When making your travel plans, keep in mind that there is no need to stay in Orleans as Brewster, Eastham, and Chatham are
within a short drive of the Winslow Estate. We were not able to reserve room blocks but have listed several nearby options below that are well-regarded and reasonably
priced. If you have the time, consider renting a house or condo and make a vacation out of it! Make sure to book well in advance. We recommend by March 1, 2009 to guarantee your first choice of lodging as places will start booking up in the Spring. If you wait until the last minute, you won't have your first choice of place/proximity and will probably pay a lot more. While most places require a two night minimum, you should inquire to be certain. Some additional travel sites to find accomodations include TripAdvisor
Ridgewood Motel & Cottages
10 Quanset Rd, South Orleans, MA 02662
The winner in the proximity category, the Ridgewood is 1.5 miles from the wedding and is also reasonably
priced ($78-$97/nt). Cottages with kitchens sleep 3, 5 or 6 people are are $520-$630/week. There is a pool, cookout area and free coffee and doughnuts in the morning. They accept one night reservations.
Wequassett Resort and Golf Club
2171 Route 28 Head of the Bay
A super mega fancy dancy resort 1.5 miles away on the other side of Pleasant Bay. Prices start at $370. Two night minimum stay.
A Little Inn on Pleasant Bay
654 S. Orleans Road, PO Box 190
South Orleans, MA 02662
A well-regarded B+B overlooking the Bay 2.5m from the wedding. Their 9 rooms range in price from $230-300/nt
and the rate includes a European-style Breakfast Buffet and a 5pm "Sherry Hour." Two night minimum stay.
Pleasant Bay Estate
53/55 Towhee Lane, South Orleans, MA 02662
This private estate is 2.5 miles from the wedding and only 100 feet from the water's edge and overlooks the bay. The main houses sleeps 4. Each of two bedrooms has its own bath. One of the bedrooms has twin beds;
the other has a queen-sized bed. The guest house has a king bed and privte bath and water views. If you end up booking this place, please let us know so we can remove it from our site.
13 Route 28, Orleans, MA
The Cove is 4.5m from the wedding and has reasonable rates ($84-$139). SOLD OUT as of 4/5/2009.
Pleasant Bay Villlage
1191 Orleans Road
Chatham, MA 02633
Pleasant Bay Village is 4.5 miles from the wedding and rooms are $150-$250/nt (some have an efficiency kitchen). Suites are $350-$450/night and have a full kitchen, living room, deck and grill.
The Parsonage Inn
202 Main Street
East Orleans, MA 02643
A well-regarded Inn in East Orleans 4.5 miles from the wedding with 8 rooms ranging in price from $135-180/nt which
includes breakfast. Two night minimum stay.
Eagle Wing Guest Motel
407 Old Harbor Road
Another well-regarded, reasonably priced option. Rooms are $109-159/nt which includes continental breakfast. The Motel
is located 5.5 miles from the wedding. Two night minimum stay. No children, non-smoking.
Whalewalk Inn & Spa
220 Bridge Rd
Eastham, MA 02642
Located 5.6 miles from the wedding, rates are between $250-$350 per night. Gourmet breakfasts are served and there is a spa on site. This bed and breakfast is right near the Cape Cod Rail Trail for convenient hiking and biking. Two night minimum stay.
The Carriage House Inn
407 Old Harbor Road
Chatham, MA 02633
This 6-room B+B is 6.5 miles from the wedding and rates are $229-289/nt
which includes breakfast. SOLD OUT as of 4/5/09.
Brewster By The Sea
716 Main Street
Brewster, MA 02631
Another lovely little B+B, this one is 10 miles from the wedding. Two rooms left as of 4/5/2009. The Refugio Suite ($325) has a three night minimum and the Beach Blossom ($235) has a two night minimum. Prices include a three course breakfast, afternoon tea and a turndown service with truffles. There is also a spa onsite.
an easy to navigate site for finding private condo or home rentals.
is another good option
for finding Cape Cod rentals.