Castine Vacations from $780

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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 $879, price is now $780 per person
$780
per person
Sep 14 - Sep 18
found 20 hours ago
Roundtrip flight included
Washington (WAS) to Rockland (RKD)
8.6/10 Excellent! (419 reviews)
Check in was easy. Staff was nice.

Reviewed on Jul 10, 2026

Glen Cove Inn & Suites

Glen Cove Inn & Suites

2.5 out of 5
Price was $1,347, price is now $1,175 per person
$1,175
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Rockland (RKD)
9.4/10 Exceptional! (1,008 reviews)
Wonderful quiet property with great staff.

Reviewed on Jul 10, 2026

Homeport Inn and Tavern

Homeport Inn and Tavern

3 out of 5
Price was $1,521, price is now $1,361 per person
$1,361
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Rockland (RKD)
9.6/10 Exceptional! (296 reviews)
We could not have been happier with our recent 3-day stay at the HomePort Inn in Searsport, Maine. We knew that this was a good location for what we wanted to do... Exploratory trips to places like Camden and Castine. But what we were not prepared for, especially for the price quoted, was the luxury of the rooms and the high quality of the entire facility. Innkeepers Allison and Arno are lovely. The downstairs tavern was a perfect place for dinner one night, as well as a cocktail. This is a lovely old sea captain's mansion with high ceilings and beautiful appointments. Lots of public rooms downstairs, including a billiard table and a kind of game room library. Breakfast was great and offered on a long, lovely glassed-in porch with a view out too beautiful garden with flowering bushes and shrubs. The ocean is a short walk down a quiet side street. A walk of several blocks brings you into the downtown which has a couple of very good restaurants. Honestly we could have hung out here and never left the property, but we had lots to do and see. We hope to come back. We cannot recommend this place more highly.

Reviewed on Jun 27, 2026

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Stay near popular Castine attractions

Dyce Head Lighthouse

This historic 1828 beacon stands sentinel over Castine Harbor with its distinctive rubblestone tower. Visit during Maine Open Lighthouse Day in September to climb inside and experience maritime history.
See properties

Castine Hotel Deals

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
$155 nightly
The price is $169 total per night from Jul 12 to Jul 13
$169 total
Jul 12 - Jul 13
Total with taxes and fees
9.6/10 Exceptional! (1,014 reviews)
"We love colonial gables, the view, cabins, location everything is wonderful. Only thing would be to maybe replace and add some items in the kitchen. The cutting board and frying pan really should be tossed and replaced. There weren't any pot holders/oven miss for when using the oven. We've been many ..."

Reviewed on Jul 10, 2026

Colonial Gables Oceanfront Village
Fireside Inn & Suites - Belfast

Fireside Inn & Suites - Belfast

3 out of 5
159 Searsport Avenue Belfast ME
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $209 total per night from Jul 12 to Jul 13
$209 total
Jul 12 - Jul 13
Total with taxes and fees
9/10 Wonderful! (1,013 reviews)
"We greatly enjoyed our stay! The views of the bay were beautiful, and sitting outside on the patio or in the numerous Adirondack chairs was our favorite part. The hotel was well maintained, and the rooms were very clean. We had a great time!"

Reviewed on Jul 9, 2026

Fireside Inn & Suites - Belfast
Belfast Harbor Inn

Belfast Harbor Inn

3.5 out of 5
91 Searsport Ave Belfast ME
Fully refundableReserve now, pay when you stay
$247 nightly
The price is $269 total per night from Jul 13 to Jul 14
$269 total
Jul 13 - Jul 14
Total with taxes and fees
9.6/10 Exceptional! (1,010 reviews)
"Very clean and well maintained. Breakfast is excellent!"

Reviewed on Jul 9, 2026

Belfast Harbor Inn
See all 1,468 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.

Find the Best Castine Vacation Packages

Castine Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bangor Intl. Airport (BGR)
Population
1,050
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Holbrook Island Sanctuary State Park, Causeway Beach and Maine Maritime Academy

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Frequently asked questions

How much does a Castine vacation package cost?
You'll find cheap prices from $780 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.