Things to Do in Guilford Connecticut
Updated June 27, 2024 at 12:11 pm
Discover the top attractions and activities in Guilford, Connecticut, from historical landmarks and scenic parks to charming shops and local dining spots.

Discovering the Historic Town Green
One of the main attractions in Guilford, Connecticut, is the Historic Town Green. This central space is not only picturesque but also rich in history.
The Town Green is surrounded by stunning colonial-era architecture that transports you back in time. It’s delightful to walk around and take in the beautiful surroundings.
Throughout the year, the Green hosts various events such as farmer’s markets, fairs, and concerts. These events offer great opportunities to immerse yourself in local culture.
Strolling around the Green, you might come across all sorts of local vendors selling fresh produce, baked goods, and handcrafted items. It’s definitely worth checking out if you’re in town.
Pro tip: Visit during the spring or summer when the weather is perfect for outdoor events and the trees around the Green are in full bloom.
Exploring the Henry Whitfield State Museum
If you have an interest in history, the Henry Whitfield State Museum is a must-visit. This is Connecticut’s oldest house and New England’s oldest stone house.
The museum offers a fascinating look into early colonial life with well-preserved artifacts and informative exhibits. You’ll leave with a deep appreciation for the area’s history.
Visitors have noted that the guided tours are particularly enlightening. The guides are knowledgeable and passionate, making your visit both educational and enjoyable.
Don’t forget to check out their gift shop. It’s said that they offer unique books and local crafts that make perfect souvenirs or gifts.
Relaxing on Jacobs Beach
If you’re looking to unwind, head over to Jacobs Beach. This beautiful spot offers stunning views of the Long Island Sound and is perfect for a leisurely afternoon.
The beach is equipped with amenities such as picnic tables and BBQ grills, making it ideal for family outings or gatherings with friends. You might enjoy a peaceful day here.
The beach is generally less crowded compared to some other nearby beaches, offering a more serene experience. It’s great if you’re looking to escape from the hustle and bustle.
It’s advisable to visit early in the morning or late afternoon for the best experience. During these times, the weather is cool, and the beach is calmer.
Dining at Guilford Mooring Restaurant
When it comes to dining, the Guilford Mooring Restaurant is a local favorite. This waterfront eatery serves a variety of seafood dishes that are sure to tantalize your taste buds.
Many people rave about their lobster rolls, which are generously filled and cooked to perfection. It’s a highly recommended dish if you’re a seafood lover.
The restaurant offers both indoor and outdoor seating, allowing you to enjoy your meal with a view of the marina. It’s a lovely spot for a romantic dinner or a casual lunch.
They have a fantastic selection of local craft beers and wines. Pairing your meal with a drink from their menu can elevate your dining experience.
Enjoying a Hike in Westwoods Trails
For those who enjoy outdoor activities, Westwoods Trails is a treasure. This extensive trail system covers nearly 39 miles of diverse terrains, including rocky landscapes and serene woodlands.
The trails are well-marked and offer various difficulty levels, catering to both novice hikers and experienced trekkers. It’s perfect for a weekend adventure.
Many hikers point out that the trails are typically less crowded than other hiking spots, giving you a more private and peaceful experience. It’s really a gem for nature enthusiasts.
While hiking, you might encounter beautiful wildlife and various points of scenic interest such as waterfalls and caves. It’s definitely a place where you could spend hours exploring.
Shopping at The Marketplace at Guilford Food Center
Single-store shopping can also be found at The Marketplace at Guilford Food Center. This local store offers a variety of gourmet foods, fresh produce, and artisanal goods.
It’s a fun place to browse and pick up unique items that you might not find in larger stores. Plus, supporting local businesses is always a positive choice.
The sandwiches and baked goods available at their deli counter come highly recommended. Many locals appreciate the quality and freshness of the food.
It’s suggested that you visit earlier in the day to avoid the lunchtime rush and to get the best selection of baked goods.
Visiting the Bishops Orchards Farm Market & Winery
No visit to Guilford would be complete without a trip to Bishops Orchards Farm Market & Winery. This family-owned establishment has been around for over a century.
The farm market offers an array of fresh fruits, vegetables, and locally made products. It’s a treat to visit, especially during apple-picking season.
In addition to the market, Bishops Orchards operates a winery that produces a variety of wines. Sampling their wines can be an enjoyable way to spend an afternoon.
Reviews often highlight the friendly staff and the exceptional quality of the products. It’s a wonderful place to visit alone or with family.
