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Holiday Events and Things to do in Gray, ME

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Portland Halloween Bar Crawl 2026
Sat, Oct 31, 4:00 PM
Downtown · Fore Play Sports Pub
Portland Halloween Bar Crawl 2026
Sat, Oct 31, 4:00 PM
Downtown · Fore Play Sports Pub
Portland, ME Oktoberfest 2026
Sat, Sep 26, 4:00 PM
Downtown · Mathew's
Portland, ME Oktoberfest 2026
Sat, Sep 26, 4:00 PM
Downtown · Mathew's
the Casket's 2026 Hallow's Eve Monster Mash
Fri, Oct 30, 9:00 PM
Downtown · Aura
the Casket's 2026 Hallow's Eve Monster Mash
Fri, Oct 30, 9:00 PM
Downtown · Aura
Wander in Terror
Thu, Oct 22, 6:00 PM + 41 more
Maine · Desert of Maine
Wander in Terror
Thu, Oct 22, 6:00 PM + 41 more
Maine · Desert of Maine
Halloween Town
Sat, Oct 24, 6:00 PM
Maine · Southpaw Meat Market
Halloween Town
Sat, Oct 24, 6:00 PM
Maine · Southpaw Meat Market
Halloween at the Desert of Maine
Sat, Oct 31, 9:00 AM
Maine · Desert of Maine
Halloween at the Desert of Maine
Sat, Oct 31, 9:00 AM
Maine · Desert of Maine
Portland ME Halloween Bar Crawl 2026
Sat, Oct 31, 3:00 PM
Downtown · Mathew's
Portland ME Halloween Bar Crawl 2026
Sat, Oct 31, 3:00 PM
Downtown · Mathew's
The Christmas Bar Crawll - Portland, ME
Sat, Dec 19, 4:00 PM
Downtown · Fore Play Sports Pub
The Christmas Bar Crawll - Portland, ME
Sat, Dec 19, 4:00 PM
Downtown · Fore Play Sports Pub
DEAD & BREAKFAST: A Halloween House Party at Blind Tiger
Fri, Oct 30, 6:30 PM
Downtown · Blind Tiger Danforth
DEAD & BREAKFAST: A Halloween House Party at Blind Tiger
Fri, Oct 30, 6:30 PM
Downtown · Blind Tiger Danforth
Wreath Decorating
Sat, Dec 5, 5:30 PM + 2 more
Valley Street · Blind Tiger Portland – Carleton Street
Wreath Decorating
Sat, Dec 5, 5:30 PM + 2 more
Valley Street · Blind Tiger Portland – Carleton Street
Winter Wreath Making with Mare Brook Farm at Blind Tiger Guest House
Thu, Dec 3, 5:30 PM
Downtown · Blind Tiger
Winter Wreath Making with Mare Brook Farm at Blind Tiger Guest House
Thu, Dec 3, 5:30 PM
Downtown · Blind Tiger
Lincoln's Masquerade Ball
Fri, Oct 30, 7:00 PM
Five Points · The Lincoln Hotel
Lincoln's Masquerade Ball
Fri, Oct 30, 7:00 PM
Five Points · The Lincoln Hotel
Lincoln's NYE Celebration!
Thu, Dec 31, 9:00 PM
Five Points · The Lincoln Hotel
Lincoln's NYE Celebration!
Thu, Dec 31, 9:00 PM
Five Points · The Lincoln Hotel
Oktoberfest 2026
Sat, Sep 26, 5:00 PM
Maine · Boothbay Craft Brewery, Tavern & RV, Adams Pond Road, Boothbay, ME, USA
Oktoberfest 2026
Sat, Sep 26, 5:00 PM
Maine · Boothbay Craft Brewery, Tavern & RV, Adams Pond Road, Boothbay, ME, USA
Portland Cider Donut Dash - Sponsored by New Balance
Thu, Oct 1, 6:00 PM
East Bayside · Marathon Sports Portland
Portland Cider Donut Dash - Sponsored by New Balance
Thu, Oct 1, 6:00 PM
East Bayside · Marathon Sports Portland
Shadows in the Hall (Friday)
Fri, Oct 23, 6:00 PM
Gardiner · Johnson Hall Opera House
Shadows in the Hall (Friday)
Fri, Oct 23, 6:00 PM
Gardiner · Johnson Hall Opera House
Saturday Fire & Ice: Gone Fishing with Hello Newman
Sat, Dec 12, 6:00 PM
Wildes Corner · Nonantum Resort
Saturday Fire & Ice: Gone Fishing with Hello Newman
Sat, Dec 12, 6:00 PM
Wildes Corner · Nonantum Resort
Friday Fire & Ice: Gone Fishing with Motor Booty Affair
Fri, Dec 11, 6:00 PM
Wildes Corner · Nonantum Resort
Friday Fire & Ice: Gone Fishing with Motor Booty Affair
Fri, Dec 11, 6:00 PM
Wildes Corner · Nonantum Resort
Happy Trolleyween!
Fri, Oct 23, 9:45 AM + 23 more
Town House Corners · Seashore Trolley Museum
Happy Trolleyween!
Fri, Oct 23, 9:45 AM + 23 more
Town House Corners · Seashore Trolley Museum
Kennebunkport Christmas Prelude Trolley Rides
Fri, Dec 4, 9:30 AM + 77 more
Maine · Seashore Trolley Museum
Kennebunkport Christmas Prelude Trolley Rides
Fri, Dec 4, 9:30 AM + 77 more
Maine · Seashore Trolley Museum

Trends in Gray

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Frequently asked questions about Gray

What are the best events to attend?

According to Eventbrite, the best events are:

Portland Halloween Bar Crawl 2026

the Casket's 2026 Hallow's Eve Monster Mash

Halloween at the Desert of Maine

Which events are currently trending in Gray?

The trending searches this month in Gray are:

stonehedge gray maine

not your average fest

not your average

tickets not your average fest 2026

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Portland, ME Oktoberfest 2026

Oktoberfest 2026

Portland Cider Donut Dash - Sponsored by New Balance

Wander in Terror