Old Saybrook is a charming coastal town located in Middlesex County, Connecticut. With its scenic views of Long Island Sound and historic New England architecture, Old Saybrook is a popular destination for those seeking a luxurious and relaxing getaway.

Best Choice of Shopping

  1. Tanger Outlets at Foxwoods - an upscale outlet shopping destination with designer brands such as Coach, Polo Ralph Lauren, and Kate Spade.
  2. Clinton Crossing Premium Outlets - an outdoor shopping center with high-end brands such as Burberry, Michael Kors, and Armani.
  3. Westfarms Mall - a premier shopping center with luxury brands such as Gucci, Louis Vuitton, and Tiffany & Co.
  4. The Shops at Yale - a collection of upscale shops and boutiques featuring designer brands such as Lululemon, Warby Parker, and J.Crew.
  5. Blue Back Square - an outdoor shopping center in West Hartford with luxury brands such as Crate & Barrel, Anthropologie, and Fleming's Prime Steakhouse.

Most Luxurious Hotels

  1. Saybrook Point Resort & Marina - a luxurious waterfront hotel with elegant accommodations, a full-service spa, and fine dining.
  2. The Griswold Inn - a historic hotel with charming guest rooms, a cozy tavern, and a menu featuring classic New England fare.
  3. The Saybrook at Haddam - a luxury boutique hotel with beautifully appointed guest rooms and suites, a spa, and a farm-to-table restaurant.
  4. Copper Beech Inn - a charming country inn with elegant guest rooms, a full-service restaurant, and a peaceful setting.
  5. Water's Edge Resort & Spa - a coastal resort with luxurious guest rooms, a full-service spa, and multiple dining options.

Excellent Dining

  1. Fresh Salt - a farm-to-table restaurant located at Saybrook Point Resort & Marina, offering seasonal menus and waterfront views.
  2. Liv's Oyster Bar - an upscale seafood restaurant with a raw bar and a menu featuring fresh, local ingredients.
  3. The Copper Beech Inn Restaurant - a fine dining establishment with a menu featuring locally-sourced ingredients and a wine list with over 400 selections.
  4. River Tavern - an elegant restaurant with a menu featuring seasonal New England fare and an extensive wine list.
  5. La Foresta - an upscale Italian restaurant with a romantic atmosphere, a menu featuring fresh pasta and seafood, and an extensive wine list.

World Class Residences

  1. North Cove Landing - an exclusive waterfront community with luxurious homes and access to the Connecticut River.
  2. Chalker Beach - a prestigious beach community with luxurious homes and private beach access.
  3. Fenwick - a private community with luxurious homes, golf course access, and private beach access.
  4. Cornfield Point - a waterfront community with luxurious homes and private beach access.
  5. Old Saybrook Colony - an exclusive beach community with luxurious homes and private beach access.
Fantastic Opportunity to Rent for the month of July in Fabulous Fenwick !
$40,000
Courtesy of Re/Max Valley Shore
Summer 2026 June, July, Aug, Sept This beautiful property is a direct waterfront, 4 bedroom, one level home situated on a sandy beach in a private association.
$18,000
Courtesy of William Pitt Sotheby's Int'l
The Iconic 2 Point Road Old Saybrook.
$18,000
Courtesy of William Pitt Sotheby's Int'l
Escape to the serene shores of Long Island Sound with this exquisite six week summer rental in the coveted Fenwick area of Old Saybrook, Connecticut.
$12,000
Courtesy of William Pitt Sotheby's Int'l
Welcome to your perfect summer getaway in picturesque Old Saybrook !
$6,000
Courtesy of William Raveis Real Estate
Check our price reduction making this a worthwhile weekend getaway !
$5,000
Courtesy of Houlihan Lawrence WD
Welcome to 16 Beach Rd E Your Dream Beachfront Escape in Chalker Beach Association.
$5,000
Courtesy of William Raveis Real Estate
Classic New England year round beach house across the street from the ocean in the private Knollwood beach area.
$5,000
Courtesy of Williams Realty Services
Welcome to this beautiful neighborhood charm located in the great Cornfield Point Association, Old Saybrook, CT.
$4,500
Courtesy of William Pitt Sotheby's Int'l
Waterviews. Recently renovated year round Cottage in Knollwood Beach Association 2 doors down from the waterfront.
$4,400
Courtesy of Coldwell Banker Realty
Amazing views every day at 28 Beach Rd West, Old Saybrook !
$4,500
Courtesy of McDonald Real Estate, LLC
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