Search Deals onCastine Vacation Packages
Castine Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Captain Sweetser's Inn
Price was $607, price is now $516 per person
$516
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Rockland (RKD)
Stay at this B&B in Searsport. Enjoy free breakfast, free WiFi, and 2 meeting rooms. Our guests praise the breakfast in our reviews. Popular attractions Penobscot Marine Museum and Long Cove are located nearby.
We can’t speak more highly of this impeccably run B&B. The house itself was spectacular….beautifully restored.
Lori and Ginny, the owners, were so hospitable
and lovely to chat with. Breakfast was excellent. Would highly recommend this place.
Only a few minutes from the beautiful town of Belfast.
Reviewed on Jul 18, 2026
Trade Winds on the Bay
Price was $687, price is now $598 per person
$598
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Rockland (RKD)
Stay at this aparthotel in Rockland. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Samoset Resort Golf Course and Project Puffin Visitor Center are located nearby.
the vue great - unable to access the swimming pool
Reviewed on Jul 21, 2026
Harborline Hotel
Price was $984, price is now $866 per person
$866
per person
Aug 26 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rockland (RKD)
Stay at this hotel in Rockland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Samoset Resort Golf Course and Maine Lighthouse Museum are located nearby.
Homeport Inn and Tavern
Price was $862, price is now $770 per person
$770
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Rockland (RKD)
Stay at this inn in Searsport. Enjoy daily housekeeping, a garden, and concierge services. Our guests praise the helpful staff in our reviews. Popular attractions Penobscot Marine Museum and Long Cove are located nearby.
This place was a delight! The room was great, we loved the pool room and breakfast was simple but perfect. Staff was really friendly and helpful too when I asked for a recommendation.
Reviewed on Jul 13, 2026
The Craignair Inn & Restaurant
Price was $963, price is now $871 per person
$871
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Rockland (RKD)
Book a stay at this beach inn in Spruce Head. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tenants Harbor Marina and Birch Point Beach are located nearby.
Synday brunch was very good
Reviewed on Dec 22, 2025
Newly Renovated Charming House With Cozy Fireplace & Outdoor Entertainment Areas
Price was $2,392, price is now $2,277 per person
$2,277
per person
Aug 26 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rockland (RKD)
Stay at this vacation home in Rockport. Enjoy free parking. Popular attractions Samoset Resort Golf Course and Chickawaukie Pond are located nearby.
Spacious House With Modern Comforts and Nature
Price was $2,107, price is now $2,009 per person
$2,009
per person
Aug 26 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rockland (RKD)
Book a stay at this golf vacation home in Cushing. Enjoy free parking and laundry facilities. Popular attractions Maine State Prison Store and General Henry Knox Museum are located nearby.
3 Bedroom 2 1/2 Bath Apartment With Views of Rocklan
Price was $1,632, price is now $1,563 per person
$1,563
per person
Aug 26 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rockland (RKD)
Book a stay at this golf apartment in Rockland. Enjoy free parking, a marina, and a fitness center. Popular attractions Samoset Resort Golf Course and Sandy Beach are located nearby.
Castine Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Oct 28 - Wed, Nov 18
MCO
Orlando Intl.
BGR
Bangor Intl.
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
Wed, Sep 9 - Wed, Sep 16
RDU
Raleigh - Durham Intl.
BGR
Bangor Intl.
$224 Roundtrip, found 4 days ago
$224
Roundtrip
found 4 days ago
Wed, Aug 26 - Sat, Sep 12
LGA
LaGuardia
BGR
Bangor Intl.
$257 Roundtrip, found 2 days ago
$257
Roundtrip
found 2 days ago
Sat, Aug 22 - Tue, Sep 1
JFK
John F. Kennedy Intl.
BGR
Bangor Intl.
$261 Roundtrip, found 3 days ago
$261
Roundtrip
found 3 days ago
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