Castine Vacations from $529

Book a Hotel + Flight or Car together to unlock savings

Photo by Just Our Passports

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Captain Sweetser's Inn

Captain Sweetser's Inn

2 out of 5
Price was $612, price is now $529 per person
$529
per person
Oct 12 - Oct 15
found 21 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Rockland (RKD)
10/10 Exceptional! (116 reviews)
Wonderful property decorated and cared for with love. Lori & Ginny were wonderful hosts who share the history of the area and property which was so interesting. It was spotless and the bed and housing very comfortable and spacious….and the breakfast was amazing! A real treasure for sure!

Reviewed on Aug 21, 2025

Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
Save 100% on your flight
Price was $1,021, price is now $750 per person
$750
per person
Oct 5 - Oct 11
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
8.4/10 Very Good! (250 reviews)
It was very hands off-- you go, retrieve your key from the lock box and let yourself in. But it is a gorgeous old building built like a fancy plantation - castle, in the middle of a small coastal town in pristine Maine, with a pool and a fitness center. I didn't realize it at first, but my room had a hallway to another living room area, with a balcony to sit and watch the sunrise from. Wow! Yeah, it's a great place.

Reviewed on Aug 14, 2025

Harborline Hotel

Harborline Hotel

3 out of 5
Price was $746, price is now $558 per person
$558
per person
Oct 5 - Oct 11
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
7.6/10 Good! (124 reviews)
It took awhile to find someone to check in but turns out he was helping someone to fix the tv in their room. Very nice room. Would definitely stay there again.

Reviewed on Aug 24, 2025

Homeport Inn and Tavern

Homeport Inn and Tavern

3 out of 5
Price was $847, price is now $715 per person
$715
per person
Oct 24 - Oct 28
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
9.8/10 Exceptional! (283 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

Glen Cove Inn & Suites

Glen Cove Inn & Suites

2.5 out of 5
Price was $711, price is now $640 per person
$640
per person
Nov 6 - Nov 9
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
9.4/10 Exceptional! (955 reviews)
Check-in was easy, the room was clean and included a small refrigerator and coffee maker, and the breakfast was perfect. We thoroughly enjoyed our visit and would not hesitate to stay here again.

Reviewed on Aug 20, 2025

Don't see what you're looking for?
See all available trips from Columbus to Castine
View all trips

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

Fireside Inn & Suites - Belfast

Fireside Inn & Suites - Belfast

3 out of 5
159 Searsport Avenue, Belfast, ME
Fully refundableReserve now, pay when you stay
$217 nightly
The price is $237 total per night from Aug 25 to Aug 26
$237 total
Aug 25 - Aug 26
Total with taxes and fees
8.8/10 Excellent! (878 reviews)
"whether was great, place is beautiful. I love that our room had a beautiful view of the water. I can't wait to come back"

Reviewed on Aug 23, 2025

Fireside Inn & Suites - Belfast
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
$199 nightly
The price is $217 total per night from Sep 4 to Sep 5
$217 total
Sep 4 - Sep 5
Total with taxes and fees
9.4/10 Exceptional! (1,011 reviews)
"Really nice rooms, comfortable beds and linens, friendly staff, and we loved the pool!! Lots of breakfast options. We'd definitely go back!"

Reviewed on Aug 23, 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
$160 nightly
The price is $174 total per night from Aug 31 to Sep 1
$174 total
Aug 31 - Sep 1
Total with taxes and fees
9.6/10 Exceptional! (1,007 reviews)
"Beautiful ocean front location"

Reviewed on Aug 23, 2025

Colonial Gables Oceanfront Village
See all 1,287 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Castine vacation package cost?
You'll find cheap prices from $529 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.