Bald Head Vacation Packages

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Your Bald Head Vacation

Get ready to experience Bald Head on your terms with a custom Bald Head vacation package! Discovering the best parts of this lively city is made easier with a base in a neighborhood such as York Cliffs, which is good for views, among plenty of other things. Any trip to Bald Head needs a well-crafted itinerary. Fill yours with attractions like St. Peter’s By-The-Sea Protestant Episcopal Church, Cape Neddick Country Club and Mount Agamenticus. Don't put off exploring this destination any longer. The ultimate Bald Head vacation is a few clicks away with Expedia.

Top Bald Head Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was CA $1,928, price is now CA $1,713 per person
CA $1,713
per person
Dec 29 - Jan 3
found 10 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
9.4/10 Exceptional! (1,780 reviews)
Staff was very nice. Clean room with cool balcony.

Reviewed on Nov 7, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was CA $3,860, price is now CA $3,084 per person
CA $3,084
per person
Dec 29 - Jan 3
found 10 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
9.6/10 Exceptional! (199 reviews)

Inn By The Sea

Inn By The Sea

4 out of 5
Price was CA $2,420, price is now CA $2,073 per person
CA $2,073
per person
Dec 29 - Jan 3
found 10 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
9.6/10 Exceptional! (342 reviews)

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was CA $2,497, price is now CA $2,165 per person
CA $2,165
per person
Dec 29 - Jan 3
found 10 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
9.6/10 Exceptional! (419 reviews)
Not very much parking and you have to schedule it in advance. Expedia didn't warn. It could be a disaster if you don't plan for it and rent a car.

Reviewed on Nov 7, 2026

Evalina Hotel

Evalina Hotel

2.5 out of 5
Downtown Portland
Price was CA $3,483, price is now CA $3,081 per person
CA $3,081
per person
Dec 29 - Jan 3
found 10 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
10/10 Exceptional! (15 reviews)

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Bald Head Hotel Deals

Cliff House Maine

Cliff House Maine

4.5 out of 5
591 Shore Road Cape Neddick ME
The price is CA $448 per night from Nov 12 to Nov 13
CA $448
CA $546 total
Nov 12 - Nov 13
includes taxes & fees
Cliff House Maine
Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street Ogunquit ME
8.8/10 Excellent! (1,629 reviews)
"This motel was clean, quiet and reasonably priced to fit our needs. I have stayed here before and would stay again."

Reviewed on Nov 7, 2026

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Ogunquit - The Milestone
Port Inn & Suites Kennebunk, an Ascend Collection Hotel

Port Inn & Suites Kennebunk, an Ascend Collection Hotel

2.5 out of 5
55 York St Kennebunk ME
Fully refundable
The price is CA $113 per night from Nov 29 to Nov 30
CA $113
CA $139 total
Nov 29 - Nov 30
includes taxes & fees
Port Inn & Suites Kennebunk, an Ascend Collection Hotel
See all 2,583 properties in Bald Head
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.
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Stay near popular Bald Head attractions

St. Peter’s By-The-Sea Protestant Episcopal Church

10.0/10 (4 reviews)
Find out about the history of Bald Head with a stop at St. Peter’s By-The-Sea Protestant Episcopal Church. Wander the beautiful beaches and seaside in this family-friendly area.
See properties

Frequently asked questions

How much does a Bald Head vacation package cost?
You'll find cheap prices from CA $1,713 on Expedia for your Bald Head break. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Bald Head costs.
What are the cheapest months to go to Bald Head?
January, February and March are great times to search for cheap Bald Head vacation packages. Choosing to travel in quieter months means you can generally find reduced prices on flights and accommodations.
How many days is enough for Bald Head?
For a Bald Head vacation, a handful of days will be enough to explore the top spots. Make sure to check out Cape Neddick Country Club — it's one of the main attractions in this destination. If you're looking for more activities, think about basing yourself here and heading off on some day trips from Bald Head.
How to find the best Bald Head package deals?
Use Expedia's filters to help you find some terrific Bald Head 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 escape for midweek, or search for Bald Head package deals in the off-peak season. Play around with your travel dates and you may score even bigger 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 Bald Head vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and hotels individually. Better still, you can tailor your Bald Head trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Bald Head?
Secure amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Bald Head escape.
How to plan a trip to Bald Head?

  1. Choose when to get away: Check your schedule and get packing. Your favourite time of year and the type of activities available will also help you decide when to escape to Bald Head.
  2. Work out your budget: Make sure you have enough money to cover everything from meals and transportation to activities and flights. Your accommodations will probably be the largest expense during your trip to Bald Head.
  3. Decide how long to go away for: Now that you're up to speed on Bald Head, you can figure out the ideal length of your vacation. Pull together a rough itinerary and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Bald Head vacation package.

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