Dexter Vacation Packages 2026 from $582

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The Latest Dexter vacation packages

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

Country Inn at The Mall

$582

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Bangor (BGR)

9.4/10 Exceptional! (2,451 reviews)

Little Fig Hotel

$636

per person

Oct 27 - Nov 1

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Bangor (BGR)

9/10 Wonderful! (913 reviews)

We had a great stay,Room was amazing. They were very helpful, in mailing item we left behind. Thank you

Reviewed on Aug 13, 2026

Hotel Ursa

$641

per person

Oct 27 - Nov 1

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Bangor (BGR)

9.6/10 Exceptional! (787 reviews)

Nice hotel, good value

Reviewed on Aug 15, 2026

Glen Mary Apartments

Save 100% on your flight

$1,295

per person

Oct 27 - Nov 1

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Bangor (BGR)

9/10 Wonderful! (2 reviews)

First floor of property was under construction and looked a bit shabby. Overall unit was good although electronics took some getting used to.

Reviewed on Aug 5, 2025

Moseley Cottage Inn & Town Motel

Downtown Bar Harbor

$821

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Bangor (BGR)

9.4/10 Exceptional! (624 reviews)

Very short walk to shopping & restaurants in Bar Harbor but location not directly on the busy Main Street. Breakfast was delivered to your room. Highly recommend!

Reviewed on Aug 15, 2026

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Stay near popular Dexter attractions

Lake Wassookeag

9.2/10 (5 reviews)

Lake Wassookeag's crystal-clear glacial waters live up to its Native American name meaning "shining water." Enjoy peaceful fishing for smallmouth bass or glide across its 1,152 acres in a kayak during calm morning hours.

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Dexter Hotel Deals

Puffers Place Lodge

Dexter ME

9.4/10 Exceptional! (12 reviews)

"Spent a long weekend with family at the lodge- Jonathon and his wife were great hosts and quick to respond for any help or questions. We fished and hung out on the dock all day , small paddle boat to take out on the lake which was great with the kids. Quiet clean rooms and conveniently located by ..."

Reviewed on Jul 31, 2026

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

Dexter ME

10/10 Exceptional! (31 reviews)

"Modern, clean, well-equipped house next to the ATV trails. Would definitely stay again."

Reviewed on Jul 28, 2026

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Brewster Inn

37 Zions Hill Road Dexter ME

Fully refundableReserve now, pay when you stay

$179 nightly

$195 total

Aug 18 - Aug 19

Total with taxes and fees

9.2/10 Wonderful! (61 reviews)

"So nice with a delicious breakfast every morning."

Reviewed on Aug 18, 2025

See all 230 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.

Find the Best Dexter Vacation Packages

Find the best attractions in and around Dexter

Dexter, Maine, is an ideal destination for those seeking outdoor adventures and picturesque scenery. Visitors can explore beautiful lakes, historic bridges, and charming churches that embody the town's rich heritage. Whether you're looking for a romantic getaway or a scenic retreat, Dexter offers a delightful mix of attractions that cater to beach lovers and outdoor enthusiasts alike.

Lowe's Covered Bridge: Experience the charm of this historic bridge located 11 miles from Dexter. Its unique architecture and cultural significance make it a perfect spot for photography and exploring local history.
Lake Wassookeag: Enjoy the serene beauty of Lake Wassookeag, right within Dexter. With its picturesque beach and stunning scenery, it's an ideal location for outdoor activities, romantic picnics, or simply relaxing by the water.
Abbot Evangelical Free Church: Situated 14 miles from Dexter, this church offers a glimpse into local culture and community spirit. Its beautiful architecture and peaceful atmosphere provide a reflective space for visitors.

Best time to go to Dexter

The best time to visit Dexter is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	18.5°F (-7.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
February	19.9°F (-6.7°C)	Light Rain	Mostly Cloudy	Average	Average
March	28.6°F (-1.9°C)	Light Rain	Mostly Cloudy	Average	Average
April	40.8°F (4.9°C)	Light Rain	Mostly Cloudy	Average	Average
May	53.4°F (11.9°C)	Light Rain	Mostly Cloudy	Average	Average
June	61.3°F (16.3°C)	Light Rain	Mostly Cloudy	Slightly High	Average
July	68.4°F (20.2°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	66.9°F (19.4°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	59.7°F (15.4°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	48.2°F (9.0°C)	Light Rain	Mostly Sunny	Average	Average
November	35.4°F (1.9°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
December	25.9°F (-3.4°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low

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Frequently asked questions

How much does a Dexter vacation package cost?

You'll find cheap prices from $582 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.

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Things to do in Maine

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

Dexter Vacations from $582

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

The Latest Dexter vacation packages

Country Inn at The Mall

Little Fig Hotel

Hotel Ursa

Glen Mary Apartments

Moseley Cottage Inn & Town Motel

Stay near popular Dexter attractions

Lake Wassookeag

Dexter Hotel Deals

Puffers Place Lodge

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

Brewster Inn

Find the Best Dexter Vacation Packages

Find the best attractions in and around Dexter

Best time to go to Dexter

More vacations you might like

Frequently asked questions

Explore a world of travel with Expedia

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