Attending the Guilford Fair
One of the most anticipated events in the area is the Guilford Fair. Held annually in September, this fair has something for everyone.
The fair features live music, thrilling amusement rides, and an array of food vendors. It’s easy to spend an entire day enjoying all the attractions.
There are also livestock exhibitions and agricultural displays that provide a glimpse of the region’s rich farming heritage. Kids particularly enjoy these interactive exhibits.
Attendees often praise the friendly atmosphere and the variety of activities available. It’s a beloved event that brings the community together every year.
Exploring the Pine Orchard Yacht & Country Club
For a more luxurious experience, the Pine Orchard Yacht & Country Club is worth exploring. This private club offers amenities like a golf course, tennis courts, and a marina.
Membership gives you access to top-notch facilities and a calendar full of social events. It’s often said that the club is a hub for socializing and networking within the community.
It’s an elegant place to relax and enjoy leisure activities. The stunning views of the water and lush landscapes add to the appeal of the club.
If you’re considering membership, it’s suggested to visit and see what they offer first-hand. Many find it to be a worthwhile investment in their lifestyle.
Exploring Local Breweries
If you’re a fan of craft beer, then visiting some local breweries should be on your list. Brewhouse historical ale is a must-visit spot for those who enjoy a good pint.
The brewery offers a range of unique beers, each brewed with care and creativity. It’s a fantastic place to try new flavors and enjoy a relaxed atmosphere.
It’s often highlighted how welcoming the staff is. They’re always happy to chat about the brewing process and help you choose a beer that suits your taste.
Best time to visit is during the weekend when they have live music and sometimes even food trucks. It makes for a fun and enjoyable outing.
Relaxing with a Yoga Session at Solstice Power Yoga
After a day of exploring, a relaxing yoga session might be just what you need. Solstice Power Yoga offers a variety of classes suitable for all levels.
Yoga enthusiasts often praise the instructors for their professional yet welcoming approach. The studio provides a peaceful environment to practice yoga and meditation.
If you’re new to yoga, they offer beginner classes that can help you get started on your wellness journey. It’s said to be a supportive space for learning and growth.
Check their schedule online and book a class that fits your itinerary. It’s a great way to unwind and recharge.
Recommendations for Outdoor Gear
If you’re planning on exploring the hiking trails or enjoying the beaches, having the right gear is essential. Some of the highly recommended outdoor gear includes products like Columbia hiking boots.
These boots are praised for their comfort and durability. Reviewers often highlight that they provide great support and are ideal for long hikes.
They also have waterproof features, which can be crucial if you’re exploring areas with streams or wet conditions.
Another popular item is the YETI cooler. It’s said that these coolers keep your food and drinks cold for extended periods, making them perfect for beach outings or picnics.
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Unwinding with a Visit to Guilford Free Library
If you’re looking for a quiet and reflective space, the Guilford Free Library is a wonderful place to unwind. This local favorite has a rich collection of books and a cozy reading environment.
The library hosts various community events such as book clubs, workshops, and children’s storytime. You might find something that piques your interest on their event calendar.
Many patrons appreciate the friendly staff and the well-maintained facilities. It’s a great spot for both learning and relaxation.
The library is also known for its excellent selection of local history books and resources. It’s said to be an invaluable asset for anyone interested in the town’s heritage.
Exploring the Guilford Art Center
For art enthusiasts, the Guilford Art Center offers a cultural escape. This nonprofit organization aims to enrich the local community through visual arts.
The center features various art exhibitions showcasing both local and national artists. It’s a great place to get inspired and see original artworks.
The art center also offers classes and workshops in different mediums such as pottery, painting, and jewelry making. These are perfect for anyone looking to pick up a new hobby or improve their skills.
Visitors often highlight the welcoming atmosphere and the knowledgeable instructors. It’s a beneficial resource for both beginners and seasoned artists.
Shopping at The Greene Art Gallery
If you’re interested in purchasing unique artworks, The Greene Art Gallery is worth a visit. This gallery features a curated collection of local and regional artists.
Many visitors appreciate the diverse range of art on display, from traditional paintings to contemporary sculptures. You’ll find something that resonates with your taste.
The staff at The Greene Art Gallery are known for their friendly and helpful demeanor. They’re always ready to assist with any questions or provide information about the artists.
It’s a great place to support local artists and perhaps take home a piece of Guilford’s artistic talent.
Visiting the Hyland House Museum
Continue your historical journey with a visit to the Hyland House Museum. This well-preserved colonial house dates back to the 17th century.
