Small Point Holidays from £1,401

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Your Small Point Holiday

Organising your next break just got a whole lot simpler with a holiday package to Small Point. Experience the very best this neighbourhood has to offer while creating wonderful memories you'll replay for years. Not sure what to do and see during your trip to Small Point? Nearby attractions such as Popham Beach State Park, Hunnewell Beach and Head Beach are great places to start. Expedia can help turn your ideal Small Point holiday into reality, whatever your budget or travel plans.

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
23 Oct - 30 Oct
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.2/10 Wonderful! (1,542 reviews)
We were pleased with the neighborhood and our actual room. The staff member who checked us in seemed intoxicated and smelled strongly of alcohol. We were told we had a credit to use in the hotel but were charged and never received the credit. The room was very clean and the bed was comfortable. We enjoyed the historic neighborhood.

Reviewed on 4 Aug 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
per person
23 Oct - 30 Oct
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (1,001 reviews)
The Cliff House is a one of a kind! Always a fantastic visit!

Reviewed on 1 Aug 2025

Inn By The Sea

Inn By The Sea

4 out of 5
per person
23 Oct - 30 Oct
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.6/10 Exceptional! (274 reviews)
It was one of the best getaways we have ever been on. Thank you for your hospitality.

Reviewed on 13 Jun 2025

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
per person
23 Oct - 30 Oct
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (598 reviews)
The breakfast each more was varied and delicious. There are bikes on the property which are great to ride around town

Reviewed on 29 Jul 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
per person
23 Oct - 30 Oct
found 1 day ago
Return direct flight included
London (LHR) to Portland (PWM)
9.6/10 Exceptional! (218 reviews)
Fantastic place to stay when visiting Portland. The location can't be beat -- within a couple of blocks to the ferry terminal and Old Town shops and restaurants. The building is next to a police station and my family and I felt very safe. The unit was immaculate, modern, and fully equipped. Onsite parking was a huge bonus, as was the friendly and helpful staff. I would, without hesitation, stay at The Docent's Collection again.

Reviewed on 31 Jul 2025

Top hotels in Small Point

Casco Bay Inn

Casco Bay Inn

2 out of 5
107 US Route 1, Freeport, ME
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (1,009 reviews)
"The property was nice, but it was under construction. I can see by the room we had most of the rooms most likely needed an upgrade. It was comfortable and convenient for what we needed."

Reviewed on 4 Aug 2025

Get rates
Casco Bay Inn
Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
31 US Route 1, Freeport, ME
Fully refundableReserve now, pay when you stay
The price is £101 per night from 31 Aug to 1 Sept
£101
31 Aug - 1 Sept
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"Great place for the price will definitely be staying here again."

Reviewed on 6 Aug 2025

Best Western Freeport Inn
Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Fully refundableReserve now, pay when you stay
The price is £132 per night from 1 Sept to 2 Sept
£132
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,007 reviews)
"Breakfast had a good variety. Beds were a little squeaky but comfortable and it needed some renovations- think 80’s style. Air conditioner cooled the room down a little but not enough especially at night"

Reviewed on 5 Aug 2025

Ocean Gate Resort
See all 1,419 properties in Small Point
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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Small Point travel package cost?
Starting from just £1,401, a travel package is your gateway to cheap travel. Customize your Small Point getaway by choosing from our extensive range of hotels, flights and rental cars.
If I'm not able to travel, can I cancel my Small Point travel package?
Plans can change suddenly, so yes. You may be able to cancel or alter your Small Point travel package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your airline, hotel or car rental company may charge additional fees. Want more information? Take a look at our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to Small Point?
Track down flights that fit in with your schedule, add a hotel room to your booking and watch how much you save with a Small Point travel package. It's that simple! From hotels and flights to tours and rental cars, Expedia makes travelling cheap and easy. And with over 550 partner airlines and 1,000,000 hotels across the globe to select from, you'll never be short of choice.
Does Expedia offer Book Now, Pay Later Small Point holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has come up with a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fantastic getaway without exhausting your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that work for all budget sizes, so you can have that well-earned holiday sooner.
  • Pay in instalments holidays: If you want to pay for your getaway across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan with Klarna.

How far in advance should I book my Small Point holiday?
To land rock-bottom prices, book early. Air carriers generally release tickets, along with some of the lowest fares, up to 12 months in advance. Hotels, car rental and activities should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway in Small Point, there are always plenty of great deals to be had on Expedia. Check them out now!
What does an Expedia Small Point travel package include?
Travel packages include hotels, flights and rental cars, but you can mix and match them to create your perfect Small Point trip. You can also add on fun stuff like experiences and activities once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll score deals you won't find anywhere else.
What should I know before booking a Small Point travel package?
Bundling your bookings into a Small Point travel package is the easiest way to organise your trip. Not only that, you'll get great discounts when you combine your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Small Point Expedia travel package?
Yes, the choice is yours. We offer more than 550 airlines all over the world, so you can design your Small Point holiday according to your budget and needs.

Things to do

Boothbay: Lighthouses & Islands Harbor Cruise

Boothbay: Lighthouses & Islands Harbor Cruise

£30
per adult
94% of travellers recommend
Boothbay: Lighthouses & Islands Harbor Cruise
Boothbay Harbor: Schooner Apple Jack Sunset Sailing Cruise

Boothbay Harbor: Schooner Apple Jack Sunset Sailing Cruise

£45
per adult
100% of travellers recommend
Boothbay Harbor: Schooner Apple Jack Sunset Sailing Cruise
Schooner Applejack Sunset Sail Tour in Boothbay Harbor

Schooner Applejack Sunset Sail Tour in Boothbay Harbor

£45
per adult
Schooner Applejack Sunset Sail Tour in Boothbay Harbor
See all activities in Phippsburg

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.