Stonington Vacations from $657

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Your Stonington Vacation

Excellent adventures await when you lock in a Stonington vacation package. Whether you're a foodie, history enthusiast or just a traveler who loves discovering new places, there's something for everyone in this awesome city. Barred Island Preserve, Deer Isle-Stonington Historical Society and Stonington Sea Products are just some of the attractions you'll want to check out during your trip to Stonington. Your Stonington vacation is a couple of clicks away. Explore hotels, airfares and more on Expedia for a getaway that's tailored just for you.

The Latest Stonington vacation packages

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

Harborline Hotel

3 out of 5
Save 100% on your flight
per person
Sep 13 - Sep 20
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Rockland (RKD)
8.6/10 Excellent! (53 reviews)
Place is great. Walk to water,downtown, and restraunts, room was very clean. We will be staying here again.

Reviewed on Jul 31, 2025

Captain Sweetser's Inn

Captain Sweetser's Inn

2 out of 5
Save 100% on your flight
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Rockland (RKD)
10/10 Exceptional! (115 reviews)
Beautiful property, unique. The owners are wonderful women and they sure can cook! Cant wait to return!

Reviewed on Jul 13, 2025

East Wind Inn

East Wind Inn

2.5 out of 5
Save 100% on your flight
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Rockland (RKD)
9.4/10 Exceptional! (109 reviews)
The Inn was perfectly situated for view of the harbor. Food was excellent dinner and breakfast. Definitely going back

Reviewed on Jul 29, 2025

Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
Save 100% on your flight
per person
Sep 13 - Sep 20
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Rockland (RKD)
8.4/10 Very Good! (227 reviews)
Love the location, the staff are wonderful and the coffee shop amazing. Highly recommend. Within walking distance of so much Rockland has to offer.

Reviewed on Jul 28, 2025

The Craignair Inn & Restaurant

The Craignair Inn & Restaurant

3.5 out of 5
Save 100% on your flight
per person
Sep 13 - Sep 20
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Rockland (RKD)
9/10 Wonderful! (184 reviews)
Delightful, historical inn right next to Clark Island Preserve. Lovely wee walks on the shore and to the old quarry. Minimal light pollution at night allows for terrific stargazing. Rooms are on the small side, but thoughtfully designed. Included breakfast was delicious, with fresh made biscuits and a nice selection of offerings. Only slight negative is the slow WiFi, but maybe it's okay to take a break from streaming and read a book!

Reviewed on Jul 28, 2025

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Discover the most popular places to visit in Stonington

Stonington, Maine on Deer Isle's tides change so dramatically, something we don't see in Hawaii.

Stonington Opera House

4.5/5(6 reviews)

You can get tickets for a performance at Stonington Opera House on your trip to Stonington. Take in the art scene and mountain views in the area.

Stonington Opera House

Stonington Sea Products

Enjoy an outing to Stonington Sea Products during your stay in Stonington. Wander the marina or discover the area's mountain views.

Stonington Sea Products

Blue Heron Gallery

You can spend an afternoon exploring the galleries in Blue Heron Gallery in Stonington. Wander the marina or discover the area's mountain views.

Blue Heron Gallery

Stonington Hotel Deals

House At The Point - Rustic Cottage on Ocean's Edge

House At The Point - Rustic Cottage on Ocean's Edge

Stonington
9.8/10 Exceptional! (16 reviews)
A True Gift
"Amazing spot! Simple, quiet, with a sprinkle of local lobster boats humming by. Perfect weather highlighted the sky, the water and the sunsets. I put away the phone (unreliable internet) opened up a good book, visited the nearby sand beach for a cold plunge, and took in some local theater. This place ..."

Reviewed on Jun 26, 2025

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House At The Point - Rustic Cottage on Ocean's Edge
Oceanville Oasis on the Peaceful Island

Oceanville Oasis on the Peaceful Island

Stonington
10/10 Exceptional! (1 review)
Excellent accommodating hoat
"We had a wonderful stay in this very clean and conveniently located property. Alice was very accommodating as we were late with our check-in. she provided a lobster pot and a way to boil lobsters outside."

Reviewed on Jul 20, 2025

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Oceanville Oasis on the Peaceful Island
Kimball Terrace Inn Northeast Harbor

Kimball Terrace Inn Northeast Harbor

2.5 out of 5
10 Huntington Road, Northeast Harbor, ME
Fully refundableReserve now, pay when you stay
$231 nightly
The price is $252 total per night from Aug 25 to Aug 26
$252 total
Aug 25 - Aug 26
Total includes taxes and fees
8.8/10 Excellent! (1,004 reviews)
Old but sharming
"Was no information or a menu available for the restaurant next door ... which by the way the food was fenomenal ❤️. The front desk staff was very helpful and professional but the inn is outdated lacks of new equipment and infrastructures but overall it was very clean!!"

Reviewed on Aug 1, 2025

Kimball Terrace Inn Northeast Harbor
See all 1,306 properties in Stonington
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 Stonington vacation package cost?
You can snap up a vacation package to this destination from $657 on Expedia. However, how much your vacation to Stonington costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Stonington?
October, November and December are great times to look for cheap Stonington vacation packages. Traveling in quieter periods means you'll typically find reduced prices on flights and hotels.
How many days is enough for Stonington?
With a well-organized schedule, you can easily tick off the main Stonington attractions in a few days. But if you prefer to explore off the beaten track or take day trips, think about booking your Stonington vacation for longer.
Is it worth booking a vacation package to Stonington?
It's no wonder a Stonington vacation is on the must-do list of many travelers. Major attractions like Stonington Opera House are just the beginning of things to keep you busy here.
How to find the best Stonington package deals?
Use Expedia's filter tool to find some tempting Stonington package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Stonington package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Stonington vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking stays and flights individually. Better still, you can customize your Stonington escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Stonington?
Score fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Stonington vacation.
Does Expedia offer Book Now, Pay Later Stonington vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Stonington vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.