Castine Vacations from $619

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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
per person
Sep 18 - Sep 21
found 10 hours ago
Roundtrip flight included
New York (LGA) to Rockland (RKD)
8.4/10 Very Good! (221 reviews)
We liked the room itself. New vinyl floors and comfortable mattresses. Two areas of improvement would be 1) better WiFi. The tv is streaming only and the wifi is so weak the picture goes blurry often and it has to cycle.2) Before guests arrive, please turn AC on in room so it cools off. It was 80 in ours and took 4hrs to get down to 70.

Reviewed on Jul 10, 2025

Harborline Hotel

Harborline Hotel

3 out of 5
Save 100% on your flight
per person
Sep 13 - Sep 20
found 11 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Rockland (RKD)
8.6/10 Excellent! (46 reviews)
Decent room in a convenient location. Did not have curtains to cover the windows, so we had to use towels. Manager explained that new curtains were ordered, but delayed. They really should have left the old ones up until the new ones arrived. The sun streams in at 6:30 every morning.

Reviewed on Jun 25, 2025

The Craignair Inn & Restaurant

The Craignair Inn & Restaurant

3.5 out of 5
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Rockland (RKD)
9/10 Wonderful! (182 reviews)
An absolutely delightful stay — the quintessential Maine experience. Nestled right on the water, it’s perfect for morning strolls with a coffee in hand, soaking in the serene coastal views. And when it’s time to dine, you’re just steps away from fantastic restaurants and bars that showcase the best of local flavor.

Reviewed on Jul 8, 2025

Homeport Inn and Tavern

Homeport Inn and Tavern

3 out of 5
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Rockland (RKD)
9.8/10 Exceptional! (282 reviews)
Lovely old inn and tavern. Lots of little extras provided, like distilled water for the coffee maker. The breakfasts were delicious. Housekeeping came daily. Close to town and Sears Island, where you could stroll on the beach or do some hiking. Highly recommended!

Reviewed on Jun 17, 2025

Glen Cove Inn & Suites

Glen Cove Inn & Suites

2.5 out of 5
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Rockland (RKD)
9.6/10 Exceptional! (902 reviews)
We had a very nice stay at Glen Cove. The out door pool is small but situated nicely with a great view. The terrace in back of our room was very nice for eating breakfast. Breakfast was also good as continental breakfasts go. Staff is nice and helpful.

Reviewed on Jul 5, 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

4.5/5(48 reviews)

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

4.5/5(1,467 reviews)

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

Belfast Harbor Inn
Belfast Harbor Inn
3.5 out of 5
91 Searsport Ave, Belfast, ME
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $185 total per night from Jul 20 to Jul 21
$185 total
Jul 20 - Jul 21
Total includes taxes and fees
9.6/10 Exceptional! (1,015 reviews)
"Very clean and quiet!"

Reviewed on Jul 12, 2025

Belfast Harbor Inn
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
$219 nightly
The price is $239 total per night from Jul 16 to Jul 17
$239 total
Jul 16 - Jul 17
Total includes taxes and fees
9.4/10 Exceptional! (1,002 reviews)
"We had a great time and look forward to coming back"

Reviewed on Jul 9, 2025

The Country Inn at Camden Rockport
Cedar Crest Inn
Cedar Crest Inn
2.5 out of 5
115 Elm Street, Camden, ME
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $206 total per night from Jul 15 to Jul 16
$206 total
Jul 15 - Jul 16
Total includes taxes and fees
8.6/10 Excellent! (630 reviews)
Gem for the price!
"This is a gem for the price. We did not plan this stay ahead of time but rather booked the day of arrival based on reviews I read on the web and those reviews were very accurate - This place is an EXCELLENT place to stay and convenient right on Highway 1. The room was so spacious, quiet air conditioner, ..."

Reviewed on Jul 7, 2025

Cedar Crest Inn
See all 1,284 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 $619 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.