United States of America
Maine

Ogunquit 

Ogunquit developed from a artists colony into a thriving but reserved gay resort (not unlike a smaller version of Provincetown) with a number of guest houses and bars providing a mixed gay and lesbian resort which attracts a number of older guys.
See http://www.gayogunquit.com/ for more informaiton.

Bar/Restaurant 
Front Porch Café 
Shore Road 
Tel: 207 646 3976 
Located right at the main intersection. Casual restaurant downstairs Very friendly and very comfortable piano bar upstairs. Quite intergenerational. 

"As for gay or gay-friendly restaurants ... they all are!! If one started being nasty to gays, they'd be out-of-business in a flash. Ogunquit is not a flamboyant town, but is clearly upscale enough to understand that the gay money that's spent in town is probably the largest percentage of the "take". 
However, my partner and I have found "Robertos" ... on the right as you're walking toward Perkins Cove, as our favorite. If you're really hungry and are looking for great "farm-type" cooking and a very friendly place, the other favorite is the Hayloft, on the road toward Wells, on the left. For seafood (lobster), two fine places, in opposite directions, are very popular. North is the Lobster Pound and south (at Perkins Cove) is Barnacle Billy's. 
The beach is beautiful. As you walk along it, it will be very clear to you 
which sections are for families, mixed or gay. 
Be sure to walk the Marginal way from Ogunquit beach to Perkins Cove." 

Hotels/Guest Houses
Ogunquit Beach Inn
8 School Street POB 1803
Ogunquit, ME 03907
Toll Free: 888.97MAINE
207.646.1112 FAX: 207.646.8858
Owners comment: We are open all year round and have a mix of older and younger gentlemen. We are a new gay guest house and our emphasis is on hospitality.
Ameneties:We are a unique Inn offering not only a fine selection of traditional
guesthouse accommodations including private and shared baths, but also cottages and a three bedroom carriage house. Our guest rooms feature cable TV and are furnished with an attractive Maine seacoast decor. We also offer a comfortable parlor and a library-- a perfect place to read or meet new friends. Continental breakfast is included in your stay.
Rates: Open year round offering off season rates and special weekly rates. ($50-$125.00 per night, depending on length of stay). Special weekend packages available for groups and organizations. Please call for more rate information. Reservations recommended.
Innkeepers: Michael Bushnell and Gregory Testa

Portland

Blackstones 
6 Pine Street 
Tel 775 2885 
4pm - 1am, Sun 12pm-1am 
Re: Blackstones in Portland, Maine, USA
Gray 40%, Admirers 10% Rent 0%, Music 4, Cruise Factor 5, Elegance 5
The bar is not extremely large - 50 men and the place was packed. I was there on a crowded Saturday night, Monday & Tuesday. Saturday was lively, but men of all ages were there from 21-70ish. Monday nights is karaoke night. It got louder as the evening went on. There were several drags there. It was almost as crowded as Saturday. Tuesday evening there was an informal pool tournament going on. Each time I was there, I would say about 10% of the clientele were lesbians. This is a real "democratic" place. It seems everyone was welcomed. It was a little smokey, but a great place to have fun and meet interesting men of any age, shape, size and interest.