The museum offers guided tours that provide insights into the daily lives of early settlers. You’ll get a sense of life during colonial times through their exhibits and artifacts.
Reviews often mention the knowledgeable guides who make the history come alive with their engaging storytelling. It’s an educational yet enjoyable experience.
The museum also hosts special events and reenactments, adding a lively element to your visit. It’s a gem for history buffs and families alike.
Enjoying the Outdoors at Chaffinch Island Park
For more outdoor exploration, Chaffinch Island Park is a serene destination packed with natural beauty. It’s ideal for picnics, fishing, and leisurely walks.
People often praise the park’s well-maintained trails and the stunning views of the coastline. It’s a perfect spot for a relaxing afternoon.
The park features picnic tables and benches, making it a great place for a family outing. You might find it to be a peaceful retreat from the more crowded attractions.
Visitors recommend bringing a camera, as the park offers excellent opportunities for photography, especially during sunrise and sunset.
Treating Yourself at Perk on Church
If you’re in the mood for a delightful coffee break, Perk on Church is a cozy café located in the town center. It’s the perfect spot to relax with a hot cup of coffee or tea.
Locals love this spot for its warm atmosphere and friendly staff. The café offers a variety of drinks, pastries, and light bites.
The outdoor seating area provides a lovely ambiance during the warmer months. You might find it an excellent place to unwind or catch up with friends.
They even have a selection of local treats and baked goods, adding a special touch to your visit.
Exploring the Guilford Farmers Market
The Guilford Farmers Market is a fantastic way to experience the town’s local flavors. Held weekly, this market features a range of fresh produce, homemade goods, and artisanal crafts.
It’s said that the vendors are friendly and offer high-quality products. Many locals make it a regular stop for their grocery shopping.
There’s also live music and special events that add to the vibrant atmosphere. It’s a fun outing for the entire family.
Visiting early in the day is recommended to get the best picks of the fresh produce and baked goodies.
Experiencing the Guilford Performing Arts Festival
Guilford is home to an active arts scene, and the Guilford Performing Arts Festival is a key highlight. Held biennially, this festival features performances from a range of genres including theater, music, and dance.
Attendees often praise the high quality of the performances and the community spirit that the festival fosters. It’s an excellent way to celebrate the town’s artistic talents.
The festival spans multiple days and venues, offering something for everyone to enjoy. You might find yourself coming back day after day for different shows.
It’s recommended to check the schedule in advance and get your tickets early, as some performances tend to sell out quickly.
Savoring Ice Cream at Ashley’s Ice Cream
For a sweet treat, head over to Ashley’s Ice Cream. This local favorite serves a variety of delicious handmade ice creams.
People often rave about the rich flavors and creamy textures. The shop offers both classic and unique flavors, ensuring there’s something for everyone.
The welcoming ambiance and friendly staff add to the charm of this place. It’s an excellent stop to cool down during a warm day.
Visitors recommend trying their homemade waffle cones for an extra special treat. It’s a delightful experience for both kids and adults.
Tasting Craft Brews at Duvig Brewing Company
If you enjoy craft beers, a visit to Duvig Brewing Company is a must. This local brewery offers a rotating selection of small-batch brews.
Visitors often highlight the brewery’s easygoing atmosphere and the quality of the beer. It’s a fantastic spot to relax and enjoy a pint.
The brewery also hosts events such as trivia nights and live music, making it a lively place to visit. You might find yourself spending several hours here.
They offer tasting flights, which is a great way to sample multiple brews and find your favorite. It’s highly recommended by locals and visitors alike.
Shopping for Local Crafts at Mix Design Store
For unique gifts and souvenirs, the Mix Design Store is a must-visit. This boutique shop offers a curated selection of home décor, jewelry, and handmade crafts.
Shoppers often praise the store for its excellent collection of one-of-a-kind items. It’s a fantastic place to find presents for loved ones or to treat yourself.
The friendly staff can help you pick out the perfect item, whether you’re looking for something specific or just browsing. It’s a pleasant shopping experience.
Support local artisans and bring a piece of Guilford home with you from this lovely boutique.
Recommending Hiking Gear for Your Adventures
Before embarking on your outdoor adventures, having the right gear is essential for comfort and safety. One of the top recommendations is the Osprey Daylite Plus Daypack.
This backpack is known for its durability and lightweight design. It’s perfect for day hikes and can comfortably carry your essentials.
Reviewers often mention the convenience of its multiple pockets and hydration compatibility. It’s useful for staying organized and hydrated on long hikes.
Another recommended item is the Black Diamond Trekking Poles. They provide excellent stability, particularly on uneven terrains.
