Chamberlain Holidays

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Top hotels in Chamberlain

Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue Boothbay Harbor ME
Fully refundableReserve now, pay when you stay
The price is S$279 per night from 6 Jul to 7 Jul
S$279
6 Jul - 7 Jul
includes taxes & fees
8/10 Very good! (1,003 reviews)
"The Flagship Inn was surprisingly great. The room was clean and had a sweet retro fridge and microwave. The staff was just lovely and responded immediately to a request for more towels. Kids loved the pool and the free breakfast was good. Especially for the kids. It was very convenient to the botanical ..."

Reviewed on 1 Jul, 2026

Flagship Inn and Suites
Ocean Gate Inn

Ocean Gate Inn

3 out of 5
70 Ocean Gate Rd Southport ME
The price is S$377 per night from 14 Jul to 15 Jul
S$377
14 Jul - 15 Jul
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"We really enjoyed our brief stay at the Ocean Gate Inn. The staff was friendly and helpful and the on-site amenities were plentiful. We especially enjoyed our morning kayak adventure where we saw a couple gray seals and a lobster boat out checking their traps. The breakfast buffet was good not great ..."

Reviewed on 1 Jul, 2026

Ocean Gate Inn
Smuggler's Cove Inn

Smuggler's Cove Inn

2.5 out of 5
727 Ocean Point Road East Boothbay ME
The price is S$405 per night from 20 Jul to 21 Jul
S$405
20 Jul - 21 Jul
includes taxes & fees
9/10 Wonderful! (486 reviews)
"My main complaint was that to shower, i had to run the tub water for 10-15 minutes to get it warmed, from pitch cold. All five days. The place was clean, in and out. The accommodations were very good, breakfast was excellent and staff very good and helpful. I love to book places with pool, and this ..."

Reviewed on 30 Jun, 2026

Smuggler's Cove Inn
See all 1,291 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.

Stay near popular Chamberlain attractions

Rachel Carson Salt Pond Preserve

Commune with nature and explore the great outdoors at Rachel Carson Salt Pond Preserve during your travels in Chamberlain. While you're in the area, stroll along the seaside.
See properties

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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.