Main Street Tours and Activities
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Price found within the past 48 hours. Click for updated prices.
Trade Winds on the Bay
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Rockland (RKD)
8.4/10 Very Good! (227 reviews)
Love the location, the staff are wonderful and the coffee shop amazing. Highly recommend. Within walking distance of so much Rockland has to offer.
Reviewed on Jul. 28, 2025
Harborline Hotel
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Rockland (RKD)
8.6/10 Excellent! (53 reviews)
The staff were friendly and check in was easy. The room was clean, but the shower could have been cleaner. There's a gap at the bottom of the room door and we had to put a towel at the bottom to block the light coming in from the hall (and for safety reasons). The walls are pretty thin so you can hear any noise going on in the hall pretty clearly. This wasn't much of a problem at night as it was it pretty quiet, and we had a sound machine to drown out any excess noise. We didn't partake in the free breakfast, but it's a nice plus. Overall, it's a nice place to stay, and I would say it's worth the price.
Reviewed on Jul. 27, 2025
Popular places to visit
Dyce Head Lighthouse
You can find out about the history of Castine with a visit to Dyce Head Lighthouse. Wander the seaside and beautiful beaches in this relaxing area.
Castine Historical Society
You can spend time browsing the exhibits at Castine Historical Society during your travels in Castine. Wander the seaside and beautiful beaches in this relaxing area.
Maine Maritime Academy
Walk around the campus at Maine Maritime Academy during your stay in Castine. Wander the seaside and beautiful beaches in this relaxing area.
Castline Golf Club
Enjoy a round of golf in Castine at Castline Golf Club. Wander the seaside and beautiful beaches in this relaxing area.
Fort George Park
Explore the great outdoors at Fort George Park, a lovely green space in Castine. Wander the seaside and beautiful beaches in this relaxing area.
Wilson Museum
You can spend time studying the exhibits at Wilson Museum during your travels in Castine. Wander the seaside and beautiful beaches in this relaxing area.
Best Lodging Options Near Main Street
Check availability on hotels close to Main Street
Comfy Downtown Getaway w/ Full Kitchen - Close to the Beach
Castine
Friendly home with our separate condos & free WiFi in the heart of downtown
Castine
Downtown Getaway w/ Full Kitchen & Furnished Porch - Walk to the Beach/Harbor
Castine
Comfortable Getaway for Two w/ Kitchenette - Right in the Heart of Downtown
Castine
Pentagoet Inn
26 Main St, Castine, ME
Downtown Studio w/ Full Kitchen & Shared Porch - Walk Everywhere in Town
Castine
Tiny home with Loft-Boho by the sea under the stars
Castine
Charming Antique Cape, Water View, Historic Castine, Penobscot Bay.
Castine
Oceanfront Home Overlooking Penobscot Bay , Castine Maine.<br>History abounds !
Castine
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.
Explore a world of travel with Expedia
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