Hot Chester Bed & Breakfast Rates

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Featured B&B in Chester

The Oaks Waterfront

The Oaks Waterfront

4 out of 5
25876 Royal Oak Road, Royal Oak, Easton, MD
Fully refundableReserve now, pay when you stay
The price is AU$665 per night from 18 May to 19 May
AU$665
includes taxes & fees
18 May - 19 May
Located in Easton, The Oaks Waterfront is on the waterfront, a 5-minute drive from Saint Michaels Village and 6 minutes from St. Michaels Winery.
The Oaks Waterfront
Parsonage Inn

Parsonage Inn

3.5 out of 5
210 North Talbot Street, St. Michaels, MD
The price is AU$362 per night from 21 Apr to 22 Apr
AU$362
includes taxes & fees
21 Apr - 22 Apr
With a stay at Parsonage Inn in St. Michaels, you'll be in the historical district, within a 15-minute walk of Chesapeake Bay Maritime Museum and St. Michaels ...
Parsonage Inn
George Brooks House B&B

George Brooks House B&B

3 out of 5
24500 Rolles Range Road, St. Michaels, MD
The price is AU$396 per night from 29 Apr to 30 Apr
AU$396
includes taxes & fees
29 Apr - 30 Apr
When you stay at George Brooks House B&B in St. Michaels, you'll be within a 5-minute drive of Chesapeake Bay Maritime Museum.
George Brooks House B&B
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The Inn at Tacaro Estate

The Inn at Tacaro Estate

5 out of 5
6220 Town Point Rd, Tracys Landing, MD
Fully refundableReserve now, pay when you stay
The price is AU$705 per night from 19 May to 20 May
AU$705
includes taxes & fees
19 May - 20 May
Located in Tracys Landing, The Inn at Tacaro Estate is in a rural location, within a 15-minute drive of Upper Yough River and Bayside History Museum.
The Inn at Tacaro Estate
Flag House Inn

Flag House Inn

3.5 out of 5
26 Randall St, Annapolis, MD
The price is AU$498 per night from 20 Apr to 21 Apr
AU$498
includes taxes & fees
20 Apr - 21 Apr
With a stay at Flag House Inn, you'll be centrally located in Annapolis, steps from U.S. Naval Academy and Annapolis City Dock.
Flag House Inn
Hummingbird Inn

Hummingbird Inn

3.5 out of 5
14 North Aurora Street, Easton, MD
The price is AU$539 per night from 28 Apr to 29 Apr
AU$539
includes taxes & fees
28 Apr - 29 Apr
When you stay at Hummingbird Inn in Easton, you'll be in the historical district, within a 10-minute walk of Avalon Theatre and Talbot County Visitor ...
Hummingbird Inn
Inn at Huntingfield Creek

Inn at Huntingfield Creek

3.5 out of 5
4928 Eastern Neck Rd, Rock Hall, MD
The price is AU$291 per night from 20 Apr to 21 Apr
AU$291
includes taxes & fees
20 Apr - 21 Apr
Located in Rock Hall, Inn at Huntingfield Creek is on the waterfront, within a 5-minute drive of The Mainstay and Rock Hall Harbor.
Inn at Huntingfield Creek
Robert Morris Inn

Robert Morris Inn

3 out of 5
314 N. Morris St, Oxford, MD
Located in Oxford, Robert Morris Inn is on a river, within a 5-minute drive of Oxford Museum and Play Ball Dog Park.
Robert Morris Inn
Inn at Horn Point

Inn at Horn Point

3 out of 5
534 Burnside Street, Annapolis, MD
The price is AU$608 per night from 21 Apr to 22 Apr
AU$608
includes taxes & fees
21 Apr - 22 Apr
In the heart of Annapolis, Inn at Horn Point is within a 5-minute drive of Annapolis Maritime Museum and Annapolis City Dock.
Inn at Horn Point
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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.

B&Bs in Chester

We know why you’re here. You forgot something, though we’re not sure what. A birthday or an anniversary, maybe. And this time, a bouquet of fresh flowers and a homemade breakfast in bed aren’t going to cut it. You’re determined your special someone is going to feel like the centre of the universe on whatever special day you have coming up—that’s where lastminute.com.au comes in, and that’s also where Chester B&B accommodation comes in.

You can’t go wrong with a romantic getaway to a bed and breakfast. It’s the stuff of poetry, novels, and of course, any good rom-com. You can snuggle under the covers all morning if you like, although the delicious aromas of a home-cooked breakfast are likely to get you out of bed. Even a cheap B&B will have a delectable morning meal included—and you don’t have to make it yourself. After all, that’s kind of the whole point. Add in a boutique feel and the charming Chester vibes, and you’ll get why B&Bs are great for couples, families, and even your doggo. Yes, pet-friendly B&Bs are a thing, and although we can’t guarantee the dog will get his own breakfast, you’re more than happy to share, aren’t you?

Hey, if you’re gonna stay in a B and B in Chester, you want it to be awesome, don’t you? Well then, check out lastminute.com.au and get to planning. We’ve got everything from luxury to budget bed & breakfasts, and our great prices leave you plenty of cash to splash in Chester. No need to thank us—we know how great we are.

Chester B&B essential information

Accommodation
11 B&B
Lowest Price
AU$158
Highest Price
AU$705
Popular accommodation
The Oaks Waterfront, Parsonage Inn, George Brooks House B&B, The Inn at Tacaro Estate, Flag House Inn, Hummingbird Inn, Inn at Huntingfield Creek, Robert Morris Inn, Inn at Horn Point

Top trending hotels in Chester

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$311 per night from 29 Apr to 30 Apr
AU$311
includes taxes & fees
29 Apr - 30 Apr
With a stay at Historic Inns of Annapolis, you'll be centrally located in Annapolis, steps from The Colonial Players and Thurgood Marshall Memorial.
Historic Inns of Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road, Annapolis, MD
Fully refundable
The price is AU$158 per night from 29 Apr to 30 Apr
AU$158
includes taxes & fees
29 Apr - 30 Apr
With a stay at Country Inn & Suites by Radisson, Annapolis, MD in Annapolis, you'll be in a shopping district, within a 10-minute drive of U.S. Naval Academy ...
Country Inn & Suites by Radisson, Annapolis, MD
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$266 per night from 21 Apr to 22 Apr
AU$266
includes taxes & fees
21 Apr - 22 Apr
With a stay at The Westin Annapolis in Annapolis, you'll be in the historical district, within a 5-minute drive of U.S. Naval Academy and People's Brewer Hill ...
The Westin Annapolis
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Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3 out of 5
3028 KENT NARROW WAY S, Grasonville, MD
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 27 Apr to 28 Apr
AU$186
includes taxes & fees
27 Apr - 28 Apr
Located in Grasonville, Hyatt Place Kent Narrows & Marina is in the historical district, a 2-minute drive from Chesapeake Exploration Center and 7 minutes from ...
Hyatt Place Kent Narrows & Marina
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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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^Subject to availability and chosen travel dates.