Deer Isle Vacations from $1,010
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The Latest Deer Isle Vacation Packages
- Bluff House Inn
Oct 15 - Oct 19Bluff House Inn + Flight
Gouldsboro4 nights3.0 star property9.2/10 - Wonderful (444 reviews)"Cabin was clean, well maintained and comfortable. Great view of the shoreline and surrounding areas. No contact check in and out was a breeze."Reviewed August 1, 2026Roundtrip • Cleveland (CLE) - Bar Harbor (BHB)CLE - BGR • 1 stop BGR - CLE • 1 stop$1,144$1,010found 1 day agoper traveler - Dog-friendly, Bayfront Home W/rocky Beach, Full Kitchen, Washer/dryer & Firepit
Oct 11 - Oct 16Dog-friendly, Bayfront Home W/rocky Beach, Full Kitchen, Washer/dryer & Firepit + Flight
Gouldsboro5 nights2.0 star propertyRoundtrip • New York (NYC) - Bar Harbor (BHB)LGA - BGR • Nonstop BGR - LGA • Nonstop$2,840$2,475found 23 hours agoper traveler - Aril Cottage-waterfront Escape With Ocean Views
Oct 8 - Oct 11Aril Cottage-waterfront Escape With Ocean Views + Flight
Prospect Harbor3 nights2.0 star propertyRoundtrip • Cleveland (CLE) - Bar Harbor (BHB)CLE - BGR • 1 stop BGR - CLE • 1 stop$1,595$1,454found 7 hours agoper traveler - Woodland Home Near Long Pond w/ Spacious Living Area, Full Kitchen & Deck
Oct 8 - Oct 11Woodland Home Near Long Pond w/ Spacious Living Area, Full Kitchen & Deck + Flight
Pretty Marsh3 nights2.0 star propertyRoundtrip • Cleveland (CLE) - Bar Harbor (BHB)CLE - BGR • 1 stop BGR - CLE • 1 stop$1,495$1,379found 7 hours agoper traveler - Woodland Apartments-Acadia National Park
Sep 11 - Sep 13Woodland Apartments-Acadia National Park + Flight
Bernard2 nights3.0 star property8.0/10 - Very Good (7 reviews)"The location of this home is very misleading. Although if you search the exact location, you will find it’s in/near the forest but looking at the pics posted you would think it was near the beach and it is not. I could overlook that if the home was stocked with everything needed and beds were comfortable but that was not the case. We were given 5 bath towels for 4 people for 4days, 1 dish cloth, 1 hand towel and 1 dirty sponge with no washer or dryer and no dishwasher. Extra towels were dropped..."Reviewed July 21, 2026Roundtrip • Austin (AUS) - Bar Harbor (BHB)AUS - BHB • 2 stops BHB - AUS • 1 stop$1,704$1,598found 20 hours agoper traveler
Where to stay in Deer Isle
South Deer Isle
While there might not be top attractions in South Deer Isle, you can explore the larger area and discover places like Stonington Sea Products and Edgar M. Tennis Preserve.
Discover the most popular places to visit in Deer Isle
Deer Isle Hotel Deals
Oakland House Seaside Inn & Cottages
Oakland House Seaside Inn & Cottages
Hidden Gem Cottage' Near Blue Hill Peninsula
Hidden Gem Cottage' Near Blue Hill Peninsula
Colonial Gables Oceanfront Village
Colonial Gables Oceanfront Village
Woodland Apartments-Acadia National Park
Woodland Apartments-Acadia National Park
Frequently Asked Questions
How much does a Deer Isle vacation package cost?
You'll find cheap prices from $1,010 on Expedia for your Deer Isle escape. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Deer Isle costs.
What are the cheapest months to go to Deer Isle?
You can usually find lower rates and better availability in October, November and December. Browse our cheap Deer Isle vacation packages and you could land some excellent off-season deals.
How many days is enough for Deer Isle?
The ideal length for your Deer Isle vacation depends on what you'd like to do. Usually, a few days to a week will give you enough time to go to all the top attractions and explore some hidden spots along the way.
Is it worth booking a vacation package to Deer Isle?
Deer Isle is a good vacation destination with attractions like Barred Island Preserve among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Deer Isle vacation promises a good time for everyone.
How to find the best Deer Isle package deals?
Start your search for a Deer Isle package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Deer Isle package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Deer Isle escape underway.
Is it cheaper to book a Deer Isle vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still get the freedom to create a tailored Deer Isle vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Deer Isle?
Secure incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Deer Isle adventure.
Does Expedia offer Book Now, Pay Later Deer Isle vacation packages?
If you're anything like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Deer Isle trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
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Things to do near Deer Isle
Deer Isle, Maine, offers a perfect getaway for outdoor enthusiasts, featuring scenic hiking trails, educational excursions, and recreational areas. Visitors can enjoy day trips and boat tours that showcase the island's natural beauty. Whether you're looking for adventure or relaxation, Deer Isle has a variety of activities to enrich your vacation experience.
Shopping
For a delightful shopping experience in Deer Isle, visit local gems like Blue Hill Books and Blue Hill Co-op Community Market, both 14 miles away. If you're up for a drive, check out Windsor Chairmakers, located 17 miles from Deer Isle, for unique handcrafted furniture.
Recreation
At Castline Golf Club, enjoy a scenic round of golf surrounded by nature, perfect for relaxation and outdoor fun. Meanwhile, Camden Harbor Park and Acadia Repertory Theater offer vibrant cultural experiences, from enchanting performances to family-friendly events, fostering connection and entertainment in a picturesque setting.
Adventure
Explore the Parker Point Nature Trail, located 13 miles from Deer Isle, where you can immerse yourself in the great outdoors. The Dyce Head Foot Path, also 13 miles away, offers serene outdoor vibes. For a scenic adventure, hike the Ship Harbor Nature Trailhead, situated 17 miles from Deer Isle.
Nightlife
In Deer Isle, enjoy a relaxed nightlife with cozy local pubs and charming waterfront restaurants. Experience live music at intimate venues, sip craft cocktails, and savor fresh seafood. The laid-back atmosphere invites conversation and connection, making it perfect for ending your day after exploring the island.
Find the best attractions in and around Deer Isle
Deer Isle, Maine, offers an ideal getaway for outdoor enthusiasts and culture seekers alike. Visitors can explore beautiful beaches, the Deer Isle Granite Museum, and enjoy spectacular views across the island. With its charming galleries and historic sites, Deer Isle caters to those seeking adventure and relaxation. Don't forget to grab an island map to make the most of your visit and discover the stunning landscapes that await you.
- Haystack Mountain School of Crafts: Immerse yourself in the vibrant arts community at Haystack Mountain School of Crafts. This renowned educational institution offers workshops in various crafts, allowing you to engage with talented artisans and explore your own creativity in a stunning coastal setting.
- Barred Island Preserve: Experience the thrill of adventure at Barred Island Preserve. With its scenic trails and breathtaking views, this natural reserve invites you to hike, explore tidal pools, and enjoy the serene beauty of Maine's coastline.
- Deer Isle Bridge: Marvel at the historic Deer Isle Bridge, located 5 miles away. This iconic structure not only connects Deer Isle to the mainland but also offers picturesque views and a glimpse into the region's rich cultural heritage.
Best time to go to Deer Isle
The best time to visit Deer Isle is dependent on what kind of holiday you are seeking. July and August are its hottest month on average. At the time of August, visitor numbers are moderately high and weather is mostly sunny. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.
Tips to save on your trip to Deer Isle
- Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
- Consider traveling to Deer Isle during the low season (January to March) 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.