Hermit Island Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Hermit Island vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Cliff House Maine
Bald Head
9.4/10 Exceptional! (1,004 reviews)
Dec 18 - Dec 20
2 night stay
Chicago (ORD) to Portland (PWM)
United • Roundtrip • Coach
Price was $1,135, price is now $945 per person
$945
per person
found 1 day ago
This is an incredibly beautiful property and well worth the money! The rooms are lovely, the most comfortable beds we’ve ever slept in, warm robes, balcony w beautiful views, every detail designed to make your stay memorable! The public spaces have incredible views of the coastline! Our only regret was that we were only able to be there 3 nights due to our schedule!
Reviewed on Sep 30, 2026
2.5-star property
Evalina Hotel
Downtown Portland
10/10 Exceptional! (13 reviews)
Nov 5 - Nov 8
3 night stay
Chicago (ORD) to Portland (PWM)
American Airlines • Roundtrip • Coach
Price was $1,577, price is now $1,203 per person
$1,203
per person
found 1 day ago
Better than expected. This new property was in a great location. Easy to walk to restaurants and shopping. Comfortable bed, nice bathroom and a sitting area with sofa, chair and tv. I was a little concerned because we could hear music from a nearby bar, but everything stopped by 10 o’clock. Would return.
Reviewed on Sep 25, 2026
3.5-star property
Blind Tiger Portland – Carleton Street
West End
9.6/10 Exceptional! (132 reviews)
Nov 5 - Nov 8
3 night stay
Chicago (ORD) to Portland (PWM)
American Airlines • Roundtrip • Coach
Price was $1,299, price is now $1,066 per person
$1,066
per person
found 1 day ago
Great location and cool property. No TV though.
Reviewed on Sep 28, 2026
4.0-star property
Inn By The Sea
9.6/10 Exceptional! (331 reviews)
Nov 5 - Nov 8
3 night stay
Chicago (ORD) to Portland (PWM)
American Airlines • Roundtrip • Coach
Price was $1,172, price is now $965 per person
$965
per person
found 1 day ago
Staff and food were both wonderful. We would definitely stay again.
Reviewed on Sep 28, 2026
Top rated hotels for your Hermit Island vacation package
Best Western Freeport Inn
31 US Route 1 Freeport ME
Free Cancellation
Reserve now, pay when you stay
15.92 mi from city center
$111 nightly
The price is $121 total per night
$121 total
Nov 1 - Nov 2
Total with taxes and fees
Guests of Best Western Freeport Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and express check-out. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. This hotel also has free newspapers.
Pool
Pet friendly
The Freeport Hotel, an Ascend Collection Hotel
506 Us Route 1 Freeport ME
Free Cancellation
15.42 mi from city center
$92 nightly
The price is $101 total per night
$101 total
Oct 21 - Oct 22
Total with taxes and fees
The Freeport Hotel, an Ascend Collection Hotel features free WiFi in public areas, a 24-hour business center, and free newspapers. If you drive, take advantage of free parking. The 24-hour front desk has staff standing by to help with dry cleaning or laundry, and answer any questions about the accommodations. Additional amenities include laundry facilities, barbecue grills, and a vending machine.
Breakfast included
Parking included
The Brunswick Hotel
4 Noble St Brunswick ME
Free Cancellation
Reserve now, pay when you stay
13.64 mi from city center
$150 nightly
The price is $163 total per night
$163 total
Oct 27 - Oct 28
Total with taxes and fees
Renovated in 2025, The Brunswick Hotel offers a 24-hour gym, free WiFi in public areas, and a conference center. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with securing valuables, dry cleaning/laundry, and concierge services. Additional amenities include a business center, coffee/tea in a common area, and a terrace.
Pet friendly
Parking included
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.
Explore More Ways to Travel with Travelocity
- Farmstay in Phippsburg
- Apartments in Phippsburg
- Hotels with Pool in Phippsburg
- Hotels with a Gym in Phippsburg
- Phippsburg Hotels
- Rv Parks in Phippsburg
- Resorts in Phippsburg
- Beach Resorts & in Small Point
- Hotels with Bar in Small Point
- Oceanfront Hotels in Small Point
- Spa Resorts & in Small Point
- Hotels near Popham Beach State Park
- Kid Friendly Hotels in West Point
- Hotels near Paddleworks
- Arcade Hotels in Sebasco Estates
- Beach Resorts & in Sebasco Estates
- Fishing Resorts & in Sebasco Estates
- Golf Resorts & in Sebasco Estates
- Spa Resorts & in Sebasco Estates
- Hotels near Bates-Morse Mountain Conservation Area
- Hotels near Hunnewell Beach
- B&B in Orrs Island
- Cabin Rentals in Orrs Island
- Hotels with Tennis Courts in Orrs Island
- Orrs Island Hotels
- Motels in Orrs Island
- 3 Star Hotels in Popham Beach
- Apartments in Popham Beach
- Hotels with Pool in Popham Beach
- Resorts in Popham Beach
- B&B in Cundys Harbor
- Cabin Rentals in Cundys Harbor
- Cundys Harbor Hotels
- Motels in Cundys Harbor
- Resorts in Cundys Harbor
- Apartments in Harpswell
- Extended Stay Hotels in Harpswell
- Gay Friendly Hotels in Harpswell
- Pet Friendly Hotels in Harpswell
- Harpswell Hotels
- Motels in Harpswell
- Vacation Homes in Harpswell
- Flights to Phippsburg
- Flights from Boston to Phippsburg
- Flights from Portland to Phippsburg
- Flights from Bangor to Phippsburg
- Flights from Nashville to Great Island
- Flights from San Francisco to Great Island
- Flights from Popham Beach
- Flights from Escanaba to Harpswell
- Flights from Boston to Harpswell
- Flights from Chicago to Harpswell
- Flights from Houston to Harpswell
- Flights from Las Vegas to Harpswell
- Flights from New York to Harpswell
- Flights from Raleigh to Harpswell
- Flights from Seattle to Harpswell
- Flights from Oakland to Harpswell
- Flights from Santa Barbara to Harpswell
- Flights from Medford to Harpswell
- Flights from Birmingham to Harpswell
- Flights from Colorado Springs to Harpswell
- Flights from Tampa to Harpswell
- Flights from Charleston to Harpswell
- Flights from College Station to Harpswell
- Phippsburg Vacations
- East Boothbay Vacations
- Bath Vacations
- Yarmouth Vacations
- The Boothbay Playhouse
- Cumberland Center Vacations
- Cabbage Island
- Eartha
- Boothbay Vacations
- Fisherman's Memorial Park
- Brunswick Vacations
- Edgecomb Vacations
- Cape Elizabeth Vacations
- Monkey C Monkey Do
- Pemaquid Beach Vacations
- Coastal Maine Botanical Gardens
- Brunswick Golf Course
- Portland Vacations
- Boothbay Harbor Marina
- South Portland Vacations
- Wyler Gallery
- Wiscasset Vacations
- Gulf of Maine
- Casco Bay
- Woolwich Vacations
- Freeport Vacations
- Georgetown Vacations
- Georgetown Historical Society
- Boothbay Harbor Vacations
- Pemaquid Point Lighthouse Park
