A calm harbor at sunset with boats docked, a wooden pier, and a clear sky.

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Round Pond bed & breakfast

A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

1. 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
$176 nightly
The price is $192
Nov 3 - Nov 4
Total with taxes and fees
Harborage Inn on the Oceanfront
A cozy kitchen with a wood stove, a table with breakfast items, and large windows with a view of trees.

2. Experience comfort and elegance in The Nobel Estate Suite,

Experience comfort and elegance in The Nobel Estate Suite,
Newcastle
10.0 out of 10, Exceptional, (2 reviews)
"This property was immaculate! Gorgeous setting, delicious breakfasts, stunning views. Our first time vacationing in Maine and it was a treat! Brianna was so helpful and very accommodating...can't say enough good things about our experience at this property!!"
United States
Mason
$260 nightly
The price is $262
Nov 9 - Nov 10
Total with taxes and fees
Experience comfort and elegance in The Nobel Estate Suite,
A field of sunflowers with a small white building in the background.

3. Clary Lake Bed and Breakfast

Clary Lake Bed and Breakfast
3.0 star property
Jefferson
9.8 out of 10, Exceptional, (121 reviews)
"I had a delightful 2 day stay. Breakfast is fabulous! I highly recommend it."
United States
Linda
$120 nightly
The price is $131
Nov 4 - Nov 5
Total with taxes and fees
Clary Lake Bed and Breakfast
A dining area with a piano, large windows, and a chandelier.

4. Graceful and inviting, The Serenity Garden Suite No Cleaning Fee

Graceful and inviting, The Serenity Garden Suite No Cleaning Fee
Newcastle
10.0 out of 10, Exceptional, (1 review)
"Very nice facility. Clean, and wee decorated. Great outside deckls and garden."
United States
Alan
$260 nightly
The price is $262
Nov 9 - Nov 10
Total with taxes and fees
Graceful and inviting, The Serenity Garden Suite No Cleaning Fee
A serene lakeside setting with two rocking chairs, a fire pit, and a view of boats on the water.

5. 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)
"Great location. Shared spaces were comfortable and had beautiful harbor views. Very nice Inn. Would definitely stay here again."
United States
Rhonda L.
$233 nightly
The price is $254
Nov 4 - Nov 5
Total with taxes and fees
The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor
A wooden deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

6. 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.
$253 nightly
The price is $276
Nov 4 - Nov 5
Total with taxes and fees
Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor
A two-story white building with a symmetrical facade, large windows with shutters, and a central entrance with a door and columns.

7. The Waldoboro Inn Room 5

The Waldoboro Inn Room 5
Waldoboro
$281 nightly
The price is $306
Nov 3 - Nov 4
Total with taxes and fees
The Waldoboro Inn Room 5
A two-story white building with a symmetrical facade, large windows with shutters, and a central entrance with a door and columns.

8. The Waldoboro Inn Room 3

The Waldoboro Inn Room 3
Waldoboro
$281 nightly
The price is $306
Nov 3 - Nov 4
Total with taxes and fees
The Waldoboro Inn Room 3
A wooden deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

9. 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.
$275 nightly
The price is $300
Nov 4 - Nov 5
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.

10. 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
$280 nightly
The price is $305
Nov 27 - Nov 28
Total with taxes and fees
Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay
An outdoor patio with a covered seating area, a brick pathway, and potted plants.

11. Benjamin F. Packard House

Benjamin F. Packard House
3.0 star property
Bath
10.0 out of 10, Exceptional, (118 reviews)
"This is a wonderful bed and breakfast! I highly recommend and I would stay here again and again!"
United States
Tina
$220 nightly
The price is $240
Nov 3 - Nov 4
Total with taxes and fees
Benjamin F. Packard House
A balcony with a table set for two, a vase with flowers, and a view of a residential area.

12. 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
$381 nightly
The price is $415
Nov 4 - Nov 5
Total with taxes and fees
Room to Breathe: 800 sq ft Harbor-View King Suite, Admiral's Quarters, Boothbay
A serene lakeside setting with two rocking chairs, a fire pit, and a view of boats on the water.

13. 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.
$301 nightly
The price is $328
Nov 27 - Nov 28
Total with taxes and fees
Your Own Balcony: King Room at Waterfront Admiral's Quarters, Boothbay Harbor
A room with a fireplace, a large window, and a patterned rug.

14. The Waldoboro Inn Room 1

The Waldoboro Inn Room 1
Waldoboro
10.0 out of 10, Exceptional, (1 review)
"You can certainly tell the property was very, very old....tons of character for sure! A total step back in time, but there were some great modern conveniences; heat pumps, electronic locks for check in and for the rooms, wifi. The host was very accomodating. The room and common areas were clean and inviting."
United States
Kenneth A.
$281 nightly
The price is $306
Nov 3 - Nov 4
Total with taxes and fees
The Waldoboro Inn Room 1
A wooden deck with three white Adirondack chairs facing a marina with boats and houses in the background.

