Walpole Vacations from $465

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Your Walpole Vacation

With everything organized before you go, our Walpole vacation packages mean you can focus more on enjoying your getaway. Whether you're staying in the neighborhood of Medomak, which is good for walking, or another area, this lively city offers a wealth of discoveries. Make your trip to Walpole even more fulfilling by including some sightseeing. Boothbay Railway Village, The Boothbay Playhouse and La Verna Preserve are some of the top attractions you'll want to explore. No matter your travel plans or the size of your budget, putting together a tailored Walpole vacation is simple with Expedia.

The Latest Walpole vacation packages

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

Harborline Hotel

3 out of 5
Price was $587, price is now $465 per person
$465
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rockland (RKD)
7.6/10 Good! (124 reviews)
It took awhile to find someone to check in but turns out he was helping someone to fix the tv in their room. Very nice room. Would definitely stay there again.

Reviewed on Aug 24, 2025

Greenleaf Inn

Greenleaf Inn

2 out of 5
Price was $1,250, price is now $955 per person
$955
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Augusta (AUG)
9.4/10 Exceptional! (10 reviews)
The location and view of this property was excellent. The staff gave good dining recommendations. The fire pit at night with s’mores was nice. We were given a nice bouquet of flowers at time of check in. The morning breakfast was a bit different. The kitchen was stocked with eggs, cream cheese, yogurt and condiments and pastries. You were responsible to make your own breakfast in the kitchen.

Reviewed on Jul 23, 2025

Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
Price was $650, price is now $521 per person
$521
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rockland (RKD)
8.4/10 Very Good! (250 reviews)
It was very hands off-- you go, retrieve your key from the lock box and let yourself in. But it is a gorgeous old building built like a fancy plantation - castle, in the middle of a small coastal town in pristine Maine, with a pool and a fitness center. I didn't realize it at first, but my room had a hallway to another living room area, with a balcony to sit and watch the sunrise from. Wow! Yeah, it's a great place.

Reviewed on Aug 14, 2025

Topside Inn

Topside Inn

3 out of 5
Save 100% on your flight
Price was $1,711, price is now $1,378 per person
$1,378
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Augusta (AUG)
10/10 Exceptional! (38 reviews)
The Topside Inn was the perfect place for our stay in Boothbay Harbor. The Carraige House room was very nice and the bed and bedding was amazing! The views of the harbor are spectacular, especially in the quiet of the early morning. However, the star of the show was the incredible breakfast we had each morning! I highly recommend this Inn to anyone traveling to the Boothbay region.

Reviewed on Aug 26, 2025

Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
Price was $914, price is now $738 per person
$738
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Augusta (AUG)
8.2/10 Very Good! (1,007 reviews)
Such an awesome location

Reviewed on Aug 26, 2025

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Walpole Hotel Deals

Hawks House Inn

Hawks House Inn

2.5 out of 5
349 State Route 129, Walpole, ME
$110 nightly
The price is $120 total per night from Aug 31 to Sep 1
$120 total
Aug 31 - Sep 1
Total with taxes and fees
9.6/10 Exceptional! (219 reviews)
"The innkeeper, Steve, really makes the visit extra special! He bakes fresh banana bread every morning, provides tons of travel and restaurant tips, and is available for any question. I will definitely be back!"

Reviewed on Aug 25, 2025

Hawks House Inn
Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $191 total per night from Sep 1 to Sep 2
$191 total
Sep 1 - Sep 2
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
"We had a great stay and loved all the facilities. The most beautiful setting and the canoes and campfires were a highlight. Definitely recommend!"

Reviewed on Aug 24, 2025

Ocean Gate Resort
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
$152 nightly
The price is $165 total per night from Aug 31 to Sep 1
$165 total
Aug 31 - Sep 1
Total with taxes and fees
8/10 Very Good! (1,007 reviews)
"X"

Reviewed on Aug 25, 2025

Flagship Inn and Suites
See all 1,428 properties in Walpole
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.

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Frequently asked questions

How much does a Walpole vacation package cost?
You'll find cheap prices from $465 on Expedia for your Walpole getaway. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Walpole costs.
What are the cheapest months to go to Walpole?
You can typically find lower rates and better availability in October, November and December. Explore our cheap Walpole vacation packages and you could score some great off-season deals.
How many days is enough for Walpole?
With a well-organized schedule, you can easily hit the most popular Walpole sights in a few days. But if you prefer to explore off the beaten track or go on day trips, consider booking your Walpole vacation for longer.
How to find the best Walpole package deals?
Start your search for a Walpole package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Walpole package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Walpole getaway off to a flying start.
Is it cheaper to book a Walpole vacation as a package?
You can enjoy significant savings on your next Walpole retreat by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to view some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Walpole?
Secure amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Walpole trip.
Does Expedia offer Book Now, Pay Later Walpole vacation packages?
Jet off on your dream escape to Walpole with our Book Now, Pay Later vacations. No need to save like crazy or wait for your next payday — we've joined forces with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.