Thomaston Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 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 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!

Top Thomaston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
East Wind Inn

East Wind Inn

2.5 out of 5
per person
Oct 12 - Oct 15
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to Rockland (RKD)
9.4/10 Exceptional! (112 reviews)
The Inn was perfectly situated for view of the harbor. Food was excellent dinner and breakfast. Definitely going back

Reviewed on Jul. 29, 2025

Harborline Hotel

Harborline Hotel

3 out of 5
per person
Oct 10 - Oct 17
found 17 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Rockland (RKD)
7.8/10 Good! (90 reviews)
Good for families and dogs. Not quiet. Fine basic hotel-- remodeling helps.

Reviewed on Aug. 16, 2025

Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
per person
Oct 10 - Oct 17
found 17 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Rockland (RKD)
8.4/10 Very Good! (245 reviews)
It was very hands off-- you go, retrieve your key from the lock box and let yourself in. But it is a gorgeous old building built like a fancy plantation - castle, in the middle of a small coastal town in pristine Maine, with a pool and a fitness center. I didn't realize it at first, but my room had a hallway to another living room area, with a balcony to sit and watch the sunrise from. Wow! Yeah, it's a great place.

Reviewed on Aug. 14, 2025

Ready to book your vacation to Thomaston?

 

Choose your dates

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
The price is CA $339 per night from Sep 14 to Sep 15
CA $339
CA $370 total
Sep 14 - Sep 15
includes taxes & fees
9/10 Wonderful! (492 reviews)
"Clean and convenient. Hampton Inn breakfasts offer good variety but the hot foods are terrible-lukewarm overcooked oatmeal, cardboard eggs or omlettes, hot dogs for sausage..."

Reviewed on Aug. 12, 2025

Hampton Inn & Suites Rockland
2 Bedroom Close to Town Home

2 Bedroom Close to Town Home

Thomaston
The price is CA $173 per night from Sep 1 to Sep 2
CA $173
CA $380 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (35 reviews)
Wonderful Stay with All the Comforts of Home
"We had a wonderful stay in Thomaston, Maine! The kitchen was well-equipped, making it easy to cook some great family meals during our trip. One of our favorite nights was cozying up together for a scary movie night—it felt just like home. The beds were very comfortable, ensuring a great night’s sleep ..."

Reviewed on Aug. 9, 2025

2 Bedroom Close to Town Home
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

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

Thomaston
10/10 Exceptional! (11 reviews)
5 very enthusiastic stars
"Great location and great accommodations and an even better value. We highly recommend this vrbo."

Reviewed on Aug. 10, 2025

Get rates
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
See all 1,066 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Thomaston vacation package cost?
You can grab a vacation package to this destination from CA $808 on Expedia. But how much your vacation to Thomaston costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Thomaston?
If you're looking to snag a cheap Thomaston vacation package, consider travelling in January, February and March. You'll generally find better prices on accommodations and flights during these months — perfect for travellers wishing to save money.
How many days is enough for Thomaston?
Usually, a handful of days is enough to explore the major attractions during your Thomaston vacation. But if you'd like to have time to kick back or go on day trips, consider extending your itinerary.
How to find the best Thomaston package deals?
Landing a cheap Thomaston package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Thomaston package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Thomaston vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights separately. Better still, you can tailor your Thomaston escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Thomaston?
Secure fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Thomaston escape.
How to plan a trip to Thomaston?

  1. Pick your travel dates: The things you plan to do in Thomaston and your preferred season can help you decide when to travel.
  2. Work out your budget: Ensure you have enough money to cover everything from meals and transportation to activities and flights. Your hotel will likely be the biggest expense during your trip to Thomaston.
  3. Decide your trip length: Consider how much time you'd like to spend exploring Thomaston. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodations: After you've settled on your trip dates and duration, lock in the right Thomaston vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.