Castine Vacations from $840
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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.
Harborline Hotel
$840
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Wichita (ICT) to Rockland (RKD)
7.4/10 Good! (406 reviews)
Lovely guy on the check in desk.
The room was very clean.
Very close to the centre of the town.
A lovely town,with lots of dining options.
Reviewed on Oct 11, 2026
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.
Maine Maritime Academy
9.2/10 (55 reviews)
This prestigious maritime academy trains future seafaring professionals on its scenic Penobscot Bay campus. Visitors can tour ship simulators and training vessels while exploring Castine's charming waterfront.
Main Street
9.0/10 (1,841 reviews)
Stroll down Main Street in Castine where historic 19th-century buildings showcase Maine's maritime legacy. Explore charming galleries and boutiques before following the elm-lined path toward harbor views.
Castine Historical Society
7.0/10 (2 reviews)
The Castine Historical Society preserves stories of one of America's oldest towns through curated exhibits in a restored schoolhouse. Explore artifacts or join a guided walking tour through historic streets.
Fort George Park
Walk the grassy earthworks of this Revolutionary War site overlooking Castine's scenic harbor. History buffs will appreciate the informational panels detailing Fort George's strategic military significance.
Castline Golf Club
This historic 9-hole course, designed by Willie Park Jr. in 1921, offers panoramic views of Castine Harbor. Enjoy a challenging round on gently rolling terrain while experiencing classic Scottish design elements.
Dyce Head Foot Path
This historic trail leads to Castine's 1828 Dyce Head Lighthouse, offering panoramic views of Penobscot Bay. Visit at sunset to capture the golden light dancing across the rocky Maine coastline.
Witherle Woods
Hike through 185 acres of historic woodland where Revolutionary War fortifications still stand among the spruce and pine. The trails offer spectacular panoramic views of Penobscot Bay from strategic overlooks.
Castine Hotel Deals
Fireside Inn & Suites - Belfast
159 Searsport Avenue Belfast ME
Fully refundableReserve now, pay when you stay
$113 nightly
$123 total
Nov 9 - Nov 10
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
"We stayed three nights. Perfect launch spot to see coastal Maine! The views cannot be beat!"
Reviewed on Oct 10, 2026
Colonial Gables Oceanfront Village
7 Eagle Avenue Belfast ME
Fully refundableReserve now, pay when you stay
$116 nightly
$126 total
Oct 26 - Oct 27
Total with taxes and fees
9.6/10 Exceptional! (1,009 reviews)
"This was a great property. Everyone was very friendly, they took care of our needs, they provided a nice outdoor fire pit for use. It was wonderful location, and we enjoyed the town as well."
Reviewed on Oct 10, 2026
Cedar Crest Inn
115 Elm Street Camden ME
Fully refundableReserve now, pay when you stay
$111 nightly
$121 total
Oct 19 - Oct 20
Total with taxes and fees
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 $840 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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- Dyce Head Lighthouse
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- Adults Only Vacation Packages Sears Island
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- Blue Hill Bay Gallery
- Visit Brooksville
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- Edgar M. Tennis Preserve
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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.
