing day out, bring along a portable grill like the Weber Q1200, which many find ideal for park picnics.

Pros

• Compact and portable
• Excellent heat control
• Easy to clean

Cons

• Smaller grilling area
• Expensive for its size

Enjoy Wine Tasting at Sunset Meadow Vineyards

If you enjoy wine, a trip to the Sunset Meadow Vineyards in nearby Goshen is a must. The vineyard offers a beautiful setting and fantastic wines.

The tasting room is warm and inviting, and the staff are knowledgeable, making it a delightful experience.

Plan your visit during the fall to witness the amazing foliage views while sipping on a glass of their award-winning wines.

Bringing along a good wine tote like the Tirrinia 4-Bottle Wine Carrier can make your visit even more enjoyable.

Pros

• Insulated to keep wine cool
• Durable and easy to carry
• Holds multiple bottles securely

Cons

• Limited color options

Relax at the Homestead Farm Market

The Homestead Farm Market is an excellent spot for fresh produce and local goods. Open year-round, it’s a great place to find seasonal fruits, vegetables, and unique homemade items.

Weekends are a bit busier, so weekdays visits offer a more relaxed shopping experience.

Locals rave about their baked goods, especially the pies, which are a must-try on your visit.

Have Fun at Quassy Amusement Park

If you’re looking for family-friendly entertainment, Quassy Amusement Park in nearby Middlebury is a fantastic destination. This historic park offers a variety of rides and attractions for all ages.

From thrilling roller coasters to gentle kiddie rides, there is something for everyone. The park also has a water park with slides and a splash pad, making it a perfect summer outing.

Weekdays are generally less crowded, so plan your visit accordingly to avoid long lines and enjoy more ride time.

Don’t forget to bring sunscreen and a good water bottle to stay hydrated while exploring all the fun activities. One option to consider is the Hydro Flask Standard Mouth Water Bottle.

Pros

• Excellent insulation keeps drinks cold for hours
• Durable and long-lasting
• Available in various sizes and colors

Cons

• A bit pricey
• Standard mouth makes it slightly harder to clean

Stroll Through Oxford Farmers Market

Another delightful way to spend your time in Oxford is by visiting the Oxford Farmers Market. Held every Thursday, this market is a treasure trove of fresh produce, handcrafted goods, and local delicacies.

It’s an excellent place to grab some fresh veggies for dinner or a unique artisan gift.

The atmosphere is relaxed, and you can often enjoy live music while strolling through the market.

Consider taking along a sturdy reusable market bag like the VENO 2 Pack Reusable Shopping Grocery Bag for convenience.

Pros

• Spacious and durable
• Water-resistant
• Collapsible for easy storage

Cons

• Limited color options

Explore the Housatonic River

Outdoor adventure seekers will appreciate the activities offered along the Housatonic River, which borders Oxford.

Kayaking and canoeing are some of the best ways to explore the river’s serene landscapes.

There are several local outfitters that offer kayak rentals, making it easy to get started even if you don’t own one.

If you are new to kayaking or canoeing, the Intex Explorer K2 Kayak is an excellent beginner-friendly option.

Pros

• Lightweight and portable
• Easy to inflate and deflate
• Comfortable seating

Cons

• Not suitable for advanced kayak excursions
• Can be susceptible to punctures

Dine at Brookside Inn Restaurant

No visit to Oxford is complete without indulging in a meal at the Brookside Inn Restaurant. This beloved local eatery offers delicious American cuisine with a focus on fresh, locally-sourced ingredients.

Whether you’re in the mood for a juicy steak or a fresh seafood dish, their extensive menu has something to satisfy every palate.

The ambiance is cozy and inviting, making it a great spot for both family dinners and romantic dates.

For dessert, make sure to try their homemade pies, which are a hit with both locals and visitors alike.

Enjoy a Day at Kettletown State Park

For those who love the great outdoors, Kettletown State Park offers a wide range of activities including hiking, fishing, and camping. The park’s scenic trails are perfect for a day hike, providing beautiful views of Lake Zoar and the surrounding forest.

Fishing enthusiasts will appreciate the lake’s stocked waters, which are home to a variety of fish species.

During the warmer months, the swimming area is a popular spot for cooling off.

If you plan to camp, bringing a reliable tent like the Coleman Sundome Tent can enhance your experience.

Pros

• Easy setup
• Weather-resistant
• Good ventilation

Cons

• Limited space for taller campers
• Basic features

Participate in the Oxford Strawberry Festival

The annual Oxford Strawberry Festival is a fun event that you won’t want to miss. Held every June, this festival celebrates the town’s agricultural heritage with strawberry-themed activities and food.

From strawberry shortcake to strawberry jam, the festival is a paradise for fruit lovers.

The event also features live entertainment, games, and local craft vendors.

It’s an excellent opportunity to support local farmers and artisans while enjoying a day of family fun.

Explore Rockhouse Hill Sanctuary

Nature lovers will appreciate the tranquility found at Rockhouse Hill Sanctuary. This natural area offers a network of trails that wind through diverse habitats, including forests and wetlands.

