Dexter Vacations from $327

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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!

The Latest Dexter vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Bangor by IHG

Holiday Inn Bangor by IHG

3 out of 5
Price was $476, price is now $327 per person
$327
per person
Oct 23 - Oct 26
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Bangor (BGR)
7.8/10 Good! (1,001 reviews)
Overall stay was good

Reviewed on Aug 12, 2025

Bar Harbor Main Street Apartments

Bar Harbor Main Street Apartments

3.5 out of 5
Downtown Bar Harbor
Save 100% on your flight
Price was $2,188, price is now $1,299 per person
$1,299
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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

3Bedroom2Bath CarriageHouse Pet Friendly

3Bedroom2Bath CarriageHouse Pet Friendly

3.5 out of 5
Save 100% on your flight
Price was $2,077, price is now $1,254 per person
$1,254
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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

3BedroomApt Pool CampFire PlayArea

3BedroomApt Pool CampFire PlayArea

3 out of 5
Save 100% on your flight
Price was $1,713, price is now $1,240 per person
$1,240
per person
Oct 25 - Oct 28
found 19 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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

Hearthside Inn

Hearthside Inn

2.5 out of 5
Price was $973, price is now $724 per person
$724
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Bangor (BGR)
10/10 Exceptional! (182 reviews)
Nice room, #2, Very nice staff, great breakfast, quite, excellent location for walking to everything downtown Bar Harbor. Would definitely go back and stay again.

Reviewed on Aug 15, 2025

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Discover the most popular places to visit in Dexter

Lake Wassookeag

5/5(1 review)

Commune with nature and explore the great outdoors at Lake Wassookeag during your travels in Dexter. Amble around the area's gardens or experience its entertainment venues.

Lake Wassookeag

Dexter Hotel Deals

Taylor Edes Inn

Taylor Edes Inn

3 out of 5
20 High Street, Dexter, ME
Fully refundable
$149 nightly
The price is $162 total per night from Aug 26 to Aug 27
$162 total
Aug 26 - Aug 27
Total with taxes and 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
Brewster Inn

Brewster Inn

3.5 out of 5
37 Zions Hill Road, Dexter, ME
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $182 total per night from Aug 25 to Aug 26
$182 total
Aug 25 - Aug 26
Total with taxes and fees
9/10 Wonderful! (61 reviews)
"So nice with a delicious breakfast every morning."

Reviewed on Aug 18, 2025

Brewster 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!
See all 212 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.

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Frequently asked questions

How much does a Dexter vacation package cost?
You'll find cheap prices from $327 on Expedia for your Dexter break. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Dexter costs.
What are the cheapest months to go to Dexter?
If you're hoping to snag a cheap Dexter vacation package, consider planning a trip in February, October and December. You'll typically find better prices on flights and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for Dexter?
With a well-planned schedule, you can easily hit the top Dexter attractions in a handful of days. But if you prefer to discover hidden gems or take day trips, think about booking your Dexter vacation for longer.
How to find the best Dexter package deals?
Start your search for a Dexter package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Dexter package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Dexter escape off to a flying start.
Is it cheaper to book a Dexter vacation as a package?
You can enjoy significant savings on your Dexter escape by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Dexter?
Enjoy fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Dexter vacation.
Does Expedia offer Book Now, Pay Later Dexter vacation packages?
Set off on your dream trip to Dexter with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait until your next payday — we've joined forces with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stick to your budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.