Bald Head Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Bald Head Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
AC Hotel Portland Downtown/Waterfront, ME
East Bayside
Price was $723, price is now $676 per person
$676
per person
Apr 29 - May 3
found 8 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maine Mall and Casco Bay Lines Ferry Terminal are located nearby.
Kennebunkport Captains Collection
Price was $1,135, price is now $956 per person
$956
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PWM)
Book a stay at this luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Kennebunkport Village Green and W. Robert Paine Gallery are located nearby.
AWOL Kennebunkport
Price was $1,088, price is now $981 per person
$981
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PWM)
Stay at this hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Kennebunkport Village Green and W. Robert Paine Gallery are located nearby.
The Westin Portland Harborview
Downtown Portland
Price was $755, price is now $688 per person
$688
per person
Apr 29 - May 3
found 1 hour ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maine Mall and State Theatre are located nearby.
Breakwater Inn
Price was $768, price is now $742 per person
$742
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PWM)
Book a stay at this luxury hotel in Kennebunkport. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular attractions Colony Beach and Gooch's Beach are located nearby.
Portland Harbor Hotel
Downtown Portland
Price was $711, price is now $711 per person
$711
per person
Apr 29 - May 3
found 1 hour ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maine Mall and Cross Insurance Arena are located nearby.
Top Hotel Deals
Cliff House Maine
591 Shore Road Cape Neddick ME
0.32 km from Bald Head
Book a stay at this luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property ...
Hampton Inn & Suites Portsmouth Downtown
23 Portwalk Pl Portsmouth NH
21.41 km from Bald Head
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Hilton Garden Inn Portsmouth Downtown
100 High St Portsmouth NH
21.31 km from Bald Head
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Anchorage Inn and Resort
265 Long Beach Avenue York Beach ME
7.49 km from Bald Head
Book a stay at this beach hotel in York Beach. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Quality Inn Portsmouth
1190 Lafayette Road Portsmouth NH
24.62 km from Bald Head
Stay at this hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Anchorage by the Sea
125 Shore Road Ogunquit ME
3.13 km from Bald Head
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property ...
The Hotel Portsmouth
40 Court St. Portsmouth NH
21.67 km from Bald Head
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Wells-Ogunquit-Kennebunk by IHG
28 Mile Road Wells ME
9.47 km from Bald Head
Book a stay at this business-friendly hotel in Wells. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn Portsmouth Central
131 DOW AVENUE Portsmouth NH
22.73 km from Bald Head
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Sheraton Portsmouth Harborside Hotel
250 Market St Portsmouth NH
21.29 km from Bald Head
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Juniper Hill Inn
336 Main Street Ogunquit ME
4.01 km from Bald Head
Stay at this motel in Ogunquit. Enjoy an outdoor pool, a fitness center, and concierge services. Our guests praise the pool and the helpful staff in our reviews. ...
Meadowmere Resort
74 Main Street Ogunquit ME
3.08 km from Bald Head
Book a stay at this spa hotel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
The Colony Hotel
140 Ocean Ave Kennebunkport ME
16.81 km from Bald Head
Book a stay at this business-friendly hotel in Kennebunkport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, May 25 - Mon, Jun 1
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago
Mon, May 25 - Fri, May 29
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago
Mon, May 4 - Wed, May 13
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Tue, Sep 8 - Fri, Sep 11
LGA
LaGuardia
PWM
Portland Intl. Jetport
$202 Roundtrip, found 15 hours ago
$202
Roundtrip
found 15 hours ago
Sat, Jun 6 - Sat, Jun 13
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, found 1 day ago
$221
Roundtrip
found 1 day ago