Pros
- Access to small, private beach for swimming and fishing
- Boat access for those arriving by sea
- Close to local sandy beaches
- Clean, quaint air-conditioned rooms decorated in true Cape Cod style
- Extravagant buffet breakfast daily
- Sherry hour daily
- Beautifully manicured gardens
- No kids under 10 (a con for some)
- Free Wi-Fi
Cons
- Minimum 2- or 3-night stay required depending on season
- Closed during the winter months
- No televisions in rooms (a pro for some)
Bottom Line
A Little Inn on Pleasant Bay offers historical architecture and nine relaxing, television-free rooms. Guests of this mid-range B&B will enjoy views of the bay and the Adirondacks, a delicious breakfast, and charming English hosts.
Hotel & Amenities Photos
Amenities
- Internet
Oyster Awards
Scene
A quiet stay on Pleasant Bay
A Little Inn on Pleasant Bay is exactly what an inn should be -- peaceful, charming and relaxing. The inn's historical architecture features a Main House (originally built in 1798, and once a hiding place for slaves traveling the Underground Railroad) with classic hardwood floors. What sets A Little Inn apart from other area inns and hotels is the fact that there are no televisions on the property, so guests can truly get away (although there is free Wi-Fi access, so tech junkies can still get their fix).
Guests can also enjoy a European buffet breakfast on the patio each morning, and take in a sunset over the bay from one of the two comfortable lounges, stocked full of magazines, books, and board games. Beautifully manicured gardens can be found in both the front and back of the inn. Penny, the inn's resident "greeter", is a Yorkshire terrier just looking for belly rubs.
Location
Remote enough to be away from it all, but just a short drive from town
A Little Inn is located right on Pleasant Bay in South Orleans. Pleasant Bay is equally distant between Chatham's Main Street and Orleans' town center (also Main Street). For shopping, restaurants, and activities, visitors can hit up the main streets in both towns for something to do. Orleans' other big draw is Nauset Beach -- a beautiful beach that's also a good spot for surfers. Just north of Nauset is Coast Guard Beach, another great surf spot.
It's worth driving south to Chatham to get a real Cape Cod experience -- Main Street there has a better "small town" feel and is much more extensive in terms of shopping options. Plus, being located in the "elbow" of the Cape has its perks. Chatham is also the perfect jumping off point for day trips around the Cape and to the islands, particularly if travelers take advantage of the private charter services at Chatham Bars Inn to the islands, rather than taking the ferries from Hyannis or Woods Hole.
- 2-hour drive from Logan International Airport.
- 10 minute drive to Main Street in Orleans
- 10-minute drive to Main Street in Chatham
- 20-minute drive to Nauset and Coast Guard beaches
- 1-hour drive to Provincetown
Rooms
Nine unique rooms with fresh, homey decor
Spread out between the Main House and the Carriage House, each of the nine rooms (named for various boats you'll see in the bay) has its own style and vibe. They share some commonalities, including crisp white linens, bright color accents, and hardwood floors. Views are of the bay or garden, and some rooms have balconies, patios, or fireplaces. All bathrooms are private and clean, Cape Cod white. Rooms are stocked with books and magazines for guests to read, but there are absolutely no TVs anywhere -- for ultimate relaxation.
Tall folks take note: The ceilings in the Carriage House rooms are higher than those in the Main House rooms.
- Beautiful rooms decorated crisp and white, true to Cape Cod style
- Free Wi-Fi
- Gilchrist and Soames bath products
- No TVs, but books and magazines in each room
- Gorgeous views of the bay or gardens
- Some rooms have balconies, patios, or fireplaces
- Bed type varies
Features
An adorable inn offering the standard needs for a B&B traveler -- and a fantastic breakfast
- European buffet breakfast daily on patio, with smoked salmon, prosciutto, and homemade jams
- Free sherry hour daily
- Books, magazines, games in common areas
- Beach towels and chairs
- Guest refrigerator in common areas
- View full list of amenities
This Hotel Also Featured In
The 12 Best Bed and Breakfasts in the U.S.