15. Penthouse B: Top-Floor King Suite, Shared Sky Deck, Greenleaf Inn, Boothbay

Penthouse B: Top-Floor King Suite, Shared Sky Deck, Greenleaf Inn, Boothbay
Boothbay Harbor
10.0 out of 10, Exceptional, (3 reviews)
"We had such a great time at The Greenleaf. Jersey is an incredible host and will make sure your visit is amazing."
United States
Karen G.
$330 nightly
The price is $360
Nov 28 - Nov 29
Total with taxes and fees
Penthouse B: Top-Floor King Suite, Shared Sky Deck, Greenleaf Inn, Boothbay
A serene lakeside setting with two rocking chairs facing a calm body of water, a fire pit in the center, and a clear view of boats and distant land.

16. Fireside Corner King, Harbor Views, Electric Fireplace, Greenleaf Inn, Boothbay

Fireside Corner King, Harbor Views, Electric Fireplace, Greenleaf Inn, Boothbay
Boothbay Harbor
$252 nightly
The price is $275
Nov 4 - Nov 5
Total with taxes and fees
Fireside Corner King, Harbor Views, Electric Fireplace, Greenleaf Inn, Boothbay
A serene lakeside setting with two rocking chairs, a fire pit, and a view of boats on the water.

17. 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
$279 nightly
The price is $304
Nov 4 - Nov 5
Total with taxes and fees
Coffee on the Harbor Patio: Queen Room at Admiral's Quarters, Boothbay Harbor
A serene lakeside setting with two rocking chairs facing a calm body of water, a fire pit in the center, and a clear view of boats and distant land.

18. Your Own Deck Over the Harbor: Second-Floor King at Greenleaf Inn, Boothbay

Your Own Deck Over the Harbor: Second-Floor King at Greenleaf Inn, Boothbay
Boothbay Harbor
8.0 out of 10, Very good, (1 review)
$288 nightly
The price is $314
Nov 4 - Nov 5
Total with taxes and fees
Your Own Deck Over the Harbor: Second-Floor King at Greenleaf Inn, Boothbay
A wooden deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

19. Step-Free King with Your Own Harbor Balcony, Greenleaf Inn, Boothbay Harbor

Step-Free King with Your Own Harbor Balcony, Greenleaf Inn, Boothbay Harbor
Boothbay Harbor
9.6 out of 10, Exceptional, (4 reviews)
"Great spot, details were handled by property very well"
United States
John H.
$283 nightly
The price is $308
Nov 4 - Nov 5
Total with taxes and fees
Step-Free King with Your Own Harbor Balcony, Greenleaf Inn, Boothbay Harbor
A wooden deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

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
$299 nightly
The price is $326
Nov 4 - Nov 5
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 Round Pond Hotel Reviews

Flagship Inn and Suites

Flagship Inn and Suites

10/10 Excellent
"We love staying here when we visit boothbay they are helpful day or night they are close to a grocery store and have everything in their room to cook with"
Ryan 1-night trip
Posted 15 hours ago
Flagship Inn and Suites

Find out more about Round Pond

Round Pond B&B information

Number of reviews
395
Accommodation
46 B&B
Lowest Price
$131
Highest Price
$415

Frequently asked questions

What is the nightly rate for a B&B in Round Pond?
Prices for B&Bs in Round Pond often vary, but you can find a great deal from $131 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Round Pond 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 and Breakfast in Round Pond?
The most popular time to book a B&B in Round Pond is during the summer months, particularly in July when the area comes alive with activity. This vibrant season offers warm temperatures, ranging from the mid-60s to the low 80s Fahrenheit, making it superb for outdoor adventures such as kayaking, hiking, and exploring the stunning coastal scenery.

From June to August, visitors can enjoy a number of tourist activities, including local festivals and events that celebrate the unique culture of the region. The picturesque landscape, with its lush greenery and breathtaking views, provides an ideal backdrop for sightseeing and relaxation, ensuring that every traveler finds something to love.

For those seeking a more budget-friendly experience, consider planning your visit in the shoulder season, particularly in late September or early October. During this time, the crowds thin out, and the fall foliage begins to grace the landscape with vibrant colors, creating a serene atmosphere superb for leisurely walks along the coast or enjoying the quaint charm of local shops and eateries.
What is the difference between a Round Pond Bed and Breakfast and a hotel?
Every Round Pond 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 Round Pond B&Bs.

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