- Vine to Wine: Chardonnay from Around the World on June 26, 2021 11:00 am
- Movie Night: Bright Eyes on June 27, 2021 6:00 pm
- Movies & Pizza on the Beach: Muppet Treasure Island on June 29, 2021 7:30 pm
- Lobster Boil & BBQ on the Guest Lawn on July 1, 2021 6:00 pm
- Independence Day Beach Ball – Seaside Terrace on July 3, 2021 7:00 pm
- Independence Day Beach Ball on July 3, 2021 7:00 pm
- Independence Day Family Carnival on July 4, 2021 7:00 pm
- Movie & BBQ On The Beach: In Search of Castaways on July 5, 2021 7:30 pm
- Movies & Pizza on the Beach: The Muppet Movie on July 6, 2021 7:30 pm
- Summer Author Series: Our Woman in Moscow by Beatriz Williams on July 7, 2021 5:00 pm
- Oktoberfest at the Weekapaug Inn Biergarden on July 7, 2021 6:00 pm
- In the Cellar: Backyard BBQ and Summer Beverages on July 8, 2021 3:00 pm
- Lobster Boil & BBQ on the Guest Lawn on July 8, 2021 6:00 pm
- Lobster Boil & BBQ on July 9, 2021 6:00 pm
- Plein Air Painter Reception: Elizabeth Pannell on July 10, 2021 5:00 pm
- Movie & BBQ On The Beach: Pollyanna on July 12, 2021 7:30 pm
- Saturn and Jupiter Viewing on July 12, 2021 9:00 pm
- Movies & Pizza on the Beach: The Great Muppet Caper on July 13, 2021 7:30 pm
- Oktoberfest at the Weekapaug Inn Biergarten on July 14, 2021 6:00 pm
- In the Kitchen: Summer Classics on July 15, 2021 3:00 pm
- Lobster Boil & BBQ on the Guest Lawn on July 15, 2021 6:00 pm
- Dinner & Disney on July 18, 2021 6:00 pm
- Movie & BBQ On The Beach: 20,000 Leagues Under the Sea on July 19, 2021 7:30 pm
- Movies & Pizza on the Beach: The Muppets Take Manhattan on July 20, 2021 7:30 pm
- Summer Author Series: Summertime Guests by Wendy Francis on July 21, 2021 5:00 pm
- Oktoberfest at the Weekapaug Inn Biergarten on July 21, 2021 6:00 pm
- Lobster Boil & BBQ on the Guest Lawn on July 22, 2021 6:00 pm
- Lobster Boil & BBQ on July 23, 2021 6:00 pm
- From Vine to Wine: Pinot Noir from Around the World on July 24, 2021 11:00 am
- Harvest Moon Paddle on July 24, 2021 7:30 pm
- Movie Night: Curly Top on July 25, 2021 6:00 pm
- Movie & BBQ On The Beach: Bedknobs & Broomsticks on July 26, 2021 7:30 pm
- Movies & Pizza on the Beach: Kermit’s Swamp Years on July 27, 2021 7:30 pm
- Oktoberfest at the Weekapaug Inn Biergarten on July 28, 2021 6:00 pm
- Lobster Boil & BBQ on the Guest Lawn on July 29, 2021 6:00 pm
- Lobster Boil & BBQ on July 30, 2021 6:00 pm
- Brewmaster’s Dinner with von Trapp Brewing on July 30, 2021 6:30 pm
- Alpine Family Carnival on August 1, 2021 6:30 pm
- Movie & BBQ On The Beach: The Shaggy Dog on August 2, 2021 7:30 pm
- Movies & Pizza on the Beach: Muppets From Space on August 3, 2021 7:00 pm
- Summer Author Series: Haven Point by Virginia Hume on August 4, 2021 5:00 pm
- Oktoberfest at the Weekapaug Inn Biergarten on August 4, 2021 6:00 pm
- Lobster Boil & BBQ on the Guest Lawn on August 5, 2021 6:00 pm
- Lobster Boil & BBQ on August 6, 2021 6:00 pm
- Movie & BBQ On The Beach: The Parent Trap on August 9, 2021 7:00 pm
- Sand Bar Bites & Bubbles on August 10, 2021 5:00 pm
- Movies & Pizza on the Beach: The Muppets on August 10, 2021 7:00 pm
- Summer Author Series: All The Ways We Said Goodbye by Karen White, Lauren Willig & Beatriz Williams on August 11, 2021 5:00 pm
- Oktoberfest at the Weekapaug Inn Biergarten on August 11, 2021 6:00 pm
- Lobster Boil & BBQ on the Guest Lawn on August 12, 2021 6:00 pm
