Head Beach Tours and Activities
Visit Head Beach
Things to do
Boothbay: Lighthouses & Islands Harbor Cruise
CA $58
per adult
94% of travellers recommend
Schooner Applejack Sunset Sail Tour in Boothbay Harbor
CA $85
per adult
Boothbay Harbor: Schooner Apple Jack Daytime Sailing Cruise
CA $78
per adult
Plan a trip to see Head Beach
Price found within the past 48 hours. Click for updated prices.
Inn at Diamond Cove
Price was CA $1,952, price is now CA $1,516 per person
CA $1,516
per person
Aug 20 - Aug 23
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
8.8/10 Excellent! (200 reviews)
Unusual place to stay; in a renovated former army base. Huge rooms, gorgeous recent renovation/reconstruction.Expensive!
Reviewed on Jul 12, 2026
The Meadowmere Resort
Price was CA $2,316, price is now CA $1,738 per person
CA $1,738
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Staff was very helpful, room was clean, and great location! Would definitely stay there again
Reviewed on Jul 14, 2026
Ogunquit River Inn & Suites
Moody
Price was CA $2,033, price is now CA $1,545 per person
CA $1,545
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Portland (PWM)
9/10 Wonderful! (1,008 reviews)
I always base a stay by the cleanliness first. This place was very clean from floors to bed and bathroom. Breakfast was nice we enjoyed it. Staff is very nice. I do think you need a few more items to sell in your store. Tylenol adult and kids maybe tums. Things people may forget or run out of. Parking is fine, no problem. It was a 30 min walk to downtown. I guess it would depend on how fast you walk. Don’t count on the trolleys to much lots of traffic we waited 40 min for one we started walking after 30 min. Overall very nice. Thank you
Reviewed on Jul 18, 2026
Stay near popular Head Beach attractions
Best Lodging Options Near Head Beach
Sweet comfy cottage on Small Point Road
Phippsburg ME
Mid Coast Getaway w/ water views
Phippsburg ME
2 bedroom w/ expansive water views
Phippsburg ME
Fantastic Waterfront Views
Phippsburg ME
Cozy and charming coastal retreat
Phippsburg ME
Sebasco Harbor Resort & Golf Club
29 Kenyon Rd Phippsburg ME
Popham Beach Family-Friendly Home
Phippsburg ME
Charming, quiet 3-BR cottage; private access to cove and forest trails
Phippsburg ME
Two charming cottages, a quiet ocean cove, a serene forest with private trails
Phippsburg ME
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.