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Castine Vacation Packages

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Castine Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Harborline Hotel

Harborline Hotel

3 out of 5
Save 100% on your flight
Price was $969, price is now $745 per person
$745
per person
Sep 26 - Oct 2
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Room was clean and staff was friendly. Black out curtains were not great and didn’t block out bright light outside. Had to ask front desk for hair dryer and iron and had to go get it myself just after I had showered. TV didn’t work - kept giving error signal. Beds were comfortable.

Reviewed on Jul 31, 2026

Homeport Inn and Tavern

Homeport Inn and Tavern

3 out of 5
Price was $1,543, price is now $1,310 per person
$1,310
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop 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.
I have always wanted to stay here. It was great good food at the Tavern abd a wonderful Breakfast!

Reviewed on Jul 27, 2026

The Craignair Inn & Restaurant

The Craignair Inn & Restaurant

3.5 out of 5
Price was $1,938, price is now $1,692 per person
$1,692
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop 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

Glen Cove Inn & Suites

Glen Cove Inn & Suites

2.5 out of 5
Price was $1,447, price is now $1,268 per person
$1,268
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Rockland (RKD)
Stay at this motel in Rockport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Samoset Resort Golf Course and Oakland Park Bowling Lanes are located nearby.
The pool was very small. The pet friendly room we had needed updating and was NOT worth the over $400 per night fee. The breakfast bar in The morning was adequate. The girl at the front desk was sweet. Also, the outside of the hotel where our room was located and the hand railing was covered in mold and mildew.

Reviewed on Aug 1, 2026

Elegant Ocean View Home With Breathtaking Views, Private hot tub & Large Deck

Elegant Ocean View Home With Breathtaking Views, Private hot tub & Large Deck

2 out of 5
Price was $6,611, price is now $6,022 per person
$6,022
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Rockland (RKD)
Stay at this vacation home in Rockport. Popular attractions Samoset Resort Golf Course and Beech Hill Preserve are located nearby.

The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
Price was $875, price is now $802 per person
$802
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Rockland (RKD)
Book a stay at this business-friendly hotel in Rockport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Samoset Resort Golf Course and Golfer's Crossing Mini Golf are located nearby.
Great place, loved that it was dog friendly!

Reviewed on Aug 1, 2026

3 Bedroom 2 1/2 Bath Apartment With Views of Rocklan

3 Bedroom 2 1/2 Bath Apartment With Views of Rocklan

2 out of 5
Price was $3,101, price is now $2,865 per person
$2,865
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Rockland (RKD)
Stay at this apartment in Rockland. Enjoy free parking, a marina, and laundry facilities. Popular attractions Samoset Resort Golf Course and Sandy Beach are located nearby.

Renovated Oceanfront Home With Stunning View & Pebbly Beach - Snowbird-friendly

Renovated Oceanfront Home With Stunning View & Pebbly Beach - Snowbird-friendly

2 out of 5
Price was $3,018, price is now $2,789 per person
$2,789
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Rockland (RKD)
Stay at this vacation home in Tenants Harbor. Enjoy free parking. Popular attractions Tenants Harbor Marina and Maine State Prison Store are located nearby.

Castine Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Harborline Hotel

Harborline Hotel

3 out of 5
Price was $626, price is now $538 per person
$538
per person
Sep 5 - Sep 8
found 18 hours ago
Roundtrip flight included
Tampa (TPA) to Rockland (RKD)
The Craignair Inn & Restaurant

The Craignair Inn & Restaurant

3.5 out of 5
Price was $1,059, price is now $971 per person
$971
per person
Sep 5 - Sep 8
found 18 hours ago
Roundtrip flight included
Tampa (TPA) to Rockland (RKD)
Homeport Inn and Tavern

Homeport Inn and Tavern

3 out of 5
Price was $1,247, price is now $1,187 per person
$1,187
per person
Sep 11 - Sep 14
found 11 hours ago
Roundtrip flight included
Austin (AUS) to Rockland (RKD)
Kinney Cabin: 5-bedroom Lakefront Home

Kinney Cabin: 5-bedroom Lakefront Home

2 out of 5
Price was $2,720, price is now $2,614 per person
$2,614
per person
Sep 3 - Sep 7
found 2 hours ago
Roundtrip flight included
Tampa (TPA) to Rockland (RKD)

Castine Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Harborline Hotel

Harborline Hotel

3 out of 5
Save 100% on your flight
Price was $969, price is now $745 per person
$745
per person
Sep 26 - Oct 2
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Rockland (RKD)
Homeport Inn and Tavern

Homeport Inn and Tavern

3 out of 5
Price was $1,543, price is now $1,310 per person
$1,310
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Rockland (RKD)
The Craignair Inn & Restaurant

The Craignair Inn & Restaurant

3.5 out of 5
Price was $1,938, price is now $1,692 per person
$1,692
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Rockland (RKD)
Glen Cove Inn & Suites

Glen Cove Inn & Suites

2.5 out of 5
Price was $1,447, price is now $1,268 per person
$1,268
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Rockland (RKD)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Wed, Oct 28 - Wed, Nov 18
MCO
Orlando Intl.
BGR
Bangor Intl.
$152 Roundtrip, found 4 hours ago
$152
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Oct 28 from Orlando Intl. to Bangor Intl., returning Wed, Nov 18, priced at $152 found 4 hours ago
Bargain Flight
Wed, Sep 9 - Wed, Sep 16
RDU
Raleigh - Durham Intl.
BGR
Bangor Intl.
$224 Roundtrip, found 1 day ago
$224
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, Sep 9 from Raleigh - Durham Intl. to Bangor Intl., returning Wed, Sep 16, priced at $224 found 1 day ago
American Airlines
Wed, Sep 2 - Wed, Sep 9
LGA
LaGuardia
BGR
Bangor Intl.
$261 Roundtrip, found 2 hours ago
$261
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Sep 2 from LaGuardia to Bangor Intl., returning Wed, Sep 9, priced at $261 found 2 hours ago
American Airlines
Tue, Sep 8 - Wed, Sep 23
TPA
Tampa Intl.
BGR
Bangor Intl.
$273 Roundtrip, found 4 days ago
$273
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Sep 8 from Tampa Intl. to Bangor Intl., returning Wed, Sep 23, priced at $273 found 4 days ago