These poles are adjustable and lightweight, making them easy to carry. Users have found them helpful for reducing strain on their knees during challenging hikes.
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Experiencing the Comfort of Local Accommodations
If you’re planning to stay overnight, Guilford offers several charming accommodations. The Comfort Inn is a popular choice for its convenient location and comfortable rooms.
Guests often highlight the hotel’s excellent service and amenities. It’s a great option for both short and extended stays.
The Guilford Suites, another recommendation, offers spacious rooms and a homely atmosphere. It’s a good fit for families or those who prefer a more private setting.
Both accommodations provide easy access to the town’s main attractions, making your stay more enjoyable and hassle-free.
Finding Hidden Gems and Unexplored Spots Nearby
If you enjoy discovering hidden gems, you might want to explore spots near Guilford. One such treasure is the Thimble Islands, a short drive away in Branford.
The Thimble Islands are a picturesque archipelago, which you can explore via boat tours. It’s a tranquil escape and offers stunning scenic views.
Some locals recommend taking a guided tour to learn about the islands’ interesting history and folklore. It’s an enriching experience.
Another nearby hidden gem is Chatfield Hollow State Park. This serene park offers hiking trails, picnic areas, and a swimming pond.
Searching for Unique Finds at Guilford’s Antique Shops
If you love antiques, Guilford has a variety of antique shops that are perfect for a day of treasure hunting. The Hen & Heifer is one such shop, known for its diverse collection of antique furniture, vintage jewelry, and rare collectibles.
Shoppers often rave about the unique items they find and the friendly, knowledgeable staff. It’s a delightful place to explore and find something special.
Another must-visit is the Past Antiques Market. This large shop features vendors offering an array of antiques and vintage items, from old books to retro kitchenware.
It’s easy to spend hours browsing and enjoying the nostalgia of days gone by. Many recommend visiting the shops earlier in the day for the best selection.
Attending Seasonal Events and Festivals
Guilford hosts a variety of seasonal events and festivals throughout the year. One popular event is the annual Christmas Tree Lighting on the Town Green, which brings the community together for a festive celebration.
The event features caroling, hot cocoa, and a visit from Santa Claus. It’s a heartwarming way to kick off the holiday season.
Another beloved event is the Old House Tour, held every June. This self-guided tour allows you to explore some of Guilford’s historic homes, each beautifully preserved and full of charm.
Locals and visitors alike enjoy these events, which foster a strong sense of community and offer a glimpse into the town’s rich heritage.
Tips for Maximizing Your Visit
To make the most of your trip to Guilford, consider visiting during the spring or fall. These seasons offer pleasant weather and beautiful scenery, making outdoor activities more enjoyable.
Many people find that weekdays are less crowded, allowing for a more peaceful experience. You’ll have more time to explore and truly appreciate your surroundings.
Checking local websites and social media pages for updates on events and special offers can also enhance your visit. You might find discounts or discover new activities to enjoy.
Finally, don’t hesitate to ask locals for recommendations. They often have the best insights into hidden gems and must-see spots around town.
Enjoying the Ashley’s Ice Cream Experience
If you have a sweet tooth, Ashley’s Ice Cream is a must-stop. This beloved local ice cream shop offers a variety of unique flavors that appeal to all ages.
Many patrons rave about their classic and innovative flavors, crafted with high-quality ingredients. The rich and creamy texture is a hit among ice cream lovers.
The shop also offers vegan and dairy-free options, making it an inclusive treat destination for everyone. You’ll find something to satisfy your cravings.
Ashley’s is especially popular among families and is known for its friendly service. The relaxed atmosphere makes it a perfect spot for a leisurely dessert break.
Pro tip: Try their homemade waffle cones for an extra delicious experience. The combination of fresh, crispy cones with their flavorful ice cream is simply irresistible.
Exploring the Guilford Keeping Society
The Guilford Keeping Society is dedicated to preserving the town’s rich history and heritage. Visiting this historical society offers a chance to delve deeper into Guilford’s past.
The society operates several historic sites and museums, including the Thomas Griswold House Museum and the Medad Stone Tavern Museum. Each offers a unique glimpse into colonial life.
Guests often commend the knowledgeable volunteers who provide engaging and informative tours. It’s a learning experience that’s both educational and enjoyable.
The society also organizes special events and programs throughout the year. These events are a great way to immerse yourself in the local history and community spirit.
Consider becoming a member to support their efforts and gain access to exclusive member-only events and benefits. It’s a meaningful way to contribute to preserving Guilford’s heritage.
