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The Craignair Inn & Restaurant
per person
Oct 11 - Oct 14
found 7 hours ago
Roundtrip flight included
New York (NYC) to Rockland (RKD)
9/10 Wonderful! (187 reviews)
Delightful, historical inn right next to Clark Island Preserve. Lovely wee walks on the shore and to the old quarry. Minimal light pollution at night allows for terrific stargazing. Rooms are on the small side, but thoughtfully designed. Included breakfast was delicious, with fresh made biscuits and a nice selection of offerings. Only slight negative is the slow WiFi, but maybe it's okay to take a break from streaming and read a book!
Reviewed on Jul 28, 2025
Harborline Hotel
per person
Oct 13 - Oct 17
found 16 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Rockland (RKD)
7.8/10 Good! (90 reviews)
The best part about this hotel is the location and during Lobsterfest the festival entry is right across the street. Upon entry the girl at the front was nice, but no early checkins. When we did check-in the guy was brusk and not very friendly. No electronic entry keys, all doors are keycodes. No amenities, no coffee machine. Parking is limited and you need a parking pass. I would stay again if I couldn't find anything else, but it won't be my first choice.
Reviewed on Aug 7, 2025
Trade Winds on the Bay
per person
Oct 13 - Oct 17
found 16 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Rockland (RKD)
8.4/10 Very Good! (245 reviews)
The Trade Winds is an awesome location for visiting the Maine Lobster Festival, as it’s literally across the street. Be aware that being that close does have a disadvantage if you go to sleep early since you can hear the live entertainment from the main stage of the festival. We enjoyed it though since we could open the balcony door and enjoy the music from the comfort of our room. The staff were very kind and helpful. Being able to park our car and walk everywhere was another benefit.
Reviewed on Aug 2, 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
3/5(1 review)
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
4.5/5(48 reviews)
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
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
Waterfront views steps from yacht club in idyllic Castine
Castine
Tiny home with Loft-Boho by the sea under the stars
Castine
Charming Antique Cape, Water View, Historic Castine, Penobscot Bay.
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.
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