A forest with autumn foliage, a winding road, and distant mountains.

Dexter Vacations from $490

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Dexter Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Sep 16 - Sep 19

    Country Inn at The Mall + Flight

    Bangor
    3 nights
    2.0 star property
    9.4/10 - Exceptional (2,403 reviews)
    Roundtrip Cleveland (CLE) - Bangor (BGR)
    CLE - BGR1 stop BGR - CLE1 stop
    $589
    $490
    per traveler
    found 20 hours ago
    Country Inn at The Mall
  • Sep 22 - Sep 26

    Hollywood Casino Bangor + Flight

    Bangor
    4 nights
    3.0 star property
    8.6/10 - Excellent (1,465 reviews)
    "Unfortunately the bathroom was absolutely disgusting.There was brown stuff in the tub.There was unused soap hand soap in the shower.A piece of toothpaste box and lots of hair and dust.I was very unhappy with the fact that I had to wash down the bathroom after such a long day.So I could shower have a bath and get ready for my next meet up .."
    Reviewed July 11, 2026
    Roundtrip New York (NYC) - Bangor (BGR)
    LGA - BGRNonstop BGR - LGANonstop
    $670
    $526
    per traveler
    found 12 hours ago
    Hollywood Casino Bangor
  • Oct 1 - Oct 6

    Whitehall + Flight

    Camden
    5 nights
    3.0 star property
    9.2/10 - Wonderful (659 reviews)
    "Super cute. Nice fire outside at night. Great breakfast, will stay again."
    Reviewed July 15, 2026
    Roundtrip New York (EWR) - Bangor (BGR)
    EWR - BGRNonstop BGR - EWR1 stop
    $1,514
    $1,237
    per traveler
    found 1 day ago
    Whitehall
  • Sep 22 - Sep 26

    The Lucerne Inn + Flight

    Lucerne-in-Maine
    4 nights
    3.5 star property
    8.8/10 - Excellent (1,009 reviews)
    "Booked this hotel last minute on the way to Canada. Absolutely beautiful!!! Amazing view. Awesome restaurant. Room was on the second floor had a nice lake view. Room was super clean and had a nice shower."
    Reviewed July 13, 2026
    Roundtrip New York (NYC) - Bangor (BGR)
    LGA - BGRNonstop BGR - LGANonstop
    $781
    $649
    per traveler
    found 12 hours ago
    The Lucerne Inn
  • Oct 9 - Oct 13

    Days Inn Bar Harbor + Flight

    Bar Harbor
    4 nights
    2.5 star property
    7.4/10 - Good (1,003 reviews)
    "Room was clean, breakfast was ok, coffee was meh. Staff friendly and helpful"
    Reviewed July 15, 2026
    Roundtrip Cleveland (CLE) - Bangor (BGR)
    CLE - BGR1 stop BGR - CLE1 stop
    $1,260
    $1,059
    per traveler
    found 1 day ago
    Days Inn Bar Harbor

Dexter Hotel Deals

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.

Frequently Asked Questions

How much does a Dexter vacation package cost?

You'll find cheap prices from $490 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.

Book with confidence

Things to do near Dexter

Dexter, Maine, offers a perfect backdrop for outdoor adventures and romantic getaways. Visitors can explore scenic hiking trails, unwind in recreational areas, and enjoy winter sports at local ski fields. Whether you're looking to immerse yourself in nature or find a cozy spot for a couple's retreat, Dexter has something to cater to your vacation desires.

Shopping

In Dexter, visit local shops like The Village Shop for unique gifts and souvenirs. If you're up for a drive, check out the Bangor Mall, about 35 miles away, featuring a variety of retail stores, dining options, and entertainment venues for a complete shopping experience.

Recreation

The Piscatiquis County Ice Arena offers exhilarating ice skating just 11 miles from Dexter, perfect for sports enthusiasts and families. Experience culture and entertainment at the Center Theatre Inc., also 11 miles away, while JW Parks Golf Course, 17 miles from Dexter, invites you to enjoy outdoor sports amidst beautiful scenery.

Adventure

Explore Barrows Falls Trail for a scenic hike filled with adventure and stunning outdoor views, located 19 miles from Dexter. For winter sports, head to Hermon Mountain, 23 miles away, or Eaton Mountain, 24 miles away, where you can enjoy skiing and exhilarating snow activities.

Nightlife

Dexter's nightlife offers a cozy atmosphere with local charm. Visit the Lakeside Tavern for friendly drinks and casual dining, or check out the Dexter Elks Lodge for community events and live music. Enjoy a relaxing evening while mingling with locals and soaking in the small-town vibe.

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.

Tips to save on your trip to Dexter

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Dexter.
  • Consider traveling to Dexter during the low season (November to January) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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