Thomaston Vacations from $352

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Your Thomaston Vacation

Organizing your next escape is a walk in the park with a Thomaston vacation package. The neighborhood of Medomak, which is good for walking, makes a terrific base to discover the delights of this unique city. Want to start exploring your surroundings? Samoset Resort Golf Course, Rockland Breakwater Lighthouse and Sandy Beach are just three of the top-rated places to visit during your trip to Thomaston. Stop daydreaming and start doing. Explore the wide range of options on Expedia today and put your Thomaston vacation plans into motion!

The Latest Thomaston 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 $414, price is now $352 per person
$352
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Rockland (RKD)
8.4/10 Very Good! (257 reviews)
The view of the harbor was perfect. We were right near all the little shops and restaurants, but it was super quiet. The pool and hot tub were fabulous and we were the only ones in it. Great place for a little getaway!

Reviewed on Sep 13, 2025

Harborline Hotel

Harborline Hotel

3 out of 5
Price was $443, price is now $370 per person
$370
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Rockland (RKD)
7.8/10 Good! (148 reviews)
Ok, so this is a hard review to write. I had a total of 2 rooms. First room had toilet paper holder broken, soap dispenser in the shower was on the floor, the whole room smelled, paint (?) was all over the carpet and the tv did not work. I was moved to another room which was like day and nite. The whole place was spotless, smelled good and everything worked. So if I had to base my review on the first room it was be a very low 3. The new room was definitely a 5. While I understand they are redoing the rooms, they shouldn't rent out a room which is not up to par

Reviewed on Sep 10, 2025

Homeport Inn and Tavern

Homeport Inn and Tavern

3 out of 5
Price was $961, price is now $880 per person
$880
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Rockland (RKD)
9.8/10 Exceptional! (286 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

Glen Cove Inn & Suites

Glen Cove Inn & Suites

2.5 out of 5
Price was $828, price is now $770 per person
$770
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Rockland (RKD)
9.4/10 Exceptional! (961 reviews)
Nice room, and very clean. Property owner friendly and accommodating. Laundry facilities onsite and very convenient. Would definitely recommend.

Reviewed on Sep 15, 2025

Hampton Inn & Suites Rockland

Hampton Inn & Suites Rockland

2.5 out of 5
Price was $456, price is now $442 per person
$442
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Rockland (RKD)
9/10 Wonderful! (494 reviews)
Friendly and quiet.

Reviewed on Sep 12, 2025

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Discover the most popular places to visit in Thomaston

Maine State Prison Store

Enjoy an outing to Maine State Prison Store during your stay in Thomaston. While you're in the area, stroll along the waterfront.

Maine State Prison Store

Thomaston Hotel Deals

Hampton Inn & Suites Rockland

Hampton Inn & Suites Rockland

2.5 out of 5
190 New County Rd, Thomaston, ME
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $189 total per night from Oct 16 to Oct 17
$189 total
Oct 16 - Oct 17
Total with taxes and fees
Hampton Inn & Suites Rockland
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Thomaston
Get rates
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $160 total per night from Oct 15 to Oct 16
$160 total
Oct 15 - Oct 16
Total with taxes and fees
Harborline Hotel
See all 1,026 properties in Thomaston
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.

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Frequently asked questions

How much does a Thomaston vacation package cost?
You'll find cheap prices from $352 on Expedia for your Thomaston break. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Thomaston costs.
What are the cheapest months to go to Thomaston?
You can generally find lower prices and better availability in January, October and November. Check out our cheap Thomaston vacation packages and you could score some excellent off-season deals.
How many days is enough for Thomaston?
Typically, a handful of days is enough to tick off the major sights during your Thomaston vacation. But if you'd like to have more time to chill out or go on day trips, consider extending your trip.
How to find the best Thomaston package deals?
Finding a cheap Thomaston package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Thomaston package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Thomaston vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Thomaston vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Thomaston?
Enjoy fantastic discounts by reserving your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Thomaston break.
Does Expedia offer Book Now, Pay Later Thomaston vacation packages?
Your Thomaston break is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to allow you a bit 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 split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

Explore a world of travel with Expedia

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.