Small Point Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Small Point

Price found within the past 48 hours. Click for updated prices.
The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Price was CA $1,843, price is now CA $1,266 per person
CA $1,266
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9.6/10 Exceptional! (228 reviews)
We stayed at the property for three nights and paid extended hour for checking-out. Unfortunately, the system hotel created didn't work. the cleaning staffs kept knocking our door at 11am (normal check-out time). Even I told them that I paid for the extension hour to check out. They still kept coming back to knock the door multiple times.

Reviewed on Aug. 31, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $2,628, price is now CA $1,778 per person
CA $1,778
per person
Oct 10 - Oct 14
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.2/10 Wonderful! (1,552 reviews)
It was my first experience staying in your hotel, the food was delicious, and I appreciated a-lot yours services. Thanks.

Reviewed on Sep. 1, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was CA $2,310, price is now CA $1,711 per person
CA $1,711
per person
Oct 10 - Oct 14
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
What’s not to love. It’s Cliff House!!

Reviewed on Aug. 29, 2025

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
Downtown Portland
Price was CA $1,982, price is now CA $1,521 per person
CA $1,521
per person
Oct 10 - Oct 14
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
8.8/10 Excellent! (1,006 reviews)
Great hotel and staff

Reviewed on Aug. 29, 2025

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was CA $2,208, price is now CA $1,699 per person
CA $1,699
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,386 reviews)
Just a fantastic spot and Hotel

Reviewed on Aug. 31, 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 $153 per night from Sep 3 to Sep 4
CA $153
CA $167 total
Sep 3 - Sep 4
includes taxes & fees
Casco Bay 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 CA $188 per night from Sep 4 to Sep 5
CA $188
CA $240 total
Sep 4 - Sep 5
includes taxes & fees
Ocean Gate Resort
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 $146 per night from Oct 1 to Oct 2
CA $146
CA $159 total
Oct 1 - Oct 2
includes taxes & fees
Best Western Freeport Inn
See all 1,412 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 $1,266. 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

Boothbay Harbor Cruise: Lighthouses, Lobster Haul, and Seals

Boothbay Harbor Cruise: Lighthouses, Lobster Haul, and Seals

CA $56
per adult
100% of travellers recommend
Boothbay Harbor Cruise: Lighthouses, Lobster Haul, and Seals
Schooner Applejack Sunset Sail Tour in Boothbay Harbor

Schooner Applejack Sunset Sail Tour in Boothbay Harbor

CA $83
per adult
Schooner Applejack Sunset Sail Tour in Boothbay Harbor
Boothbay Harbor Culinary Walking Tour

Boothbay Harbor Culinary Walking Tour

CA $220
per adult
Boothbay Harbor Culinary Walking Tour
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.