Castine Vacation Packages

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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.

Top Castine Vacation Deals

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
Aug 30 - Sep 3
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Rockland (RKD)
8.4/10 Very Good! (220 reviews)
Great location. Friendly staff. Property is older but very pretty lobby area.

Reviewed on Jun. 14, 2025

East Wind Inn

East Wind Inn

2.5 out of 5
per person
Aug 30 - Sep 3
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Rockland (RKD)
9.2/10 Wonderful! (102 reviews)
I just loved everything about this hotel. From the start the staff helped me with a delayed flight and getting my keys to room. Very pleasant. My room was a king bed nice bathroom and mattress very comfortable. Very quiet hotel. They have a community room with a Frig. and Microwave. Huge wrap around porch with waterfront views with rocking chairs to have my coffee each AM (free) Also complimentary is a breakfast off a menu that was amazing. Things get quiet around 9:00-10:00 PM, only small complaint - we played cards and were quiet however someone kept letting us know we were loud by stomping on floor above community room. We were having fun which is what a vacation is for, nothing crazy as we are in 60-70's. & my kids are adults. All else was perfect! A general store is right up the hill across street that literally has anything you need. And a bar with food about 5-6 blocks called Happy Clam- food amazing. We will for sure be back to the hotel & bar!

Reviewed on Jun. 23, 2025

The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
per person
Aug 30 - Sep 3
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Rockland (RKD)
9.6/10 Exceptional! (1,001 reviews)
Liked the room separation between the bedroom and the sitting area/ living room.

Reviewed on Jun. 16, 2025

Ready to book your vacation to Castine?

 

Choose your dates

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
The price is CA $162 per night from Jun 29 to Jun 30
CA $162
CA $177 total
Jun 29 - Jun 30
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
"Such gorgeous ocean views from every cottage Easy access to beach Great number of opportunities for entertainment for all ages, games of all kinds, indoor and out"

Reviewed on Jun. 26, 2025

Colonial Gables Oceanfront Village
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
The price is CA $258 per night from Jun 29 to Jun 30
CA $258
CA $281 total
Jun 29 - Jun 30
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"Nice stay!"

Reviewed on Jun. 25, 2025

The Country Inn at Camden Rockport
Belfast Harbor Inn
Belfast Harbor Inn
3.5 out of 5
91 Searsport Ave, Belfast, ME
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Jun 29 to Jun 30
CA $203
CA $222 total
Jun 29 - Jun 30
includes taxes & fees
9.6/10 Exceptional! (1,004 reviews)
"Good location with nice view."

Reviewed on Jun. 24, 2025

Belfast Harbor Inn
See all 1,274 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Castine vacation package cost?
You'll find cheap prices from CA $867 on Expedia for your Castine getaway. 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?
To pick up cheap Castine vacation packages, plan your getaway outside of busy periods such as school holidays. You'll generally find lower prices and better availability for flights and hotels.
How many days is enough for Castine?
For a Castine vacation, a few days will be enough to see the highlights. Make sure to visit Fort Madison State Park --- it's one of the major attractions in this destination. If you want more adventure, consider basing yourself here and setting off on some day tours from Castine.
Is it worth booking a vacation package to Castine?
From attractions such as Fort Madison State Park and Castline Golf Club to its terrific history, a Castine vacation guarantees an unforgettable adventure. With so much to see and do, it's time to find out for yourself why Castine is such a good vacation destination.
How to find the best Castine package deals?
Use Expedia's filters to find some great 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 want to save, plan your escape for midweek, or search for Castine package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Castine vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Castine vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Castine?
Secure fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Castine break.
How to plan a trip to Castine?

  1. Pick your travel dates: The things you'd like to do in Castine and your favourite season will help you decide when to travel.
  2. Plan your budget wisely: In addition to the cost of your hotel, you'll need to consider other expenses. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that may crop up during your trip to Castine.
  3. Decide how many days away: Start by listing all the attractions you'd like to experience in Castine. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a tailored Castine vacation package.

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