Waldoboro Holidays from £496

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 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

    Packages with flights are ATOL protected

Your Waldoboro Holiday

When you organise a holiday package to Waldoboro, you can relax and enjoy your break knowing your travel plans have been worked out ahead of time. Discover the wonders of this vibrant city while based in a neighbourhood like Medomak, which is good for walking. Fill your trip to Waldoboro with tours of its top attractions. First stop? Don't miss Fawcetts Antique Toy and Art Museum. Whatever your travel plans or budget, organising your ultimate tailored Waldoboro holiday is a piece of cake with Expedia.

Top Waldoboro Flight + Hotel Deals

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

Harborline Hotel

3 out of 5
per person
9 Nov - 14 Nov
found 1 day ago
Return direct flight included
London (LON) to Rockland (RKD)
7.8/10 Good! (90 reviews)
Good for families and dogs. Not quiet. Fine basic hotel-- remodeling helps.

Reviewed on 16 Aug 2025

Greenleaf Inn

Greenleaf Inn

2 out of 5
per person
19 Sept - 21 Sept
found 1 day ago
Return direct flight included
London (LON) to Augusta (AUG)
9.4/10 Exceptional! (9 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 23 Jul 2025

Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
per person
27 Sept - 4 Oct
found 1 hour ago
Return direct flight included
London (LON) to Rockland (RKD)
8.4/10 Very Good! (245 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 14 Aug 2025

Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
per person
9 Nov - 14 Nov
found 1 day ago
Return direct flight included
London (LON) to Augusta (AUG)
8.2/10 Very Good! (1,011 reviews)
It was so-so. Staff was friendly. An okay place to sit outside. Continental breakfast was okay. Can't complain, but can't rave that it was wonderful either.

Reviewed on 16 Aug 2025

Spruce Point Inn

Spruce Point Inn

3.5 out of 5
per person
27 Sept - 4 Oct
found 1 hour ago
Return direct flight included
London (LON) to Augusta (AUG)
8.8/10 Excellent! (365 reviews)
The Ocean view is beautiful and tranquil. There were lots of families with kids running around. We are retired so we would def come again but in non peak family vacation period which we assume would be less noisy in the evenings.

Reviewed on 8 Aug 2025

Waldoboro Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Augusta State Airport (AUG)
Population
1,250
Max Temp Winter
-1.11ºC
Max Temp Summer
21ºC
Top Sights
Damariscotta Lake State Park, Dodge Point Public Reserved Land and Damariscotta Lake

Top hotels in Waldoboro

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 £130 per night from 1 Sept to 2 Sept
£130
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,014 reviews)
"A perfect escape for folks looking for an easy drive to one of the closer spots in Downeast Maine. Friendly staff and excellent breakfast for sure. Tennis courts and basketball rims need some TLC"

Reviewed on 13 Aug 2025

Ocean Gate Resort
Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is £121 per night from 18 Aug to 19 Aug
£121
18 Aug - 19 Aug
includes taxes & fees
7.6/10 Good! (108 reviews)
"This was near the marina and rhe view was beautiful. Bed was comfortable and rhe room spacious."

Reviewed on 12 Aug 2025

Harborline Hotel
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
The price is £120 per night from 1 Sept to 2 Sept
£120
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,015 reviews)
"Property was nic Pool was nice with a 6.5 ft deep end but hot tub not working"

Reviewed on 14 Aug 2025

Flagship Inn and Suites
See all 1,814 properties in Waldoboro
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 Waldoboro travel package cost?
Our Waldoboro packages, which start from just £496, are an ideal way to save big bucks. Choose your favourite hotels, flights and rental car to create a custom-built escape.
If I'm not able to travel, can I cancel my Waldoboro travel package?
Yes, it's possible to cancel your Waldoboro booking if your plans have been upended. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. You may be able to cancel or change for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to Waldoboro?
Creating your own Waldoboro travel package with Expedia is an easy way to save. We have more than 550 airlines and 1,000,000 properties all over the world. With such a broad range to choose from, you'll have no worries pulling together your ideal getaway.
Does Expedia offer Book Now, Pay Later Waldoboro holidays?
Expedia has partnered with online lender Klarna to make booking your next trip a little easier on the wallet. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that fits into your budget. Check out these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If making bite-sized repayments each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your trip in multiple transactions.
  • Low deposit holidays: Clicking the "book now" button is easier with this plan. Put down a small deposit on your holiday and then get on your way.

What are the top hotels in Waldoboro?
Lock in a room at Flagship Inn and Suites. It's one of this neighbourhood's most sought-after properties. Another top option in Waldoboro is Ocean Gate Resort.
How far in advance should I book my Waldoboro holiday?
It's hard to pick the ideal time for airfares, but we usually say the earlier, the better. Plenty of international flights on Expedia become available to compare up to 12 months in advance. If you're booking late, fear not. Bargain prices appear from time to time within a few weeks of departure dates.
What does an Expedia Waldoboro travel package include?
That depends on you. You can choose from a range of Waldoboro packages, such as a hotel, rental car and flight. You can also book a hotel and a flight, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your dream Waldoboro break looks like, you'll save!
What should I know before booking a Waldoboro travel package?
Tailor deals that fit your budget with an Expedia package. Airfares, hotels, rental cars — we've got all of them. You'll save big bucks just for combining your bookings. Whether you're embarking on a winter adventure or sipping cocktails on a beach, your perfect getaway is only clicks away.
Can I choose my airline with a Waldoboro Expedia travel package?
Expedia offers access to more than 550 partner airlines globally, so you definitely can. Simply pick your favourite carrier and create the perfect Waldoboro getaway.

* 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.