Dexter Vacations from $706

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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.
The Inn on Mount Desert

The Inn on Mount Desert

3 out of 5
Price was $886, price is now $706 per person
$706
per person
Nov 8 - Nov 13
found 24 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Bangor (BGR)
9.6/10 Exceptional! (1,000 reviews)
We loved this place! Staff was great. The room was beautiful, quiet, super comfy bed. Wish we could have stayed longer. Will definitely go back.

Reviewed on Sep 16, 2025

The Pathmaker Hotel

The Pathmaker Hotel

2 out of 5
Price was $1,054, price is now $774 per person
$774
per person
Nov 8 - Nov 13
found 24 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Bangor (BGR)
9.8/10 Exceptional! (233 reviews)
Great place to stay while visiting Bar Harbor. Rooms are spacious, bed was comfortable, and the included breakfast was tasty. Very close to all of the shopping and dining (very walkable) in Bar Harbor and they have free parking while staying there.

Reviewed on Sep 15, 2025

Bar Harbor Condos

Bar Harbor Condos

2.5 out of 5
Price was $1,254, price is now $952 per person
$952
per person
Nov 8 - Nov 13
found 24 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Bangor (BGR)
10/10 Exceptional! (6 reviews)
It’s was lovely! A very special and beautiful property! Wonderful to be able to walk to dinner and shops. Unfortunately, with only a one-night stay, the late check-in (4p) and early checkout (10a) felt a bit rushed. It would be best enjoyed with more nights, or a slightly later checkout. Still an excellent place.

Reviewed on Aug 29, 2025

Hearthside Inn

Hearthside Inn

2.5 out of 5
Price was $924, price is now $731 per person
$731
per person
Nov 8 - Nov 13
found 24 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Bangor (BGR)
10/10 Exceptional! (185 reviews)
The service and food were both great at this property to start on a positive note. However the property itself is not well maintained. Carpet is pretty gross and covered in stains, wood needs maintenance and towels were stained yellow. For the upwards cost of $500 we were not impressed by the condition of the Inn. We usually book hotels and resorts based on reviews and with excellent reviews we were sadly disappointed by this one.

Reviewed on Sep 13, 2025

The Primrose

The Primrose

3 out of 5
Price was $999, price is now $800 per person
$800
per person
Nov 8 - Nov 13
found 24 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Bangor (BGR)
9.6/10 Exceptional! (932 reviews)
The property was great overall! We loved our room and the hotel so much, we booked another night! The breakfast and snacks were wonderful, the service and staff were great, and everything was neat and clean, and easily walkable. We hope to be back again someday!

Reviewed on Sep 16, 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

Brewster Inn

Brewster Inn

3.5 out of 5
37 Zions Hill Road, Dexter, ME
$167 nightly
The price is $182 total per night from Sep 22 to Sep 23
$182 total
Sep 22 - Sep 23
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
Taylor Edes Inn

Taylor Edes Inn

3 out of 5
20 High Street, Dexter, ME
$149 nightly
The price is $162 total per night from Sep 22 to Sep 23
$162 total
Sep 22 - Sep 23
Total with taxes and fees
9.6/10 Exceptional! (273 reviews)
Pleasant Surprise in Dexter
"We truly enjoyed our stay at the Taylor Edes Inn. The host, MariLou Conner, was exceptional. She had delicious, homemade breakfast goodies each morning and made us feel so welcome. She gave us a little background on her life and family, the home and area. It felt like we were visiting family! I would ..."

Reviewed on Sep 15, 2025

Taylor Edes Inn
3-bedroom lake house, medical cannabis WiFi, kayaks, dock, walking trail & more

3-bedroom lake house, medical cannabis WiFi, kayaks, dock, walking trail & more

Dexter
10/10 Exceptional! (1 review)
"This place was perfect. It had everything we needed and more. Loved the house and the location. Communication was outstanding. Jonathan was quick to respond to questions leading up to our stay."

Reviewed on Sep 9, 2025

Get rates
3-bedroom lake house, medical cannabis WiFi, kayaks, dock, walking trail & more
See all 207 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 $706 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.

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.