Dexter 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 Dexter Vacation

Pick a Dexter vacation package and you can focus on what matters — having some fun. There's no more planning nightmares, just a lot more free time to immerse yourself in the charms of this fascinating city, such as its small-town feel and friendly locals. Lake Wassookeag is just one of the top attractions to put on your sightseeing agenda during a trip to Dexter. Stop dreaming and start doing. Check out the wide range of options on Expedia today and finally put your Dexter vacation plans in motion!

Top Dexter Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Acadia Pines Motel

Acadia Pines Motel

2.5 out of 5
Price was CA $1,542, price is now CA $1,355 per person
CA $1,355
per person
Oct 17 - Oct 20
found 21 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Bangor (BGR)
7.2/10 Good! (261 reviews)
This motel is conveniently located near restaurants, mini golf, ocean access. It is clean and the staff is pleasant. It is very close to road on route 3, the main thorough fare between MDI, Bar Harbor, and the mainland. Unfortunately, it is getting shabby and rundown.

Reviewed on Aug. 12, 2025

Bar Harbor Main Street Apartments

Bar Harbor Main Street Apartments

3.5 out of 5
Downtown Bar Harbor
Price was CA $2,644, price is now CA $2,183 per person
CA $2,183
per person
Sep 27 - Sep 30
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Bangor (BGR)
9.2/10 Wonderful! (5 reviews)
Very clean, modern space. Property owner was very informative and gave perfect instructions for check in/out. Apt was in great location, at end of village, in quiet area of town, but within walking distance to everything, no need to drive for Village activities. Included all necessities. Only upgrade I would suggest would be to add a full length mirror in the bedrooms or somewhere in apt. Otherwise, no complaints! Would definitely recommend and stay again!!

Reviewed on Jul. 29, 2025

3BedroomApt Pool CampFire PlayArea

3BedroomApt Pool CampFire PlayArea

3 out of 5
Price was CA $2,322, price is now CA $2,019 per person
CA $2,019
per person
Oct 17 - Oct 20
found 21 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Bangor (BGR)
8/10 Very Good! (3 reviews)
Nice spot that is very close to bar harbor. Very clean and great for a large amount of people.

Reviewed on Jun. 30, 2025

Hinckleys Dreamwood Cottages

Hinckleys Dreamwood Cottages

3 out of 5
Price was CA $1,654, price is now CA $1,446 per person
CA $1,446
per person
Oct 17 - Oct 20
found 21 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Bangor (BGR)
7.2/10 Good! (65 reviews)
Bed comfortable,clean, kitchen well stocked. Living room furniturn not comfortable Dining table should be in living room ! Very close to Acadia and Bar Harbor Overall we enjoyed our stay !

Reviewed on Aug. 4, 2025

3Bedroom2Bath CarriageHouse Pet Friendly

3Bedroom2Bath CarriageHouse Pet Friendly

3.5 out of 5
Price was CA $2,562, price is now CA $2,295 per person
CA $2,295
per person
Sep 27 - Sep 30
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Bangor (BGR)
7.4/10 Good! (3 reviews)
Loved the charm, cleanliness, decor and location. However, internet was so bad we couldn’t watch more than a few seconds of YouTube at a time. Upstairs shower had the lowest flow we’ve ever seen, even with volume turned up to maximum. Dishwasher was commercial and required many manual steps lifting basket, etc and special soap that we never found. Easier to hand wash. No laundry and outdoor light didn’t work at night so we stepped in dog pooh getting out of the car when we arrived. Beautiful little place that needs some attention.

Reviewed on Oct. 11, 2023

Ready to book your vacation to Dexter?

 

Choose your dates

Dexter Hotel Deals

Taylor Edes Inn

Taylor Edes Inn

3 out of 5
20 High Street, Dexter, ME
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Aug 28 to Aug 29
CA $186
CA $203 total
Aug 28 - Aug 29
includes taxes & fees
9.6/10 Exceptional! (272 reviews)
"Excellent hosts, wonderful breakfasts and just a delightful place to stay."

Reviewed on Aug. 4, 2025

Taylor Edes Inn
Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!

Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!

Dexter
10/10 Exceptional! (14 reviews)
Great spot!
"We’ve enjoyed staying at this location!"

Reviewed on Jul. 9, 2025

Get rates
Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!
Brewster Inn

Brewster Inn

3.5 out of 5
37 Zions Hill Road, Dexter, ME
The price is CA $208 per night from Aug 25 to Aug 26
CA $208
CA $227 total
Aug 25 - Aug 26
includes taxes & fees
Brewster in Fall
"The stay was amazing. The room was huge, the bed was comfortable, and the ayyention if the owners was impressive."

Reviewed on Nov. 25, 2024

Brewster Inn
See all 211 properties in Dexter
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 Dexter vacation package cost?
You can grab a vacation package to this popular destination from CA $1,355 on Expedia. But how much your vacation to Dexter costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Dexter?
The off-season is the best time to travel to Dexter if you're trying to keep costs down. Another tip for scoring cheap Dexter vacation packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Dexter?
The ideal duration of your Dexter vacation depends on what you'd like to see and do. Usually, a few days to a week will give you enough time to hit all the main sights and discover some hidden spots along the way.
How to find the best Dexter package deals?
Bagging a cheap Dexter package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can customize your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most affordable Dexter package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Dexter vacation as a package?
You can enjoy significant savings on your next Dexter break by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Dexter?
If you're considering a spontaneous Dexter trip, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Dexter?

  1. Choose your travel dates: What you want to do in Dexter and your favourite season will help you decide when to travel.
  2. Budget wisely: As well as the cost of your accommodations, you should factor in other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Dexter.
  3. Set the duration of your trip: Start by compiling a list of the attractions and activities you'd like to get to in Dexter. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Dexter vacation package that brings all your bookings together.

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