Chamberlain Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Chamberlain

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 3.611.387 ₫ per night from 3 Sept to 4 Sept
3.611.387 ₫
4.595.736 ₫ total
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very Good! (1,012 reviews)
"It’s like summer camp! Super welcoming staff. Great breakfast. Loved the pool and kayaking, right outside one’s lodging. Staff very accommodating/helpful. Should have stayed longer!"

Reviewed on 21 Aug 2025

Ocean Gate Resort
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
The price is 3.332.967 ₫ per night from 31 Aug to 1 Sept
3.332.967 ₫
4.287.557 ₫ total
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very Good! (1,009 reviews)
"Ok for the price in the area. Breakfast would be better with multigrain bread choices."

Reviewed on 19 Aug 2025

Flagship Inn and Suites
Bluebird Ocean Point Inn

Bluebird Ocean Point Inn

3 out of 5
191 Shore Road, East Boothbay, ME
The price is 4.509.783 ₫ per night from 7 Sept to 8 Sept
4.509.783 ₫
5.346.862 ₫ total
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (485 reviews)
Peaceful and Memorable!
"We love this location and had stayed at Ocean Point only once before 4 years ago. The new ownership has done well in carrying on the hospitality and in updating the decor. We were especially pleased with the restaurant’s menu/chef and enjoyed eating there for both breakfast and dinner during our ..."

Reviewed on 20 Aug 2025

Bluebird Ocean Point Inn
See all 1,299 properties in Chamberlain
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.

Frequently asked questions

How much does a Chamberlain holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to Chamberlain costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Chamberlain?
You can typically find reduced prices and better availability in January, February and March. Take a look at our cheap Chamberlain holiday packages and you could land some great off-season discounts.
How many days is enough for Chamberlain?
Usually, a handful of days is enough to see the main attractions during your Chamberlain holiday. But if you'd like to have some time to rest or take day trips, think about extending your trip.
How to find the best Chamberlain package deals?
Start your search for a Chamberlain package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Chamberlain package deal right away, just 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 Chamberlain getaway off to a flying start.
Is it cheaper to book a Chamberlain holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component separately. And you'll still enjoy the freedom to create a customised Chamberlain holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Chamberlain?
If you have your Chamberlain travel dates locked in, book as early as you can to score some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Chamberlain?

  1. Choose when to go: Check your calendar and get packing. Your favourite time of year and the type of activities available will also help you decide when to holiday in Chamberlain.
  2. Calculate your budget: Make sure you have enough money to cover everything from food and transportation to activities and airfares. Your hotel will probably be the biggest expense during your trip to Chamberlain.
  3. Decide how long to go for: Now that you're more familiar with Chamberlain, you can work out the ideal length of your break. Create a rough itinerary 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, car rental, flights and more into a tailored Chamberlain holiday package.