Rejuvenating with Spa Services at New Image Spa
After a day of sightseeing and activities, a visit to New Image Spa might be just what you need. This local spa offers a range of services designed to rejuvenate and relax.
From massages to facials, New Image Spa provides treatments that cater to both your physical and mental well-being. Visitors often report feeling refreshed and revitalized after their sessions.
Many clients praise the skilled therapists and the serene atmosphere of the spa. It’s a wonderful spot to unwind and escape from the daily stresses of life.
Be sure to book your appointment in advance, as the spa can get busy, especially during weekends. A little pampering can go a long way in enhancing your overall Guilford experience.
Finding Inspiration at the Guilford Poets Guild
For literary enthusiasts and aspiring poets, the Guilford Poets Guild is a significant part of the local arts scene. This community of poets shares a passion for writing and literature.
The guild hosts regular readings, workshops, and events, providing a platform for poets to share their work and connect with others. It’s a vibrant and supportive group.
Attending one of their events can be an inspiring experience. You’ll get to hear diverse voices and styles, which might spark your own creative writing endeavors.
Locals often appreciate the sense of community and encouragement found within the guild. It’s a delightful way to engage with the local literary culture.
Delving into Local Culinary Delights
Guilford offers a delightful array of dining options that cater to various tastes and preferences. Whether you’re looking for a casual bite or a fine dining experience, you’ll find it here.
Many locals recommend Soundview Family Restaurant for its hearty meals and cozy ambiance. Known for its classic American cuisine, it’s a great spot for breakfast or lunch.
For a more upscale experience, Ballou’s Restaurant & Wine Bar is highly regarded. This establishment serves exquisite dishes paired with a fine selection of wines.
It’s said that the seafood dishes at Ballou’s are exceptional, making it a top choice for seafood lovers. The intimate setting and attentive service add to the charm of the restaurant.
If you’re in the mood for international flavors, Ayuthai offers a taste of Thailand right in the heart of Guilford. The restaurant is praised for its authentic dishes and inviting atmosphere.
The variety of dining options ensures that food lovers will have a memorable culinary experience in Guilford. Each restaurant has its unique appeal, contributing to the town’s vibrant food scene.
Experiencing the Beauty of the Guilford Green
The Guilford Green is undoubtedly one of the town’s highlights, offering a central hub for community activities and leisurely strolls. This historic green is surrounded by colonial-era buildings, providing a charming backdrop.
Throughout the year, the green hosts various events such as farmer’s markets, outdoor concerts, and seasonal festivals. It’s a picturesque spot where you can truly soak in the local atmosphere.
Many recommend taking a leisurely walk around the green to appreciate the beautiful scenery and historical significance. It’s a relaxing way to spend a few hours.
If you visit during the warmer months, you’ll likely encounter local vendors selling fresh produce, baked goods, and handcrafted items. It’s a great opportunity to support local businesses.
Spring and summer are the best times to visit the Guilford Green, as the weather is typically pleasant, and the greenery is in full bloom. It’s a quintessential part of the Guilford experience.
Recommending Photography Gear for Your Visit
If you’re planning to capture the scenic beauty of Guilford, having the right photography gear is essential. One highly recommended item is the Canon EOS Rebel T7i DSLR Camera.
This camera is praised for its user-friendly interface and impressive image quality. It’s a great choice for both beginners and experienced photographers.
Reviewers often highlight its fast autofocus and versatile shooting modes. These features make it suitable for various photography styles, from landscapes to portraits.
Another useful accessory is the Manfrotto Compact Action Tripod. This tripod is lightweight and easy to carry, making it ideal for outdoor photography sessions.
It’s known for its stability and ease of use, ensuring that you can capture sharp and steady shots. Many photographers find it to be a reliable companion for their adventures.
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Planning Your Visit with Helpful Tips
To make the most of your visit to Guilford, consider planning your trip during the off-peak times. Weekdays are generally less crowded, allowing you to explore the attractions at a more relaxed pace.
Checking local websites for event updates and special offers can also enhance your experience. You might find discounts or discover new activities to enjoy during your stay.
Another tip is to engage with the locals for recommendations. They often have the best insights into hidden gems and must-see spots around town.
Finally, ensure you have comfortable clothing and footwear, especially if you plan to explore the outdoor attractions. The right gear can make a significant difference in your overall experience.
Whether you’re visiting for a day or staying longer, these tips can help you maximize your enjoyment and create lasting memories in Guilford.

Avery Ingram
Contributor