It is an ideal spot for hiking and birdwatching, offering a peaceful retreat from the hustle and bustle of daily life.

The trails are well-marked, making it easy to navigate even for those new to hiking.

To fully immerse yourself in the experience, consider bringing along binoculars like the Celestron Nature DX 8×42 for birdwatching.

Pros

• Sharp and clear optics
• Durable and waterproof
• Reasonably priced

Cons

• Slightly heavier than other models
• Minimal color options

Take a Scenic Drive on Route 67

A scenic drive on Route 67 is a fantastic way to experience the picturesque beauty of Oxford, Connecticut.

This winding route will take you through charming towns and beautiful countryside, making for the perfect leisurely drive.

Stop at the various scenic overlooks along the way to take in the stunning views and capture some memorable photographs.

It’s especially breathtaking during the fall when the foliage bursts into vibrant colors.

To enhance your driving experience, consider installing a quality dash cam like the Vantrue N4 3 Channel Dash Cam.

Pros

• Front, rear, and interior recording
• Excellent night vision
• Loop recording and parking mode

Cons

• Higher price point
• Requires a constant power source for parking mode

Attend a Performance at the Oxford Center Firehouse Theater

The Oxford Center Firehouse Theater is a wonderful local venue for live performances.

From community theater productions to intimate concerts, there’s always something engaging on the schedule.

The theater’s cozy atmosphere makes for an enjoyable and personal experience.

Check their schedule ahead of your visit to secure tickets for a show that interests you.

Participate in Local Community Events

Oxford hosts a variety of community events throughout the year. These events are perfect for experiencing the local culture and meeting residents.

Events such as the Oxford Annual Town Picnic and Fireworks are great opportunities for family fun.

During the winter, the town’s Holiday Festival features beautiful lights, festive activities, and even a visit from Santa Claus.

These events often include live music, delicious food, and various vendors.

Visit the Oxford Arts Center

The Oxford Arts Center is a cultural hub that showcases local artists and offers a variety of art classes.

It’s a great place to appreciate the local art scene and perhaps pick up a new hobby.

Visitors can wander through the gallery to view rotating exhibits and attend workshops to learn new skills.

If you enjoy art, this is definitely a place you’ll want to check out.

Explore Oxford’s Nearby Hidden Gems

If you are up for a short drive, exploring the nearby hidden gems in Rhode Island can be a delightful addition to your itinerary.

Visiting these unique and unexplored spots can offer an exciting blend of adventure and tranquility.

Whether you’re interested in a secluded beach or a less-traveled hiking trail, Rhode Island has much to offer right around the corner from Oxford.

Stay at a Quaint Bed and Breakfast

Your visit to Oxford can be even more memorable by staying at a local bed and breakfast.

These cozy establishments often offer personalized service and a charming atmosphere that larger hotels might lack.

Enjoy a delicious homemade breakfast before heading out to explore the town.

For a comprehensive list of highly-rated options, consider checking out these highly rated establishments in the surrounding area.

Sample Local Cuisine at Oxford’s Eateries

Oxford boasts a variety of dining options that cater to all tastes.

From casual cafes to upscale restaurants, you’ll find something to satisfy your cravings.

For a hearty breakfast, visit the popular Rise & Dine Café, known for its delicious pancakes and friendly service.

For dinner, the Chartwell House offers a fine dining experience with an emphasis on seafood and steak dishes.

Don’t forget to save room for dessert, as the dessert bars at these restaurants are truly exceptional.

Relax at Lake Zoar

Lake Zoar is a beautiful spot for a relaxing day on the water.

You can rent a kayak, paddleboard, or simply lounge by the shore.

The lake is also a popular fishing spot, with a variety of fish species to catch.

If you plan on spending the day, make sure to pack a picnic and enjoy it in one of the scenic spots around the lake.

Experience the Freshness at Local Farmer’s Markets

Oxford Farmers Market isn’t the only place where you can enjoy fresh produce and local goods.

You might also want to consider visiting some of the top farmers markets in neighboring Rhode Island for a wider selection.

These markets offer organic selections and are a haven for foodies and health-conscious individuals.

They are also great places to find organic produce, homemade goods, and unique crafts.

Catch a Movie at an Outdoor Cinema

During the summer, outdoor movie nights are a popular activity in Oxford.

The local parks often host these events, bringing the community together for a fun-filled evening under the stars.

Bring your blanket or lawn chair, some snacks, and enjoy a classic film in a beautiful outdoor setting.

Savor Ice Cream at Rich’s Farm Ice Cream Shop

End your day on a sweet note with a visit to Rich’s Farm Ice Cream Shop.

This local favorite offers a variety of delicious, homemade ice cream flavors that everyone will love.

Whether you prefer classic vanilla or something more adventurous like maple bacon, there’s something for everyone.

It’s a perfect spot to relax and enjoy a treat after a day of exploring Oxford.