- Lobster Boil & BBQ on August 13, 2021 6:00 pm
- From Vine to Wine: White Wines of Italy on August 14, 2021 11:00 am
- Dinner & Disney on August 15, 2021 6:00 pm
- Movie & BBQ On The Beach: The Moon Spinners on August 16, 2021 7:00 pm
- Movies & Pizza on the Beach: Muppets Most Wanted on August 17, 2021 7:00 pm
- Summer Author Series: The Miracle Collectors by Joan Hill & Katie Mahon on August 18, 2021 5:00 pm
- Oktoberfest at the Weekapaug Inn Biergarten on August 18, 2021 6:00 pm
- Lobster Boil & BBQ on the Guest Lawn on August 19, 2021 6:00 pm
- Sinatra Songs on the Pond on August 21, 2021 8:15 pm
- Movie & BBQ On The Beach: That Darn Cat on August 23, 2021 7:00 pm
- Summer Author Series: Deborah Goodrich Royce and Robin Kall in Conversation about Ruby Falls on August 25, 2021 5:00 pm
- Oktoberfest at the Weekapaug Inn Biergarten on August 25, 2021 6:00 pm
- Lobster Boil & BBQ on the Guest Lawn on August 26, 2021 6:00 pm
- Lobster Boil & BBQ on August 27, 2021 6:00 pm
- In the Cellar: Blue Zones on August 28, 2021 3:00 pm
- Movie Night: Little Miss Broadway on August 29, 2021 6:00 pm
- Movie & BBQ On The Beach: The Love Bug on August 30, 2021 7:00 pm
- Oktoberfest at the Weekapaug Inn Biergarten on September 1, 2021 6:00 pm
- Lobster Boil & BBQ on the Guest Lawn on September 2, 2021 6:00 pm
- Cabaret on the Lawn with Steve Palumbo on September 3, 2021 7:00 pm
- Lobster Boil & BBQ on September 4, 2021 6:00 pm
- Weekapaug’s Naturalist Series – Newport History Tour on September 5, 2021 2:00 pm
- Farm and Vine Dinner on September 9, 2021 7:00 pm
- From Vine to Wine: Wines of Oregon on September 11, 2021 11:00 am
- In the Cellar: Food and Wine Pairing 101 on September 18, 2021 3:00 pm
- In the Kitchen: Soups for the Season on September 25, 2021 3:00 pm
- Champagne & Oysters on September 26, 2021 5:30 pm
- Movie Night: Just Around the Corner on September 26, 2021 6:00 pm
- From Vine to Wine: Local Wines on October 9, 2021 11:00 am
- Harvest Moon Paddle on October 19, 2021 5:00 pm
- In The Kitchen: Holiday Meal Planning on October 23, 2021 3:00 pm
- Champagne & Oysters on October 23, 2021 5:30 pm
- Movie Night: The Littlest Colonel on October 24, 2021 6:00 pm
- Brewmaster’s Dinner with Harpoon on October 24, 2021 6:30 pm
- In the Cellar: Agave & Regional Mexican Cuisine on October 30, 2021 3:00 pm
- Weekapaug’s Naturalist Series – Haunted Westerly on October 31, 2021 2:00 pm
- Wine Camp Weekend on November 5, 2021 4:00 pm
- From Vine to Wine: Wines from the Rhone Valley on November 13, 2021 11:00 am
- Signature Sunday Family Pasta Night on November 14, 2021 4:30 pm
- In the Cellar: Thanksgiving 101 on November 20, 2021 3:00 pm
- Weekapaug’s Naturalist Series – Turkey Trot on November 21, 2021 3:00 pm
- Signature Sunday Family Pasta Night on November 21, 2021 4:30 pm
- In The Kitchen: Unique Root Vegetables on November 27, 2021 3:00 pm
- Signature Sunday Family Pasta Night on November 28, 2021 4:30 pm
- Movie Night: The Little Princess on November 28, 2021 6:00 pm
- Signature Sunday Family Pasta Night on December 5, 2021 4:30 pm
- From Vine to Wine: Scotch Whiskey on December 11, 2021 11:00 am
- Signature Sunday Family Pasta Night on December 12, 2021 4:30 pm
- Movie Night: Stowaway on December 12, 2021 6:00 pm
- Signature Sunday Family Pasta Night on December 19, 2021 4:30 pm
- Signature Sunday Family Pasta Night on December 26, 2021 4:30 pm