Harpswell Vacation Packages

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Your Harpswell Vacation

With one of our vacation packages to Harpswell, you'll have infinite opportunities for fun and relaxation. There's loads to enjoy, including its coastal scenery and spectacular views. Want to explore your surroundings? Thomas Point Beach, Bailey Island Bridge and Ragged Island are among the top-rated places to visit during a trip to Harpswell. A couple of clicks is all it takes to create the perfect Harpswell vacation on Expedia.

Top Harpswell Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
per person
Aug 28 - Sep 1
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
7.8/10 Good! (1,032 reviews)
For the cost of the overnight stay, a basic breakfast should be included. Also, it advertises itself as a smoke free property. Someone was smoking pot both nights we stayed. I told the manager and the situation was not fixed.

Reviewed on Jul. 20, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
per person
Sep 7 - Sep 14
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,008 reviews)
everything very clean, wonderful place.

Reviewed on Jul. 19, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Aug 28 - Sep 1
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
9.2/10 Wonderful! (1,523 reviews)
Unfortunately because I used Expedia they put us in a room that faced an alley that had a bar with music until 1 am every night. It was so loud it sounded like we were at a rave. The hotel staff told us they save these rooms for people who get their room from Expedia and offered us earplugs. Ridiculous!

Reviewed on Jul. 19, 2025

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
Downtown Portland
Save 100% on your flight
per person
Aug 28 - Sep 1
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
8.8/10 Excellent! (1,153 reviews)
Nice property. I would rate excellent except for over priced breakfast

Reviewed on Jul. 15, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
per person
Aug 28 - Sep 1
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Portland (PWM)
9.6/10 Exceptional! (211 reviews)
Amazing room & exceptional service!

Reviewed on Jul. 15, 2025

Ready to book your vacation to Harpswell?

 

Choose your dates

Harpswell Hotel Deals

Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from Jul 21 to Jul 22
CA $205
CA $223 total
Jul 21 - Jul 22
includes taxes & fees
7.8/10 Good! (1,038 reviews)
"Good nights sleep clean room and nice bed."

Reviewed on Jul. 19, 2025

Days Inn by Wyndham Airport/Maine Mall
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Jul 27 to Jul 28
CA $209
CA $231 total
Jul 27 - Jul 28
includes taxes & fees
7.8/10 Good! (1,004 reviews)
"The cleaning products that are used were very strong and left an unpleasant smell. Plus there was a little bit of a mildew smell in the lobby when we first entered."

Reviewed on Jul. 17, 2025

Clarion Hotel Portland
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Jul 28 to Jul 29
CA $212
CA $235 total
Jul 28 - Jul 29
includes taxes & fees
7.6/10 Good! (1,041 reviews)
Good and clean
"Good location for us and very convenient to all the areas nearby that we had to go. We enjoyed the quiet and were able to easily and quickly get additional towels and supplies as we needed."

Reviewed on Jul. 14, 2025

Ramada Plaza by Wyndham Portland
See all 2,133 properties in Harpswell
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

What to do in Harpswell

Half-Day Maine Seafood Adventure

Half-Day Maine Seafood Adventure

CA $389
per adult
Half-Day Maine Seafood Adventure
See all activities in Harpswell

Frequently asked questions

How much does a Harpswell vacation package cost?
You'll find cheap prices from CA $840 on Expedia for your Harpswell break. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Harpswell costs.
What are the cheapest months to go to Harpswell?
The off-season is the best time to head to Harpswell if you're on a budget. Another tip for scoring cheap Harpswell vacation packages? Try to avoid public holidays and any major festivals.
How many days is enough for Harpswell?
To fully enjoy a Harpswell vacation, we recommend staying for 4 days. Split your time between discovering Ragged Island, Cobwork Bridge and other must-see attractions, as well as experiencing neighbourhoods like Harpswell Centre and Sebascodegan Island. If you've got some time to spare, add a day trip or tour to your Harpswell vacation itinerary.
How to find the best Harpswell package deals?
Start your search for a Harpswell package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Harpswell package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Harpswell adventure off to a flying start.
Is it cheaper to book a Harpswell vacation as a package?
You can enjoy significant savings on your next Harpswell retreat by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to browse some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Harpswell?
If you've got your Harpswell travel dates locked in, book early to score some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Harpswell?

  1. Pick your dates: The things you want to do in Harpswell and your favourite season will help you decide when to get away.
  2. Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to flights and activities. Your accommodations will likely be the biggest expense during your trip to Harpswell.
  3. Decide how long to go for: Now that you're up to speed on Harpswell, you can work out the right length of your break. Put together a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a tailored Harpswell vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.