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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Cundys Harbor bed & breakfast

An outdoor patio with a covered seating area, a brick pathway, and potted plants.

1. Benjamin F. Packard House

Benjamin F. Packard House
3.0 star property
Bath
10.0 out of 10, Exceptional, (117 reviews)
"This is a wonderful bed and breakfast! I highly recommend and I would stay here again and again!"
United States
Tina
$197 nightly
The price is $215
Nov 1 - Nov 2
Total with taxes and fees
Benjamin F. Packard House
A black front door with a light fixture above it, flanked by two potted evergreen trees.

2. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (184 reviews)
"Great place"
United States
Mark
$226 nightly
The price is $246
Oct 25 - Oct 26
Total with taxes and fees
The Orchard House: Inn & Cafe
A white building with a red roof, a sign indicating a vacancy at Candlebay Inn, and an American flag.

3. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (497 reviews)
"Great stay in a historic home."
United States
Richard
$159 nightly
The price is $173
Nov 1 - Nov 2
Total with taxes and fees
Candlebay Inn
A covered porch with white railings and a view of a well-maintained lawn and pathway.

4. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (166 reviews)
"The breakfasts were so tasty! The Inn is so charming! We loved our stay and hope to return next year!"
United States
Justin Terry
$183 nightly
The price is $199
Nov 22 - Nov 23
Total with taxes and fees
The Kendall Inn
A bedroom with a bed, a nightstand, a chair, a window with a view, and a bookshelf.

5. Five Gables Inn

Five Gables Inn
3.0 star property
East Boothbay
10.0 out of 10, Exceptional, (21 reviews)
"Highly recommend this stay, gorgeous location and breakfast was fantastic."
United States
Maja
$224 nightly
The price is $244
Oct 24 - Oct 25
Total with taxes and fees
Five Gables Inn
A two-story house with a balcony, a front porch, and a snow-covered landscape.

6. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"We had a fantastic and lovely, although quick, stay. The Inn is very charming and John and Loretta are so kind and helpful. Would love to go back and stay with them again.."
United States
alexandre
$246 nightly
The price is $268
Nov 16 - Nov 17
Total with taxes and fees
The Nicholson Inn
A large house with multiple sections, surrounded by lush greenery and trees.

7. The Squire Tarbox Inn

The Squire Tarbox Inn
2.5 star property
Wiscasset
9.6 out of 10, Exceptional, (23 reviews)
"Lovely spot."
United States
Oona
$334 nightly
The price is $361
Oct 24 - Oct 25
Total with taxes and fees
The Squire Tarbox Inn
A house with a sign for The James Place Inn, indicating a vacancy.

8. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (196 reviews)
"Sean was amazingly helpful and friendly. The house itself is so well maintained, and the blue room was adorable. Loved the fact that we were within walking distance of all the shops. Would definitely recommend and will plan on staying again the next time we’re in town."
United States
Kim
$251 nightly
The price is $273
Nov 9 - Nov 10
Total with taxes and fees
The James Place Inn B&B
A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

9. Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (241 reviews)
"This little place was excellent! Great views, very convenient to walk everywhere. The morning breakfasts were delicious! Would definitely stay again!"
United States
Michele
$188 nightly
The price is $205
Oct 25 - Oct 26
Total with taxes and fees
Harborage Inn on the Oceanfront
A large, two-story house with a prominent turret and multiple windows, surrounded by lush greenery.

10. Harbour Towne Inn on the Waterfront

Harbour Towne Inn on the Waterfront
3.0 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (83 reviews)
"It was just perfect for our visit to boothbay. Easy to walk downtown for food and shopping. Breakfast was incredible."
United States
Floyd
$231 nightly
The price is $252
Oct 24 - Oct 25
Total with taxes and fees
Harbour Towne Inn on the Waterfront
A serene lakeside setting with two rocking chairs, a fire pit, and a view of boats on the water.

11. The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor

The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (6 reviews)
"Our host, Jersey, was awesome. He goes out of his way to satisfy his customers. Can't say enough good things about the property!"
United States
Robert
$245 nightly
The price is $267
Oct 24 - Oct 25
Total with taxes and fees
The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor
A room with a large window overlooking a marina, a white cushioned bench, and a vase with flowers.

12. Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor

Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (2 reviews)
"Jearsy was great! Will stay again."
United States
Sara S.
$267 nightly
The price is $291
Oct 25 - Oct 26
Total with taxes and fees
Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor
A breakfast table with pancakes, bacon, and coffee on a balcony overlooking a marina.

13. Ground-Level King with a Harbor-View Deck, Greenleaf Inn, Boothbay Harbor

Ground-Level King with a Harbor-View Deck, Greenleaf Inn, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (2 reviews)
"Jersey gave us a tour of the property, got us a reservation for dinner and made us feel right at home! 10/10 we will absolutely be here booking again. Clean room, comfy bed, couldn’t ask for a better stay."
United States
Kaitlyn H.
$288 nightly
The price is $314
Oct 25 - Oct 26
Total with taxes and fees
Ground-Level King with a Harbor-View Deck, Greenleaf Inn, Boothbay Harbor
A deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

14. Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay

Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay
Boothbay Harbor
8.0 out of 10, Very good, (1 review)
"Friendly"
United States
Amy
$291 nightly
The price is $317
Oct 26 - Oct 27
Total with taxes and fees
Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay
A balcony with a table set for two, a vase with flowers, and a view of a residential area.

