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

Book Round Pond Bed & Breakfast

Check prices for these dates

Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

Our top choices for Round Pond bed & breakfast

A bedroom with a bed, two windows with shutters, a lamp, a chair, and a wall-mounted light fixture.

1. Five Gables Inn

Five Gables Inn
3.0 star property
East Boothbay
10.0 out of 10, Exceptional, (13 reviews)
"Highly recommend this stay, gorgeous location and breakfast was fantastic."
United States
Maja
$220 nightly
The price is $240
Oct 13 - Oct 14
Total with taxes and fees
Five Gables Inn
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
$329 nightly
The price is $332
Oct 13 - Oct 14
Total with taxes and fees
Experience comfort and elegance in The Nobel Estate Suite,
A dining area with a piano, large windows, and a chandelier.

3. 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
$329 nightly
The price is $332
Oct 13 - Oct 14
Total with taxes and fees
Graceful and inviting, The Serenity Garden Suite No Cleaning Fee
A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

4. Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (235 reviews)
"Friendly, great location, so lovely!"
United States
Kacey
$212 nightly
The price is $231
Nov 2 - Nov 3
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.

5. 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 20 - Oct 21
Total with taxes and fees
Harbour Towne Inn on the Waterfront
A living room with a wooden ceiling, a grey sofa, a wooden coffee table, a patterned rug, and a plant.

6. 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
10.0 out of 10, Exceptional, (3 reviews)
"Great spot, details were handled by property very well"
United States
John H.
$297 nightly
The price is $324
Oct 13 - Oct 14
Total with taxes and fees
Step-Free King with Your Own Harbor Balcony, Greenleaf Inn, Boothbay Harbor
A large white house with multiple balconies, a porch, and a garage.

7. 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, (4 reviews)
"Great location. Shared spaces were comfortable and had beautiful harbor views. Very nice Inn. Would definitely stay here again."
United States
Rhonda L.
$257 nightly
The price is $280
Oct 13 - Oct 14
Total with taxes and fees
The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor
A living room with a wooden ceiling, a grey sofa, a wooden coffee table, a patterned rug, a plant, and two framed pictures on the wall.

8. 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.
$289 nightly
The price is $315
Oct 18 - Oct 19
Total with taxes and fees
Ground-Level King with a Harbor-View Deck, Greenleaf Inn, Boothbay Harbor
A room with a large window offering a view of a marina and boats.

9. 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
$291 nightly
The price is $317
Oct 12 - Oct 13
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.

10. 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 19 - Oct 20
Total with taxes and fees
Room to Breathe: 800 sq ft Harbor-View King Suite, Admiral's Quarters, Boothbay
A room with a large window overlooking a marina, a white cushioned bench, and a vase with flowers.

11. 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.
$271 nightly
The price is $295
Oct 16 - Oct 17
Total with taxes and fees
Penthouse B: Top-Floor King Suite, Shared Sky Deck, Greenleaf Inn, Boothbay
A room with a window, a TV mounted on the wall, and a wooden rack.

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, (1 review)
"Beautiful old bed & breakfast overlooking the harbor. Room was spacious and comfortable. Our host, Jersey took care of our every need from the minute we arrived. Great recommendations for sight seeing; breakfast on the veranda; dinner reservations at the best restaurants. You name it, Jersey made it happen. Highly recommend to any and all who are planning a stay in Boothbay Harbor!"
United States
Paul K.
$239 nightly
The price is $261
Oct 13 - Oct 14
Total with taxes and fees
Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor
A large white house with multiple balconies, a porch, and a garage.

13. 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
$294 nightly
The price is $320
Oct 18 - Oct 19
Total with taxes and fees
Coffee on the Harbor Patio: Queen Room at Admiral's Quarters, Boothbay Harbor
A living room with a wooden ceiling, a grey sofa, a wooden coffee table, and a chair.

14. The Corner Suite: Two Rooms, One Harbor Balcony, Greenleaf Inn, Boothbay Harbor

The Corner Suite: Two Rooms, One Harbor Balcony, Greenleaf Inn, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (2 reviews)
"The property was amazing! The staff are very helpful. This wasn't a very relaxing and enjoyable stay. We definitely would come back"
United States
Robert S.
$333 nightly
The price is $363
Oct 18 - Oct 19
Total with taxes and fees
The Corner Suite: Two Rooms, One Harbor Balcony, Greenleaf Inn, Boothbay Harbor
A bedroom with a bed, bedside lamps, a chandelier, a framed picture on the wall, and a mirror.

15. 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)
$303 nightly
The price is $330
Oct 12 - Oct 13
Total with taxes and fees
Your Own Deck Over the Harbor: Second-Floor King at Greenleaf Inn, Boothbay
A wooden balcony with a view of a harbor, including boats and buildings.

16. 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
$329 nightly
The price is $359
Oct 14 - Oct 15
Total with taxes and fees
Private-Entrance King, Covered Harbor Balcony, Greenleaf Inn, Boothbay Harbor
A neatly made bed with patterned bedding, two bedside lamps, and a framed picture above the bed.

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

Fireside Corner King, Harbor Views, Electric Fireplace, Greenleaf Inn, Boothbay
Boothbay Harbor
$264 nightly
The price is $288
Oct 15 - Oct 16
Total with taxes and fees
Fireside Corner King, Harbor Views, Electric Fireplace, Greenleaf Inn, Boothbay
A large white house with multiple balconies, a porch, and a garage.

18. 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.
$319 nightly
The price is $348
Oct 13 - Oct 14
Total with taxes and fees
Your Own Balcony: King Room at Waterfront Admiral's Quarters, Boothbay Harbor
A waterfront property with a dock, a boat house, and a view of the marina.

19. 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.
$329 nightly
The price is $359
Oct 15 - Oct 16
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.

20. Top of the Inn: Penthouse King Suite with Balcony, Admiral's Quarters, Boothbay

Top of the Inn: Penthouse King Suite with Balcony, Admiral's Quarters, Boothbay
Boothbay Harbor
10.0 out of 10, Exceptional, (6 reviews)
"Great spot"
United States
Jarrett
$370 nightly
The price is $403
Oct 14 - Oct 15
Total with taxes and fees
Top of the Inn: Penthouse King Suite with Balcony, Admiral's Quarters, Boothbay
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

Topside Inn

Topside Inn

10/10 Excellent
"Fantastic property, including room and common areas. Excellent staff and amazing breakfast."
Paul 1-night trip
Posted 13 hours ago
Topside Inn

Find out more about Round Pond

Round Pond B&B information

Number of reviews
368
Accommodation
46 B&B
Lowest Price
$231
Highest Price
$437

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 $231 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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