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Rockland Vacation Packages

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An aerial view of a coastal area with a lighthouse, a white house with a red roof, and a forested hill.

Rockland
Maine
United States of America
North America
Hotwire.com

Rockland Flight + Hotel Packages

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

Trade Winds on the Bay

3.5 out of 5

Price was $601, price is now $561 per person

$561

per person

Sep 13 - Sep 16

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) 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.

When I booked we should of had a small balcony with the obstructed view. I wish I saved the photo that I looked at online when I booked. We ended up in a room with just a window. It was nice to be close to town so we could walk the places to eat. The Lobster Festival is also going on so that was an easy walk also. The rooms are clean.

Reviewed on Aug 3, 2026

Harborline Hotel

3 out of 5

Price was $814, price is now $632 per person

$632

per person

Oct 15 - Oct 20

found 1 day ago

Roundtrip flight included

Cleveland (CLE) 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.

The location was good, the breakfast was terrible most morning they didn’t have anything ,

Reviewed on Aug 3, 2026

Homeport Inn and Tavern

3 out of 5

Price was $1,112, price is now $993 per person

$993

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

Arnold and the waitstaff at the Tavern was amazing. The rooms were nice and clean. Will definitely stay here on our next annual trip to Searsport.

Reviewed on Aug 3, 2026

Charming Abode With Water Views, Updated Kitchen, & Internet - Dog-friendly

2.5 out of 5

Price was $1,936, price is now $1,766 per person

$1,766

per person

Sep 18 - Sep 25

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Rockland (RKD)

Stay at this cabin in Castine. Enjoy free parking and laundry facilities. Popular attractions Castine Historical Society and Castline Golf Club are located nearby.

East Wind Inn on the Water

2.5 out of 5

Price was $638, price is now $594 per person

$594

per person

Sep 13 - Sep 16

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Rockland (RKD)

Stay at this hotel in Tenants Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tenants Harbor Marina and Marshall Point Lighthouse are located nearby.

This property was perfect for a night away for my partner and I. The yard was gorgeous, the bedroom was clean and rustic. The view was exceptional, as was the staff and breakfast in the morning. We will absolutely stay here again.

Reviewed on Aug 3, 2026

Tideriver, Waterfront Cottage in Maine

2 out of 5

Price was $2,379, price is now $2,222 per person

$2,222

per person

Sep 13 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Rockland (RKD)

Stay at this vacation home in Port Clyde. Popular attractions Marshall Point Lighthouse and Tenants Harbor Marina are located nearby.

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

2 out of 5

Price was $2,104, price is now $1,965 per person

$1,965

per person

Sep 13 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) 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.

The Tide House, Cozy Waterfront Cottage + Bunkhous

2.5 out of 5

Price was $2,144, price is now $2,004 per person

$2,004

per person

Sep 13 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Rockland (RKD)

Stay at this vacation home in Spruce Head. Enjoy free parking. Popular attractions Birch Point Beach and Birch Point Beach State Park are located nearby.