15. Room to Breathe: 800 sq ft Harbor-View King Suite, Admiral's Quarters, Boothbay

Room to Breathe: 800 sq ft Harbor-View King Suite, Admiral's Quarters, Boothbay
Boothbay Harbor
9.4 out of 10, Exceptional, (3 reviews)
"What a beautiful place! We loved staying here and will definitely be back."
United States
Anonymous traveler
$401 nightly
The price is $437
Oct 27 - Oct 28
Total with taxes and fees
Room to Breathe: 800 sq ft Harbor-View King Suite, Admiral's Quarters, Boothbay
A large white house with multiple balconies, a porch, and a garage.

16. Easy In, Easy Out: Ground-Floor King Suite at Admiral's Quarters, Boothbay Harbor

Easy In, Easy Out: Ground-Floor King Suite at Admiral's Quarters, Boothbay Harbor
Boothbay Harbor
9.6 out of 10, Exceptional, (4 reviews)
"Great atmosphere. Friendly home vibe. Very comfortable."
United States
Barbara G.
$313 nightly
The price is $341
Oct 24 - Oct 25
Total with taxes and fees
Easy In, Easy Out: Ground-Floor King Suite at Admiral's Quarters, Boothbay Harbor
A large white house with multiple balconies, a porch, and a garage.

17. Your Own Balcony: King Room at Waterfront Admiral's Quarters, Boothbay Harbor

Your Own Balcony: King Room at Waterfront Admiral's Quarters, Boothbay Harbor
Boothbay Harbor
9.4 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Boothbay Harbor has so many wonderful restaurants, activities and shops to visit. Jersey was one of a kind. Always wanting to help or recommend things to do."
United States
Eileen O.
$318 nightly
The price is $347
Oct 31 - Nov 1
Total with taxes and fees
Your Own Balcony: King Room at Waterfront Admiral's Quarters, Boothbay Harbor
A serene lakeside setting with two rocking chairs, a fire pit, and a view of boats on the water.

18. Waterfront 2BR Suite, Three Balconies, Admiral's Quarters, Boothbay Harbor

Waterfront 2BR Suite, Three Balconies, Admiral's Quarters, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful Inn so close to many activities to choose from."
United States
Diana C.
$355 nightly
The price is $387
Oct 24 - Oct 25
Total with taxes and fees
Waterfront 2BR Suite, Three Balconies, Admiral's Quarters, Boothbay Harbor
A large white house with multiple balconies, a porch, and a garage.

19. Coffee on the Harbor Patio: Queen Room at Admiral's Quarters, Boothbay Harbor

Coffee on the Harbor Patio: Queen Room at Admiral's Quarters, Boothbay Harbor
Boothbay Harbor
9.0 out of 10, Wonderful, (2 reviews)
"No cups aka for water no coffee maker in room wasn’t, given WiFi password or password to tv room was clean plenty heat and ac nice view nice deck outside our slider had a small fridge so we had cold water drinks no cups!!!!!!"
United States
Marjorie
$292 nightly
The price is $318
Oct 25 - Oct 26
Total with taxes and fees
Coffee on the Harbor Patio: Queen Room at Admiral's Quarters, Boothbay Harbor
Shared Foyer with Cozy Window Seating available for All Guests (First Floor)

20. Private-Entrance King, Covered Harbor Balcony, Greenleaf Inn, Boothbay Harbor

Private-Entrance King, Covered Harbor Balcony, Greenleaf Inn, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (3 reviews)
"Loved the amenities and views! Great location… walking distance to everything. The staff was very friendly and accommodating!"
United States
Melissa
$315 nightly
The price is $343
Oct 26 - Oct 27
Total with taxes and fees
Private-Entrance King, Covered Harbor Balcony, Greenleaf Inn, Boothbay Harbor
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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Top Cundys Harbor Hotel Reviews

Tugboat Inn

Tugboat Inn

10/10 Excellent
"Loved this hotel! We were right on the water with an amazing view of the sunset. Getting in and out was easy and the restaurant on site was wonderful. It's close to the downtown and is walkable to everything. So glad we stayed here and would definitely stay again!"
Sarah 2-night trip
Posted 1 hour ago
Tugboat Inn

Find out more about Cundys Harbor

Cundys Harbor B&B information

Number of reviews
927
Accommodation
44 B&B
Lowest Price
$173
Highest Price
$437

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Cundys Harbor?
Prices for B&Bs in Cundys Harbor often vary, but you can find a great deal from $173 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Cundys Harbor B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Cundys Harbor?
The best time to book a B&B in Cundys Harbor is during the late spring and summer months, particularly in July. This peak season, from June through August, invites visitors to relish the coastal charm of this picturesque harbor, where you can indulge in kayaking, sailing, and exploring the nearby islands under the warm sun.

July brings vibrant energy, with comfortable temperatures ranging from the mid-60s to the mid-80s Fahrenheit, ideal for outdoor activities like hiking and fishing. This time of year also allows you to enjoy local events, art festivals, and farm-to-table dining experiences that showcase the region's culinary delights.

If you're looking for a more budget-friendly option, consider visiting in October. This month offers a more tranquil experience, where you can appreciate the stunning fall foliage along the coast while enjoying the peaceful ambiance of Cundys Harbor. The crisp air and reduced crowds create a superb setting for leisurely strolls along the shore or cozy evenings by the fire.
What is the difference between a Cundys Harbor Bed & Breakfast and a hotel?
Every Cundys Harbor B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Cundys Harbor B&Bs.

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