The sun drops into a bank of fog over the Pacific, and fifty acres of redwoods on the Gualala Ridge catch the last of the light. Somewhere in those trees stands a stone watchtower, one of more than 30 installations that masons and artists spent two decades building. That ranch leads this issue, and four more estates follow the water from the Jersey Shore to the Sequoia foothills. First, though, find your row in The October Check-In below. It takes thirty seconds. Every estate here starts from $7,100+. | | Featured Estate |  | Gualala, California | Guests 160 • Sleeps 25 • From $7,700+ |
Fifty private acres of redwood forest, open meadow and ocean-facing terraces, threaded with more than 30 large-scale stone installations. Say your vows in the natural redwood cathedral, let cocktail hour wander the art trails, then dance on a handcrafted stone patio. Three on-site stays, including a watchtower yurt, keep your closest people on the ridge all weekend. |
| | The October Check-In | What To Book This Month | Find your wedding season. Your row is this month’s to do list, pulled straight from our free planning checklist. | Fall 2027 or later About a year out Estimate your guest count, tour your shortlist and book the venue. Ask every property for two numbers, how many it sleeps and how many it hosts, because the two are rarely the same. | Summer 2027 Eight to ten months out Book your photographer this month, then your florist and your DJ or band. Order your attire now so alterations never become a spring emergency, and send save the dates. | Spring 2027 Five to seven months out Book catering and your hair and makeup team, order invitations, and put the menu tasting on the calendar. If your venue has a preferred vendor list, start there. | This winter Two to four months out Ask every vendor for a certificate of insurance, order your rings, and confirm the details in writing. Start your vows now. The marriage license comes about 30 days out. | A four page PDF. A venue comparison sheet for your tours, the eight questions to ask before you sign, and all 46 planning steps counted back from your date. |
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| Also By The Water | A boardwalk, a river, a pond and a firepit on the rapids |  | Ocean City, New Jersey Event Guests 50 | Sleeps 20 | From $10,500+ |
Nine bedrooms, one block from the beach and the boardwalk. The English garden takes the vows and first looks, the covered porch takes morning coffee, and beach tags for 20 come with the house. Nobody needs a car all weekend. |
 | Vestal, New York Event Guests 50 | Sleeps 14 | From $9,800+ |
Six bedrooms right on the Susquehanna. Dinner on the deck while the river goes gold, two firepits after dark, and a wedding morning that starts in the sauna or the massage room. Two wineries and downtown Binghamton are an easy drive. |
 | Upton, New York Event Guests 50 | Sleeps 8 | From $7,600+ |
A private pond sits at the center of everything. Coffee at the water on the wedding morning, vows beside it that afternoon, then the firepit, hot tub and year-round sauna once the sun goes down. Built for your inner circle, with room for 50 at the celebration. |
 | Three Rivers, California Event Guests 20 | Sleeps 10 | From $7,100+ |
The South Fork runs right past the stone terrace, so the river handles the background music. A circular firepit on the bank, a river-rock fireplace inside, and Sequoia National Park a short drive away for portraits among the giants. |
| Dreaming of a specific corner of the world? We add estates every month. Tell us where you want to celebrate. Run the numbers with our budget planner or browse every estate. | | From The Journal |  | Found your row above? This is the long version. Six steps from locking in the right property to arriving ready to celebrate, including how to plan where every overnight guest sleeps. Read The Guide → |
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