Small Point Vacation Packages

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Top Holiday Package Deals in Small Point

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
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,338 reviews)
Beautiful historic hotel in the hip part of town! Best location- Walkable to everything .. Really cool lounge areas, offering bottles of water at all times, the airport pickup in a nice big black suv…friendly staff!! . Spa use of the jacuzzi steamroom and sauna… restaurants… Would choose this hotel again!

Reviewed on Jul. 16, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
per person
Aug 22 - Aug 29
found 11 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PWM)
9.6/10 Exceptional! (211 reviews)
Amazing room & exceptional service!

Reviewed on Jul. 15, 2025

Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
per person
Aug 22 - Aug 29
found 11 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PWM)
7.8/10 Good! (1,032 reviews)
Front desk was awesome! Very helpful and great in helping me. Overall however I would not say the room was worth $240 for one night. Sheets had stains as did the towels. The room had AC but had a funky smell to it. Again, the people and service were great! Quality of the room and hotel far below expectations based on the price. Would not stay there again.

Reviewed on Jul. 14, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,008 reviews)
Everything is very good

Reviewed on Jul. 18, 2025

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (591 reviews)
The team made the stay for us. Really nice, genuine and people. Special mention for the way breakfast is served and a shout out for the breakfast sandwiches and baked eggs! Great location for an easy walk into town and for longer walks along the coast.

Reviewed on Jul. 17, 2025

Small Point Hotel Deals

Casco Bay Inn

Casco Bay Inn

2 out of 5
107 US Route 1, Freeport, ME
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Jul 23 to Jul 24
CA $150
CA $164 total
Jul 23 - Jul 24
includes taxes & fees
8.4/10 Very Good! (1,022 reviews)
"Breakfast menu could be tweaked"

Reviewed on Jul. 16, 2025

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 CA $177 per night from Jul 23 to Jul 24
CA $177
CA $193 total
Jul 23 - Jul 24
includes taxes & fees
7.8/10 Good! (1,002 reviews)
Great property
"dogs allowed easy dog, walking area and bags provided. I can’t think of anything negative at all to say about this property. The only surprise was when I checked in I had to drive to another building a short distance, but not a problem."

Reviewed on Jul. 16, 2025

Best Western Freeport Inn
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
The price is CA $151 per night from Jul 30 to Jul 31
CA $151
CA $197 total
Jul 30 - Jul 31
includes taxes & fees
8.2/10 Very Good! (1,014 reviews)
"Very accommodating and nice."

Reviewed on Jul. 16, 2025

Flagship Inn and Suites
See all 1,384 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Small Point vacation package cost?
Get set to book, because a trip to Small Point starts from just CA $973. When you bundle your flights, hotels and car rentals into a travel package, you'll pick up the best prices.
How do I get a cheap travel package to Small Point?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got them all covered. Pick the combination that best fits you and watch your savings grow. Of course, a package deal is never one-size-fits-all. That's why we offer over 550 air carriers and 1,000,000 hotel options across the globe, which lets you customize your Small Point adventure.
How far in advance should I book my Small Point vacation?
Your best bet is to book early. Airlines typically advertise flight tickets around a year ahead of departure, and this is an ideal opportunity to pick up some rock-bottom prices. Boss just told you to take your vacation time next month? That's fine too — Expedia are never short on fantastic deals to help you have the getaway of your dreams, at an affordable price.
What does an Expedia Small Point travel package include?
Flights, hotels and car rentals — we connect you to the very best bargains. All you'll have to do is decide on your favorite combination. After you've made your booking, you can add on the exciting stuff like activities and sightseeing tours. Our travel packages make it easy to create an exciting Small Point vacation.
What should I know before booking a Small Point travel package?
You can save big by bundling your airfares, hotels and rental cars. Once you've created your package, you can add on things like activities or tours. Your next awesome vacation is only a couple of clicks away.
Can I choose my airline with a Small Point Expedia vacation package?
You sure can. Expedia has access to more than 550 partner airlines across the globe, so go with the carrier that's a good fit for your budget needs.
If I'm not able to travel, can I cancel my Small Point vacation package?
Plans can change unexpectedly, so yes, you can. You may be able to cancel or amend your Small Point vacation package at no cost within 24 hours of booking. For bookings older than that, you can still make changes, but your airline, hotel or car rental company may impose a charge. Need more information? Have a look at our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Small Point

Popham Beach State Park

Popham Beach State Park

Enjoy a trip to Popham Beach State Park and popular activities like boating in Phippsburg. While you're in the area, stroll along the seaside.

Popham Beach State Park

Hunnewell Beach

Why not spend a lazy afternoon at Hunnewell Beach during your trip to Phippsburg? Wander the waterfront in this relaxing area.

Hunnewell Beach

Things to do

Half-Day Maine Seafood Adventure

Half-Day Maine Seafood Adventure

CA $389
per adult
Half-Day Maine Seafood Adventure
Schooner Applejack Sunset Sail Tour in Boothbay Harbor

Schooner Applejack Sunset Sail Tour in Boothbay Harbor

CA $82
per adult
Schooner Applejack Sunset Sail Tour in Boothbay Harbor
Boothbay Harbor: Schooner Apple Jack Sunset Sailing Cruise

Boothbay Harbor: Schooner Apple Jack Sunset Sailing Cruise

CA $82
per adult
100% of travellers recommend
Boothbay Harbor: Schooner Apple Jack Sunset Sailing Cruise
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.