Resorts and mega-hotels certainly have their perks, but few stays can feel as personal or as cozy as one at a quaint bed-and-breakfast. While the level of luxury and service can vary greatly from one B&B to another (some claim the status simply by offering free bagels each morning), we’ve had the good fortune of…
7 Super Family-Friendly Beaches in the U.S.
Once we got that hint of sunny weather earlier this week, it became official: we’ve got the beach bug. Nothing ushers in warmer temperatures (at least in our minds) like frolicking in the sand, and a trip to the shore can be the perfect way to get the family together. We’ve told you about the…
Our 5 Favorite Hotels Reopening for the Spring and Summer
Most hotels remain open throughout the year, even when off-peak season means low occupancy and less-than-ideal weather. But some hotels choose to shutter their doors and windows during this time, triumphantly reopening in the warmer months — and often boasting some upgrades, to boot! These hotels sure know how to build our anticipation; we can’t…
Scene
A quiet stay on Pleasant Bay
A Little Inn on Pleasant Bay is exactly what an inn should be -- peaceful, charming and relaxing. The inn's historical architecture features a Main House (originally built in 1798, and once a hiding place for slaves traveling the Underground Railroad) with classic hardwood floors. What sets A Little Inn apart from other area inns and hotels is the fact that there are no televisions on the property, so guests can truly get away (although there is free Wi-Fi access, so tech junkies can still get their fix).
Guests can also enjoy a European buffet breakfast on the patio each morning, and take in a sunset over the bay from one of the two comfortable lounges, stocked full of magazines, books, and board games. Beautifully manicured gardens can be found in both the front and back of the inn. Penny, the inn's resident "greeter", is a Yorkshire terrier just looking for belly rubs.
Location
Remote enough to be away from it all, but just a short drive from town
A Little Inn is located right on Pleasant Bay in South Orleans. Pleasant Bay is equally distant between Chatham's Main Street and Orleans' town center (also Main Street). For shopping, restaurants, and activities, visitors can hit up the main streets in both towns for something to do. Orleans' other big draw is Nauset Beach -- a beautiful beach that's also a good spot for surfers. Just north of Nauset is Coast Guard Beach, another great surf spot.
It's worth driving south to Chatham to get a real Cape Cod experience -- Main Street there has a better "small town" feel and is much more extensive in terms of shopping options. Plus, being located in the "elbow" of the Cape has its perks. Chatham is also the perfect jumping off point for day trips around the Cape and to the islands, particularly if travelers take advantage of the private charter services at Chatham Bars Inn to the islands, rather than taking the ferries from Hyannis or Woods Hole.
- 2-hour drive from Logan International Airport.
- 10 minute drive to Main Street in Orleans
- 10-minute drive to Main Street in Chatham
- 20-minute drive to Nauset and Coast Guard beaches
- 1-hour drive to Provincetown
Rooms
Nine unique rooms with fresh, homey decor
Spread out between the Main House and the Carriage House, each of the nine rooms (named for various boats you'll see in the bay) has its own style and vibe. They share some commonalities, including crisp white linens, bright color accents, and hardwood floors. Views are of the bay or garden, and some rooms have balconies, patios, or fireplaces. All bathrooms are private and clean, Cape Cod white. Rooms are stocked with books and magazines for guests to read, but there are absolutely no TVs anywhere -- for ultimate relaxation.
Tall folks take note: The ceilings in the Carriage House rooms are higher than those in the Main House rooms.
- Beautiful rooms decorated crisp and white, true to Cape Cod style
- Free Wi-Fi
- Gilchrist and Soames bath products
- No TVs, but books and magazines in each room
- Gorgeous views of the bay or gardens
- Some rooms have balconies, patios, or fireplaces
- Bed type varies
Features
An adorable inn offering the standard needs for a B&B traveler -- and a fantastic breakfast
- European buffet breakfast daily on patio, with smoked salmon, prosciutto, and homemade jams
- Free sherry hour daily
- Books, magazines, games in common areas
- Beach towels and chairs
- Guest refrigerator in common areas
- View full list of amenities
Hotel & Amenities Photos
Best Rates
Amenities
-
Air Conditioner
-
Airport Transportation
-
Balcony / Terrace / Patio
-
Beach
-
Concierge
-
Free Breakfast
-
Internet
Disclaimer: This content was accurate at the time the hotel was reviewed. Please check our partner sites when booking to verify that details are still correct.
