Zip 06447 · Weekend of 2026-05-22

Weekend Game
Plan.

Zip 06447 06447

Weekend of May 22 - May 24, 2026

WEEKEND SNAPSHOT

Classic late-spring warmth. Expect sunny skies with highs near 74°F and crisp evenings around 54°F. Perfect for the season's first dip.

The official opening of the 2026 season for Lake Pocotopaug and local adventure parks will significantly increase traffic on Route 66.

⚡ If You Only Do One Thing

Season Opener at Brownstone Discovery Ultra Adventure Park

Saturday, 10:00 AM - 3:00 PM

"This is the first full-operation weekend of the year. While local lakes are still chilly, the cliff jumping, ziplining, and wakeboarding facilities here are fully staffed and offer the highest density of activity within 5 miles of East Hampton."

PRO TIP: Closed-toe water shoes are mandatory for most activities; standard flip-flops are not permitted on ziplines or the rock wall. Buy your 'Adventure Plus' pass online at least 48 hours in advance to bypass the onsite waiver queue.

📅 Add to Calendar

📍 Top Spots

Fat Orange Cat Brew Co.

Saturday, 12:00 PM - 5:00 PM • 47 Walnut Ave, East Hampton

A top-tier farm brewery known for high-quality IPAs and a relaxed, goat-filled atmosphere.

Best For: Craft beer enthusiasts and small groups • Cost: Varies by pour

Arrigoni Winery Live Music Series

Friday evening, 5:30 PM - 8:30 PM • 1287 Portland-Cobalt Rd, Portland

Outdoor wine patio featuring local acoustic artists and a sunset view of the vineyard.

Best For: Unwinding after the work week

Glastonbury Farmers Market

Saturday, 8:00 AM - 12:00 PM • Hubbard Green, Glastonbury

The premier regional market for spring produce, local honey, and artisanal baked goods.

Best For: Early risers and home cooks • Cost: Free admission

Choose Your Mode

Mode: Family

Adventure Park Exploration $39 - $59

Sunday morning • Brownstone Park, Portland

Exhausts the kids before the Monday holiday ceremonies.

Tip: The main parking lot fills by 10:45 AM on holiday weekends; utilize the shuttle lot if you arrive late.

Mode: Solo / Active

Air Line State Park Trail Ride Free

Saturday morning • East Hampton Trailhead (Main St)

11+ miles of flat, scenic gravel trails through the Salmon River State Forest.

Tip: The section near the Lyman Viaduct offers the best views, but the trailhead parking on Smith St is less crowded than the Main St lot.

Mode: Date Night

Riverside Dining & Drinks $$$

Friday Night • Middletown Main Street

High density of award-winning restaurants within a walkable three-block radius.

Tip: Avoid the Arrigoni Bridge after 4:00 PM on Friday; take Route 16 to Route 66 to enter Middletown from the south instead.

Weekend at a Glance

FRI evening

Sunset Wine at Arrigoni

Relaxed

SAT morning

Glastonbury Market Haul

Local

SAT afternoon

Fat Orange Cat Taproom

Social

SUN afternoon

Brownstone Quarry Ziplining

Adrenaline

⚠️ Logistics Watch Outs

Route 66 Congestion (The 'Four Corners')

Friday 3:00 PM - 7:00 PM; intersection of RT 66 and RT 196.

Use North Main St or Skinner St to bypass the central light if traveling locally within East Hampton.

Memorial Day Weekend Traffic

Arrigoni Bridge (Portland/Middletown crossing).

Allow an extra 20 minutes if heading toward I-91 or downtown Middletown.

🍿 Movies

Top Box Office

The Mandalorian & Grogu (PG-13): The Star Wars universe returns to the big screen for its biggest debut of 2026.

Weapon (R): A gritty, high-stakes thriller entering its second massive weekend.

The Cat in the Hat (PG): A colorful family favorite maintaining strong box office legs.

New This Weekend

The Mandalorian & Grogu (PG-13): The flagship Disney/Lucasfilm release for the 2026 summer season.

📅 Plan Ahead

Date	Event	Action
July 11, 2026	East Hampton Old Home Days	Medium

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