Castine Vacations from $458

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Your Castine Vacation

Save time and energy on your travel planning by booking a Castine vacation package. A great neighborhood to stay in this captivating city is Bayside, which is good for history and lots more. If a sightseeing tour is part of the plan during your trip to Castine, look around popular attractions like Holbrook Island Sanctuary State Park, Maine Maritime Academy and Dyce Head Lighthouse. Don't delay your visit to this destination any longer. Your perfect Castine vacation is only a few clicks away with Expedia.

The Latest Castine vacation packages

Price found within the past 48 hours. Click for updated prices.
Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
Price was $479, price is now $458 per person
$458
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Rockland (RKD)
8.4/10 Very Good! (257 reviews)
The view of the harbor was perfect. We were right near all the little shops and restaurants, but it was super quiet. The pool and hot tub were fabulous and we were the only ones in it. Great place for a little getaway!

Reviewed on Sep 13, 2025

Glen Cove Inn & Suites

Glen Cove Inn & Suites

2.5 out of 5
Price was $503, price is now $466 per person
$466
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Rockland (RKD)
9.4/10 Exceptional! (961 reviews)
Great property off a main road but quiet and the property appears to be well managed. The check in was seamless and the property manager was very helpful. Breakfast was well laid out and refreshed as needed. Would recommend this property!

Reviewed on Sep 16, 2025

The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
Price was $858, price is now $801 per person
$801
per person
Nov 25 - Dec 2
found 6 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Rockland (RKD)
9.6/10 Exceptional! (1,018 reviews)
The room was so roomy, loved the sitting area in the room and the comfort of the beds/bedding. We would definitely choose this location again.

Reviewed on Sep 18, 2025

Homeport Inn and Tavern

Homeport Inn and Tavern

3 out of 5
Price was $698, price is now $667 per person
$667
per person
Oct 24 - Oct 26
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
9.8/10 Exceptional! (286 reviews)
This beautiful antique mansion was the perfect place to begin exploring. Convenient to many attractions. Onsite tavern was a bonus. Breakfasts were perfect.hard to find charm and great hospitality.

Reviewed on Aug 13, 2025

Hampton Inn & Suites Rockland

Hampton Inn & Suites Rockland

2.5 out of 5
Price was $548, price is now $534 per person
$534
per person
Nov 7 - Nov 10
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Rockland (RKD)
9/10 Wonderful! (494 reviews)
Friendly and quiet.

Reviewed on Sep 12, 2025

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Discover the most popular places to visit in Castine

The lighthouse is small and quaint. The views over Penobscot Bay from below the lighthouse are amazing!

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.

Dyce Head Lighthouse

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.

Maine Maritime Academy

Main Street

During your trip to Castine, you can search for that perfect souvenir at Main Street. While you're in the area, stroll along the waterfront.

Main Street

Castine Hotel Deals

The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
8 Country Inn Way, Rockport, ME
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $195 total per night from Oct 19 to Oct 20
$195 total
Oct 19 - Oct 20
Total with taxes and fees
9.4/10 Exceptional! (1,005 reviews)
"Nice hot tub and fire pit with Adirondack chairs in the back. Cottages are comfortable and well appointed. Great stay."

Reviewed on Sep 15, 2025

The Country Inn at Camden Rockport
Colonial Gables Oceanfront Village

Colonial Gables Oceanfront Village

2.5 out of 5
7 Eagle Avenue, Belfast, ME
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $162 total per night from Oct 19 to Oct 20
$162 total
Oct 19 - Oct 20
Total with taxes and fees
9.6/10 Exceptional! (1,023 reviews)
"This is an older property but it has been updated and maintained. We enjoyed sitting on our deck looking out to the water. It was quiet and peaceful. It was a great little find."

Reviewed on Sep 16, 2025

Colonial Gables Oceanfront Village
Fort Knox Park Inn

Fort Knox Park Inn

2 out of 5
64 Main St, Bucksport, ME
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $174 total per night from Sep 21 to Sep 22
$174 total
Sep 21 - Sep 22
Total with taxes and fees
8.8/10 Excellent! (735 reviews)
Would stay here again
"Very nice inn on the river with a view of the marina, Fort Knox and the bridge. It was quiet except some foot steps in the room above. The only thing I’d like to see if a new mattress - it was so soft I had to pull myself out of the hole when I got out of bed. It looks like they are upgrading as ..."

Reviewed on Sep 16, 2025

Fort Knox Park Inn
See all 1,250 properties in 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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Frequently asked questions

How much does a Castine vacation package cost?
You'll find cheap prices from $458 on Expedia for your Castine escape. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Castine costs.
What are the cheapest months to go to Castine?
If you'd like to snag a cheap Castine vacation package, consider planning a trip in October, November and December. You'll usually find better rates on accommodations and flights during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Castine?
When planning your Castine vacation, a few days will be enough to tour the highlights. Make sure to check out Castline Golf Club — it's one of the most popular attractions in this destination. If you're after more adventure, consider basing yourself here and going on some trips from Castine.
Is it worth booking a vacation package to Castine?
Known for its history and home to leading attractions like Fort Madison State Park, a Castine vacation is bound to impress. Another top sight to check out? Don't miss Castline Golf Club.
How to find the best Castine package deals?
Use Expedia's filters to find some fabulous Castine package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Castine package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Castine vacation as a package?
You can enjoy significant savings on your next Castine getaway by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Castine?
If you're planning an impromptu Castine trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Castine vacation packages?
Your Castine trip is meant to be an escape from your daily routine, not a reason for money-related stress. So to allow you a little more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.