Essex Steam Train & Riverboat
1 Railroad Ave.
Essex, CT 06426
All aboard the most memorable train ride of your life. Choose from two romantic options to ask the love of your life for their hand in marriage. The first option is the 2.5-hour fall foliage tour on the train and riverboat. Enjoy a ride through the Connecticut River Valley in vintage train coaches followed by a smooth ride on the Becky Thatcher Riverboat. Daytime time slots are available for this tour. The second option takes place in the evening, combining a romantic train ride with dinner. The Essex Clipper includes a 2.5-hour train ride with a four-course meal provided. Either option is a unique way to propose.
1339 Whirlwind Hill Rd.
Wallingford, CT 06492
Sitting on top of a hill in Wallingford, Gouveia Vineyard provides spectacular views year round. When you think of fall in New England, this vineyard is the perfect place to get foliage views. Plan for a sunny daytime proposal or catch the sunset later in the day. Gouveia allows visitors to bring their own food. Pack a meal or appetizers to eat indoors, outside on the lawn or at picnic tables, or escape to the more private area of the lake. You will be celebrating the thought of spending the rest of your lives together while sipping one of these delicious wines.
200 Mt Carmel Ave.
Hamden, CT 06518
For the athletic and outdoor type, plan a hike up one of the many trails at Sleeping Giant. Choose from the tower path, a direct trail that leads to the stone tower. At the top, you will have views of New Haven County and even Long Island Sound, or you can climb into the tower. You can also choose to hike a more private trail for seclusion from other hikers. Your significant other will fall in love with the breathtaking views, crisp air and surprise of a lifetime. Take a picture of the exact location of your proposal for special memories or to revisit from time to time.
Related: Top Spots In Connecticut To Propose
River Quest Sunset Cruise
Little Meadow Rd.
Haddam, CT 06426
Pop the question while cruising down the Connecticut River on a sunset cruise. River Quest has public or private sunset cruises on its 64-foot vessel. Reservations are required. Gather friends and family to join in on the surprise for a large group rate or rent a private charter. An alternative and more affordable option is the $30-per-person public cruise. Pack a picnic basket with your favorite foods and wine. As you cruise down the Connecticut River at sunset, you will have Kodak moment views of the foliage from the water.
Fairview Tree Farm
486 Walnut Tree Hill Rd.
Shelton, CT 06484
This autumn, the Fairview Tree Farm is hosting hayrides. These hayrides are available for large groups or private rentals. Get cozy with a blanket along the 1.5-mile hayride. Travel to a pumpkin patch to find the perfect pumpkin to take home. Maybe the best pumpkin your significant other finds has a ring on it or is carved with the phrase “Will you marry me?”
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Kimberly Ord is a freelance writer and lifetime resident of Connecticut. Her work can be found at Examiner.com.