Chamberlain Vacations from $392

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 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

    Plan, book, and manage your trip all in one place

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.
Harborline Hotel

Harborline Hotel

3 out of 5
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
8.6/10 Excellent! (53 reviews)
Place is great. Walk to water,downtown, and restraunts, room was very clean. We will be staying here again.

Reviewed on Jul 31, 2025

Captain Sweetser's Inn

Captain Sweetser's Inn

2 out of 5
Save 100% on your flight
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Rockland (RKD)
10/10 Exceptional! (115 reviews)
Beautiful property, unique. The owners are wonderful women and they sure can cook! Cant wait to return!

Reviewed on Jul 13, 2025

Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
8.4/10 Very Good! (227 reviews)
Love the location, the staff are wonderful and the coffee shop amazing. Highly recommend. Within walking distance of so much Rockland has to offer.

Reviewed on Jul 28, 2025

The Craignair Inn & Restaurant

The Craignair Inn & Restaurant

3.5 out of 5
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rockland (RKD)
9/10 Wonderful! (184 reviews)
Delightful, historical inn right next to Clark Island Preserve. Lovely wee walks on the shore and to the old quarry. Minimal light pollution at night allows for terrific stargazing. Rooms are on the small side, but thoughtfully designed. Included breakfast was delicious, with fresh made biscuits and a nice selection of offerings. Only slight negative is the slow WiFi, but maybe it's okay to take a break from streaming and read a book!

Reviewed on Jul 28, 2025

Glen Cove Inn & Suites

Glen Cove Inn & Suites

2.5 out of 5
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Rockland (RKD)
9.4/10 Exceptional! (919 reviews)
Wonderful room and property. Very cute and clean! Staff are so friendly and helpful!!

Reviewed on Aug 1, 2025

Don't see what you're looking for?
See all available trips from Columbus to Chamberlain
View all trips

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
Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $193 total per night from Sep 1 to Sep 2
$193 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (1,013 reviews)
"Excellent spot. Highly recommend with a lot of activities for families. All activities and breakfast included in price. We went sea kayaking, swimming and did mini put."

Reviewed on Jul 27, 2025

Ocean Gate Resort
Residence Inn Bath Brunswick Area

Residence Inn Bath Brunswick Area

3 out of 5
139 Richardson St., Bath, ME
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $166 total per night from Sep 1 to Sep 2
$166 total
Sep 1 - Sep 2
Total includes taxes and fees
9.4/10 Exceptional! (352 reviews)
"Young lady at check-in was excellent."

Reviewed on Jul 28, 2025

Residence Inn Bath Brunswick Area
See all 1,310 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Chamberlain vacation package cost?
Offering great value package deals from $392 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.