Chamberlain Vacations from $220

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Your Chamberlain Vacation

Put together a custom vacation package to Chamberlain and prepare to experience this exciting city the way you want. Consider spending time in the neighborhood of Medomak, which is great for walking and much more. Fill your days with tours of Pemaquid Point Lighthouse Park, Pemaquid Beach Park and La Verna Preserve, some of the attractions you just have to see during a trip to Chamberlain. Don't put off your visit to this destination any longer. The perfect Chamberlain vacation is just a few clicks away with Expedia.

The Latest Chamberlain vacation packages

Price found within the past 48 hours. Click for updated prices.
Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
Price was $280, price is now $220 per person
$220
per person
Dec 11 - Dec 14
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Rockland (RKD)
8.4/10 Very Good! (268 reviews)
This is my second stay here and I enjoy the friendly staff and the great location.

Reviewed on Oct 5, 2025

Homeport Inn and Tavern

Homeport Inn and Tavern

3 out of 5
Price was $950, price is now $805 per person
$805
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Rockland (RKD)
9.6/10 Exceptional! (288 reviews)
This beautiful antique mansion was the perfect place to begin exploring. Convenient to many attractions. Onsite tavern was a bonus. Breakfasts were perfect.hard to find charm and great hospitality.

Reviewed on Aug 13, 2025

Harborline Hotel

Harborline Hotel

3 out of 5
Price was $354, price is now $304 per person
$304
per person
Nov 7 - Nov 10
found 7 hours ago
Roundtrip flight included
Nashville (BNA) to Rockland (RKD)
7.6/10 Good! (163 reviews)
I unfortunately had a view of the rear parking lot. It didnt matter much because i felt safe enough to take a long walk around town before bedtime. I slept well on the comfy king bed. Very accessible to docks and town. Several restaurants nearby.

Reviewed on Oct 2, 2025

The Craignair Inn & Restaurant

The Craignair Inn & Restaurant

3.5 out of 5
Price was $462, price is now $399 per person
$399
per person
Nov 7 - Nov 10
found 7 hours ago
Roundtrip flight included
Nashville (BNA) to Rockland (RKD)
9.2/10 Wonderful! (193 reviews)
First time staying and it was so serene and beautiful. It was like living in a landscape painting. It f you are looking to get away from the hustle and bustle I highly recommend it.

Reviewed on Oct 6, 2025

The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
Price was $761, price is now $696 per person
$696
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Rockland (RKD)
9.6/10 Exceptional! (1,005 reviews)
Everything went smoothly.

Reviewed on Oct 6, 2025

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Discover the most popular places to visit in Chamberlain

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.

Rachel Carson Salt Pond Preserve

Chamberlain Hotel Deals

Charming Cottage with Ocean Views, Wifi, and Washer and Dryer

Charming Cottage with Ocean Views, Wifi, and Washer and Dryer

Bristol
Get rates
Charming Cottage with Ocean Views, Wifi, and Washer and Dryer
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
$151 nightly
The price is $165 total per night from Nov 6 to Nov 7
$165 total
Nov 6 - Nov 7
Total with taxes and fees
8/10 Very Good! (1,006 reviews)
"Great breakfast! The person checking usin was very personable."

Reviewed on Oct 6, 2025

Flagship Inn and Suites
Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
8.4/10 Very Good! (1,017 reviews)
"Cool family friendly place with lots of activities (ping pong, minigolf, canoes and kayaks) and a beautiful location and view from all the rooms. Very generous and tasty breakfast, too."

Reviewed on Oct 1, 2025

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Ocean Gate Resort
See all 1,305 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.

Chamberlain Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Knox County Regional Airport (RKD)
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Maine State Aquarium, Carousel Music Theater and Grimes Cove Beach

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Frequently asked questions

How much does a Chamberlain vacation package cost?
Offering great value package deals from $220 on Expedia, you'll be surprised at how little a vacation to Chamberlain costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Chamberlain?
If you're hoping to book a cheap Chamberlain vacation package, consider planning a trip in October, November and December. You'll generally find lower prices on flights and accommodations during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Chamberlain?
Generally, a handful of days is enough to check out the main sights during your Chamberlain vacation. However, if you want to have 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 vacation as a package?
Expedia vacation 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 customized Chamberlain vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation 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.
Does Expedia offer Book Now, Pay Later Chamberlain vacation packages?
Your Chamberlain trip is meant to be an escape from your daily routine, not a reason for money worries. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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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.